32789 Zip Code FL Real Estate, Homes with Split Bedroom for Sale

4 Beds ⋅ 3 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

Don’t miss the opportunity to live in one of Winter Park’s most desirable neighborhoods. Nestled on a charming, tree-lined brick street, this meticulously updated 4-bedroom, 3-bath home exudes elegance and style, offering ample space for family comfort as well as areas to relax and entertain. This impressive property has been fully renovated and is truly move-in ready. From the moment you arrive, you'll be captivated by the charming exterior and lush landscaping on a spacious .32acre lot. Inside, you'll find a bright, sophisticated home featuring beautiful hardwood floors throughout, tons of windows accented with plantation shutters, and exquisite handcrafted details. The front family room features a wood-burning fireplace, creating a comfortable space for binge-watching Netflix or Sunday NFL games, unwinding with a good book, sharing wine with friends, or hosting elegant dinner parties in the dining area. The light and bright chef’s kitchen is a culinary dream that offers a generous layout with abundant wood cabinetry, gleaming granite and gorgeous wood countertops, a large prep island with seating for four, state-of-the-art Thermador stainless steel appliances including a 6-burner professional oven, and an inviting sitting nook, capped off by a dramatic cathedral ceiling and windows that overlook the lush back yard. On one side of the home are three generously sized bedrooms with ample closet space and two full bathrooms with gorgeous custom tile and flooring. On the other side of the home awaits a true retreat: the private Primary Suite, a sanctuary equipped with a spacious bedroom, sitting area, walk-in custom closet, and a luxurious spa-inspired bath with stunning porcelain tile flooring, a large dual sink vanity, an oversized walk-in shower, and a separate water closet. Step outside to experience the quintessential Florida lifestyle in the private backyard oasis, complete with a beautiful sparkling saltwater pool, a spacious patio, and professionally landscaped grounds — ideal for entertaining year-round. Additional features include a convenient laundry/mudroom with storage for backpacks and gear, abundant closet space, a water softener, and a two-car garage with storage cabinets and shelves. Improvements include updated electrical, plumbing, and ductwork, plus a brand new tile roof (2023). This remarkable property is located close to Winter Park’s renowned Park Avenue shopping, premier restaurants, the area’s top-rated schools, and also close to Interlachen Country Club and the Winter Park Racquet Club. This exceptional property won’t last. See for yourself why this gorgeous house should be the place you call home. Schedule your showing today.

1571 Lasbury Avenue, Winter Park

$5,250,000

5 Beds ⋅ 6 Baths ⋅ Woodmere Terrace Rep SubDv. ⋅ 32789 Zip Code

Welcome to Via Palma. This exceptional estate in the heart of the Winter Park Vias has been completely transformed, boasting over $800,000 in luxurious upgrades. A gracious entry foyer sets the tone with marble floors, custom trim work and direct views of the resort-style backyard. The first floor offers elegant formal living and dining spaces, a private study with fireplace, and a spectacular chef’s kitchen featuring an oversized marble island, custom cabinetry, Miele and Sub-Zero appliances, dual dishwashers, a built-in coffee bar, and an adjacent serving bar. The great room showcases custom built-ins, designer lighting, and seamless indoor-outdoor flow to the covered lanai, summer kitchen, lounge space, and saltwater pool. The luxurious first-floor primary suite is a serene retreat with dual dressing rooms and a lavish marble bath featuring a zero-entry double shower, freestanding soaking tub, private laundry room and designer lighting. Upstairs, additional bedrooms each feature en-suite baths and walk-in closets, complemented by a large family room, media lounge and gym with professional flooring. Every detail has been elevated, from European oak and Italian marble floors to Lutron lighting, Sonos audio, Control4 automation, Emtek smart hardware, Nest thermostats, high-efficiency HVAC systems and a backup generator. Outdoor spaces are fully reimagined with a lush landscape design, travertine decking, a putting green and privacy hedging. Near the Winter Park Racquet Club, Kraft Azalea Park, Interlachen Country Club, Phelps Park and YMCA, this home offers a rare opportunity to own a better-than-new custom estate in one of Central Florida’s desirable neighborhoods.

1155 Woodmere Drive, Winter Park

$5,125,000

5 Beds ⋅ 6 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

This stunning private residence is on an oversized lot featuring a private sports pad, kids playground and sparkling pool. Encompassing over 6,700 square feet of expansive .55-acre lot, this home boast five spacious bedrooms, one office, 5.5 baths and a dedicated movie room, recording studio and a fully equipped gym with a private sauna. Ideally just moments from serene Lake Maitland and the charming Azalea Park, this home offers natural beauty and prime location. The chef's kitchen is designed for function and style with dual oversized islands, ideal for entertaining and everyday living. Spacious, inviting and thoughtfully designed, this oversized family room is the heart of the home-ideal for everything from cozy movie nights to lively holiday parties featuring expansive square footage, the room comfortably accommodates large groups, with plenty of space for multiple seating areas and a bar area. Oversized windows flood the space with natural light while the high ceilings and an open layout enhance the airy welcoming feel. Whether you are hosting extended family or entertaining friends, this room is built for connection, comfort and lasting memories. The private recording studio can be turned into a private mother-in-law suite or a kids playroom. The luxurious primary suite retreat to your own private oasis featuring a cozy fireplace, direct access to a serene private porch and a one-of-a-kind walk-in closet designed for style and functionality. The oversized en-suite bath boasts a steam shower, creating a spa-like experience right at home. Two additional en-suite bedrooms upstairs, each with walk in closets. Thoughtfully designed for convenience, this home features a spacious mud room off the garage which is ideal for busy households. Enjoy the ultimate convenience with two separate laundry rooms, one’s downstairs for easy access and a second upstairs near the bedrooms, making laundry day effortless and efficient. Ideally near Winter Park Racquet Club, Interlachen Country Club and accessible to Park Avenue, this exceptional residence also offers an extraordinary residence with a luxurious functionality and a premier location.

1240 Harding Street, Winter Park

$1,350,000

5 Beds ⋅ 3 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

Amazing opportunity in the Forest Hills subdivision in the heart of Historic Winter Park! As you enter this charming 4 bedroom home you’re welcomed by a spacious dining room that flows seamlessly into the large family room with fireplace, custom built-in shelving and storage cupboards, crown moulding and views over the rear yard and patio, perfect for relaxing or entertaining. To the front of the home, enjoy a bright and expansive kitchen/family space featuring upgraded appliances including a Sub-Zero refrigerator and built-in coffee maker, stone countertops, and ample room for casual dining and lounging. The private primary suite includes its own bathroom, while three additional generously sized bedrooms share well-appointed bathrooms. Hardwood floors, charming details, and mature landscaping add timeless appeal. Set on a tree-lined street with a circular driveway, just minutes from Park Avenue, Rollins College, and top-rated schools, this is your chance to create your dream home in one of Winter Park’s most coveted neighborhoods!

130 W Kings Way, Winter Park

$1,095,000

3 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Located in the coveted Tree Streets just a block and a half from Lake Knowles, this timeless Mediterranean home offers three bedrooms, three and a half bathrooms, and just under 2,000 square feet of beautifully finished living space framed by mature magnolias and manicured hedges. A brick driveway leads to a two-car garage with carriage-style doors, while a covered entry showcases a solid arched wood front door with classic peep hole, setting the tone for the craftsmanship inside. Step through the entry and discover a hidden laundry room with dark wood cabinetry, marble countertops, subway tile backsplash, and front-loading washer and dryer, along with a sophisticated powder bath featuring a floating marble-topped sink, wall-mounted chrome faucet, integrated mirror lighting, and detailed molding. Just beyond is a flexible room that functions as a dining room or formal living space, and through the next doorway the home opens to a large kitchen and great room designed for everyday living and entertaining. The kitchen combines dark wood perimeter cabinetry with accent glass fronts, a creamy white island with storage on both sides, marble countertops, and stainless appliances including a GE Monogram gas cooktop with vent hood, convection oven, refrigerator, dishwasher, and LG under-counter microwave, all anchored by a deep single-barrel undermount sink with extendable faucet. The great room features a gas fireplace with mosaic tile surround, clerestory windows, extensive crown molding, and hardwood floors, with new Anderson French doors that open to the private backyard where brick decking frames a cocktail pool with water features by Signature Landscape, surrounded by mature greenery and magnolias. The primary suite, tucked on the back right wing, also enjoys French doors to the pool terrace and includes new carpet, a customized floor-to-ceiling walk-in closet, and a bath with travertine floors, sunken glass-enclosed shower with built-in shelving, creamy white vanity topped with marble, satin nickel fixtures, dual Kohler undermount sinks, and mirrored walls with crown molding. Upstairs, two spacious bedrooms each feature ensuite baths and customized closets—the front with a built-in desk, marble chicklet tile flooring, creamy cabinetry, and tub/shower combo, the second with a walk-in closet and a bath finished with travertine flooring, a slightly larger vanity with consistent cream cabinetry, marble top, and glass-enclosed shower. Additional highlights include hidden storage under the stairs, unique iron stair railing, 8’ solid wood interior doors, 10’ ceilings, and block construction, while recent updates such as an Italian tile roof (2020), newer garage door and opener, and new HVAC air handler provide peace of mind. Just a short walk to the YMCA, Phelps Park, and Interlachen Country Club, 1450 Chestnut Avenue combines Mediterranean charm, thoughtful updates, and a sought-after Winter Park location for a lock and leave lifestyle with ease.

1450 Chestnut Avenue, Winter Park

$1,600,000

3 Beds ⋅ 3 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

825 Palmer Avenue, Winter Park | $1,799,000 - A Rare Venetian Canal Treasure Awaits Your Vision! Discover an extraordinary opportunity on one of Winter Park's most coveted waterways. This exceptional single-story estate on Palmer Avenue presents over 3,200 square feet of pure potential, perfectly positioned on an oversized .35-acre lot (85x173') with exclusive boathouse access to the prestigious Venetian Canal and Winter Park Chain of Lakes. Steps from the sophisticated boutiques and world-class dining of Park Avenue, this rare find offers the ultimate Winter Park lifestyle where luxury meets convenience. The thoughtfully designed open floorplan showcases expansive living spaces flooded with natural light from strategically placed skylights. Rich hardwood floors flow throughout, while French doors create seamless indoor-outdoor living. The dramatic great room captivates with distinctive brick flooring, copper-coated ceiling tiles, and an old-fashioned built-in bar—perfect for entertaining. The generously proportioned primary suite features an en suite with double sink vanity and walk-in shower. Two additional well-appointed bedrooms, each with full baths, provide comfort and privacy for the family and guests. The heart of the home centers on an expansive gourmet kitchen boasting dual sinks, premium stainless-steel appliances, solid wood cabinetry, and distinctive decorative tile countertops. A dedicated home office provides the perfect work-from-home sanctuary. Two inviting fireplaces create cozy gathering spaces throughout. The covered patio with ceiling fans extends living space outdoors, while the screened pool area offers private resort-style relaxation. The tile roof crowns this impressive estate with both beauty and durability. Whether you envision a stunning renovation showcasing the home's exceptional bones or a complete rebuild taking advantage of the prime waterfront location, this property represents a once-in-a-lifetime opportunity to create your Winter Park masterpiece.

825 Palmer Avenue, Winter Park

$1,590,000

4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

HUGE PRICE IMPROVEMENT-MOTIVATED SELLER-Discover this stunning, custom-built home nestled on a tranquil, tree-lined street just steps from all the charm of Winter Park’s renowned Park Avenue. Located in a peaceful neighborhood, this elegant residence combines sophisticated craftsmanship with luxury features throughout its expansive 2,860 square feet of thoughtfully designed living space. Relax on the charming front covered porch, the perfect spot to enjoy your morning coffee. Step inside to find meticulous attention to detail—from stunning wide white oak floors to exquisite custom millwork and soaring ceilings that create an airy, welcoming atmosphere. The chef-inspired kitchen is the heart of the home, featuring an abundance of custom solid-wood cabinets, gleaming quartz countertops, and a large island with seating for four. A generous walk-in pantry with custom shelving and top-of-the-line Thermador stainless steel appliances—including a 6-burner gas stove, double oven, and deep farm sink—make meal preparation and entertaining effortless. Adjacent to the kitchen, a charming dining area is perfect for memorable dinners, while the adjoining family room boasts a soaring cathedral ceiling, a natural gas fireplace with a custom stone mantel, and large windows that flood the space with natural light. A cozy private den offers an ideal retreat for work or relaxation. On the opposite side of the first floor, you'll find a guest suite with a private bath, two additional bedrooms with custom closets, a stylish full bath, and a laundry room with ample storage and a utility sink. The spacious mudroom, accessible from the two-car garage, provides practical storage with built-in cabinets and hooks. Upstairs, the luxurious primary suite features a spa-inspired bathroom with double sinks, custom Restoration Hardware cabinetry, elegant lighting, and a large walk-in shower. A peaceful sitting area and a walk-in closet with custom shelving create a perfect private retreat. Additionally, an upstairs loft offers versatile space ideal for a home office, gym, or additional quiet area. Outside, enjoy a private backyard oasis designed for relaxation and entertainment. Highlights include a “Michael Phelps Chilly Goat” hot/cold tub combo, outdoor TV, and speakers—creating your personal weekend paradise. Additional amenities include a large two-car garage, solid-core doors, crown molding, wide base moldings, dual tankless water heaters, fully-owned solar panels (reducing energy costs), a water softener and purifier, new exterior paint (2023), professionally installed closet shelving (2023), and professionally landscaped gardens. Flooded with natural light and warmth, this exceptional home offers a cozy yet elegant atmosphere. Zoned for top-tier schools—including Winter Park High School—and conveniently located near Lake Highland, Trinity Prep, the Winter Park YMCA, Racquet Club, and Interlachen Country Club, it’s ideal for a vibrant Florida lifestyle. Walkable to Winter Park’s renowned shopping and dining destination, don’t miss the opportunity to make this exquisite property your new home! AVAILABLE BY APPOINTMENT ONLY

1166 Oaks Boulevard, Winter Park

$2,144,000

4 Beds ⋅ 4 Baths ⋅ Pennsylvania Place SubDv. ⋅ 32789 Zip Code

Wonderful home in sought-after Pennsylvania Place. Newer roof (2019), HVAC and Water Heaters

1077 N. Pennsylvania Ave, Winter Park

$3,965,000

4 Beds ⋅ 5 Baths ⋅ Valencia Terrace SubDv. ⋅ 32789 Zip Code

Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Meticulously maintained with great inspection. Completed in 2021, the residence has 4,181 square feet of thoughtfully designed living space, including four bedrooms each with a private ensuite bath and an additional powder room. A 412-square-foot casita with a wet bar and private entrance completes its functionality by providing extra flexibility, perfect for guests, extended family, workspace or workout area. The interiors showcase timeless design with high ceilings, glass walls, and carefully curated finishes. The chef’s kitchen and butler’s pantry pair handcrafted cabinetry and stone surfaces with professional-grade appliances, flowing seamlessly into open living and dining spaces designed for both everyday living and entertaining. Outdoors, a 65-foot lap pool anchors the private backyard retreat, complemented by a covered lanai, marine-grade summer kitchen, fireplace lounge, tree garden and lush landscaping. Solid block construction, advanced state-of-the-art home systems, and a climate-controlled two-car garage with an extended hidden driveway highlight the home’s privacy, quality, and convenience. With a distinct European vibe under canopy trees and cobblestone streets in the desirable Valencia Terrace neighborhood, this home is just moments from Park Avenue’s boutiques, fine dining, Rollins College, the Farmers’ Market, and the Morse Museum. Zoned for top-rated Winter Park schools, it offers both luxury and practicality in one of Central Florida’s most sought-after communities.

1161 Valencia Avenue, Winter Park

$2,700,000

5 Beds ⋅ 5 Baths ⋅ Windsong Lakeside SubDv. ⋅ 32789 Zip Code

Experience Mediterranean charm in this fabulous five-bedroom, five-bath pool home built by Cahill Builders. On the north side of Windsong, this home features an open floor plan with spacious living areas that flow seamlessly and provide warm natural light. The living room with cozy gas fireplace overlooks the spacious and open dining room while the light-filled family room with French doors has wonderful views of the covered lanai and pool. You will love entertaining in the chef’s eat-in kitchen with many updates and upgrades completed in 2024. Kitchen features include stainless appliances, natural gas cooktop, double ovens, large center prep island and large walk-in pantry. The first-floor luxurious owner’s retreat features vaulted and hand-crafted wood beam ceilings, wide plank wood floors and bath with dual vanities, walk-in shower and spa tub. Bedroom Suite 2, which is also on the main level is ideal for guests, home office or nursery. As you go upstairs, the second floor offers a thoughtfully designed retreat for both relaxation and entertainment. There are three spacious bedrooms each with their private baths. This layout offers comfort and privacy for family or guests. The media room provides the ideal setting for movie nights or immersive gaming and includes an additional room for a playroom, library or large air-conditioned storage space. Whether you are entertaining or unwinding, this upper-level layout delivers functionality and privacy. Go outside to enjoy the covered lanai which overlooks the private and expansive yard filled with a vibrant mix of citrus trees, tropical plants and year-round flowering garden. The fabulous landscape was designed by a landscape architect with the concept to provide continuous blooms and inviting sitting areas under the sun. The sparkling pool and spa, large surrounding patio and firepit area invite year-round enjoyment. Additional amenities include custom molding and trim work, an entry fountain and three-car garage (one with split air conditioning). Windsong, one of Winter Park's sought-after neighborhoods, offers exclusive amenities to their residents including a pontoon boat to enjoy Winter Park Chain of Lakes, two community pools, a splash park, playground, a lakefront clubhouse and a scenic pier for fishing. Ideal location is minutes from hospitals, schools, golf courses, and Park Avenue’s amazing dining and shopping.

1445 Holts Grove, Winter Park

$2,798,000

4 Beds ⋅ 3 Baths ⋅ Palmer Park SubDv. ⋅ 32789 Zip Code

Stunning canal-front home, Winter Park Chain of Lakes. Welcome to this exceptional one-story residence in the heart of Winter Park, offering direct access to the desired Winter Park Chain of Lakes via the Venetian Canal. Built in 2018, this meticulously maintained home features four bedrooms, three baths, and 3,258 square feet of elegant living space designed for comfort and entertaining. The open floor plan showcases a large gourmet kitchen outfitted with custom cabinetry and generous counter space. Ideal for hosting gatherings or enjoying quiet evenings at home. Expansive windows throughout the home offer beautiful, tranquil views of the canal and lush, mature landscaping. Large screened-in lanai complete with a fully equipped summer kitchen and fireplace overlooking the canal and private boathouse.

1074 Mckean Circle, Winter Park

$1,640,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Residential SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. This signature corner unit in the exclusive Douglas Grand, is perched on the top two floors, with panoramic views of downtown Winter Park, Hannibal’s Square and Rollins College all steps away. This spacious luxury unit includes a three-bedroom split plan and three-and-a-half en-suite baths, with two private balconies from bedrooms overlooking Central Park. Every convenience of the desirable Winter Park lifestyle is at your doorstep. A gated parking garage provides security for you and your guests. Step inside to discover the 3,174-square-foot perfectly renovated residence with gorgeous new blonde wood floors throughout the living room and bedrooms, and surrounded by windows that invite beautiful light in. Entertain with ease in the expansive gourmet kitchen, recently renovated with added cabinetry including a pantry, new quartz counters, custom back splash and top-of-the-line appliances. Bar seating at the counter peninsula still leaves room for an additional dine-in table if you desire. What makes this unit unique is the open-air two-story center atrium that connects all the living spaces together and adds secluded outdoor living for privacy with views to the stars. The primary bedroom enjoys treetop views, private balcony just recently tiled and generous space and closet. The primary bath suite includes updated dual vanities, separate shower and an indulgent jetted tub. Secondary bedrooms are private with one upstairs and the third bedroom suite, or office, offers versatility and function. Elevate your lifestyle with a host of modern amenities, including updated designer fixtures, recessed lighting and fans, some new Pella doors and windows, fresh paint, spacious walk-in closets that provide ample storage in every bedroom and a freshly painted interior and private laundry. Enjoy the added convenience of two deeded parking spaces in the gated-attached garage, with direct access to your floor and access door right next to your front door, so convenient. Every aspect of luxury living has been meticulously curated for your enjoyment. Indulge in the unparalleled convenience of strolling to nearby restaurants, coffee shops and boutiques. Rollins College is nearby, as well as fabulous events in Central Park and the bustling farmers market. Don’t miss your chance to experience the pinnacle of urban sophistication at The Douglas Grand.

101 S New York Avenue Unit 313, Winter Park

$1,875,000

4 Beds ⋅ 5 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Timeless Elegance Meets Modern Comfort in Sought-After Tree Streets Welcome to this thoughtfully designed, custom-built residence in the coveted Tree Streets community of Winter Park. Boasting 4 bedrooms, 4.5 bathrooms, and over 3,300 square feet of meticulously curated living space, this one-of-a-kind home perfectly blends craftsmanship, comfort, and style. At the heart of the home, the chef-inspired kitchen showcases premium Thermador appliances, a gas range, and custom cabinetry that soars to 10-foot ceilings. The spacious butler’s pantry and built-in breakfast nook flow seamlessly into an inviting great room with custom built-ins—ideal for both everyday living and elegant entertaining. Nearby, the formal dining room features a striking drop ceiling, setting the stage for unforgettable gatherings. Designed for everyday convenience and privacy, the first floor includes both a comfortable guest suite and a luxurious primary suite, which features elegant wood beams accenting the ceiling and creates a warm, sophisticated retreat. Throughout the home, beautiful white oak floors add warmth and character, complementing the timeless design and enhancing the flow between each thoughtfully crafted space. Enjoy effortless indoor-outdoor living with an expansive covered lanai featuring a built-in summer kitchen and phantom screens, all overlooking a stunning pool and spa embraced by lush landscaping. A dedicated pool bath ensures convenience for guests enjoying the outdoor oasis. Inside, thoughtful features abound: a stylish mudroom with built-in storage, a large utility room with cabinetry and sink, and a conditioned mechanical room offering smart storage solutions. Upstairs, discover a spacious loft perfect for a media room or play area, accompanied by two generously sized bedrooms each with ensuite baths and ample closets. The Stratford-style front porch invites neighborly chats, while the private backyard provides a serene retreat. Designer-selected finishes and custom touches are evident throughout, highlighting the home's timeless elegance and modern functionality. Ideally situated just minutes from Park Avenue, residents will enjoy effortless access to fine dining, boutique shopping, charming cafes, museums, and the vibrant cultural heart of Winter Park. A rare offering that combines luxurious design, exceptional craftsmanship, and the warm character only a custom-built home can provide—this residence truly stands out in the Tree Streets.

1752 Chestnut Avenue, Winter Park

$4,500,000

6 Beds ⋅ 6 Baths ⋅ Dyer Susan Resub SubDv. ⋅ 32789 Zip Code

Offered for the first time in over 50 years, this distinguished Winter Park estate is a true traditional gem, nestled on a picturesque brick street and situated on a full 1-acre lot. Exuding timeless charm with a subtle New England ambiance, this residence represents the best of historic Winter Park living—all within walking distance to Park Avenue. This stately 6-bedroom, 5.5-bathroom home offers 5,759 square feet of thoughtfully designed living space, plus an additional 1,859-square-foot unfinished basement that spans the entire length of the home, offering endless possibilities for expansion or customization. Upon entry, you'll be welcomed by coffered ceilings in the spacious formal living room, rich dark oak floors, and one of the home’s three gas fireplaces. This elegant yet inviting room overlooks the lush gardens, making it an ideal setting for both entertaining and quiet relaxation. Adjacent to the living room is a cozy, beautifully appointed den featuring another gas fireplace and natural jute flooring—undoubtedly one of the most beloved spaces in the home. The kitchen is filled with natural light and includes a large casual dining area, a charming butler’s pantry, and direct access to both the laundry room—complete with a full-size refrigerator and half-bath—and the oversized 2-car garage. The formal dining room showcases lattice-framed bay windows with views of the back garden and pool area, creating a warm and elegant space perfect for holiday dinners and family gatherings. The home features two primary bedroom suites on the main level, including one expansive L-shaped suite with its own gas fireplace and views of the pool, gardens, and outdoor terrace. The primary bathroom includes a dressing area and marble finishes throughout. Upstairs, the south wing includes two generous bedrooms with a shared full bathroom, while the north wing—located above the kitchen—offers two additional bedrooms and a charming full bath. The expansive backyard is a private sanctuary, framed by majestic oak trees, bamboo, and thoughtfully designed gardens, with several inviting sitting areas for outdoor relaxation. An extra-large swimming pool completes the setting—perfect for warm Florida days or evening gatherings under the stars.

887 Georgia Avenue, Winter Park

$630,000

4 Beds ⋅ 3 Baths ⋅ Flamingo Shores SubDv. ⋅ 32789 Zip Code

RENOVATED and MOVE-IN READY in WINTER PARK 32789 with DEEDED LAKE ACCESS! Located on a fully fenced ¼-acre corner lot, this 4-bed, 3-bath charmer offers private access to Lake Killarney, a rare find. Step onto the welcoming front porch and into a home filled with character, upgrades, and natural light. The open layout flows effortlessly through spacious living areas and a beautifully updated kitchen with modern finishes. Wood-look flooring, custom millwork, neutral tones, and designer lighting elevate the space. Enjoy a SPLIT FLOOR PLAN with 4 spacious bedrooms, including a large primary suite and a guest room with its own ensuite. The screened lanai and private backyard create the perfect outdoor retreat. Extras include a fireplace, two car attached garage and no HOA! This is a dream location just 1 mile to Trader Joe’s, 1.5 miles to Park Avenue, and minutes to I-4, Rollins College, shopping, dining, and more. Don’t miss your chance to live in the heart of Winter Park. Schedule your private tour today!

1792 Killarney Drive, Winter Park

$1,250,000

4 Beds ⋅ 2 Baths ⋅ Tuscany Place First Add SubDv. ⋅ 32789 Zip Code

This is a rare opportunity to own a ONE STORY LARKEFRONT home on a HALF-ACRE lot in the highly desirable Via’s of Winter Park. Nestled on a quiet cul-de-sac in Tuscany Place and zoned for top A-rated schools, this beautifully maintained 4-bedroom, 2-bath home offers breathtaking views of Lake Temple from nearly every room. The spacious and light-filled interior features a split bedroom floor plan with a formal living room, dining room, and a comfortable family room—an ideal layout for any family. The kitchen is equipped with solid wood cabinets, granite countertops, and opens to the family room, which includes custom built-ins and a wood-burning fireplace with granite surround. Hardwood floors run throughout the home, and large windows flood the space with natural light. The primary suite overlooks the lake and includes a walk-in closet, dual sinks, a separate shower, and direct access to the screened-in rear porch. Three additional guest bedrooms are privately situated on the opposite side of the home. A spacious indoor laundry room leads to a side-entry two-car garage. Outside, the screened patio offers the perfect place to entertain while enjoying the pool, spa, and serene lakefront setting. Located just minutes from Park Avenue and the Winter Park Racquet Club, this unique property offers endless potential to live in as-is, renovate, or build new on one of the Via’s most coveted lakefront lots.

1049 Tuscany Place, Winter Park

$1,565,000

4 Beds ⋅ 3 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Experience the charm and comfort of this one-story, Key West-style pool home, nestled on a brick-lined street and canopied by majestic oaks in the highly sought-after Virginia Heights neighborhood. Within true walking distance of Rollins College and Park Avenue, and in the Audubon K-8 school district, this home was thoughtfully designed for everyday living and entertaining. The 2,662 SF home features a split-bedroom floorplan with 3 bedrooms, 3 en-suite bathrooms, a private home office (or a 4th bedroom), cozy living room with a wood fireplace piped for gas, dining room with a built-in lighted bar, a large family room, and a 400 SF covered lanai overlooking the pool & backyard paradise. The oversized primary suite is truly a retreat, with a sitting area plus a cozy window bench spanning a wall of windows with built-in cabinetry and shelves for ample storage. A mirrored barn door slides open to reveal a custom-designed spa bath, renovated down to studs in 2021. An absolute stunner, the primary bath features a large, zero-entry marble shower, mahogany-topped custom-crafted vanity, maple board-and-batten walls, brass fixtures, cypress vaulted ceilings, and windows overlooking the sparkling pool, with convenient top-down bottom-up privacy shades. Enjoy 2 walk-in closets, plus a third closet at the primary suite entrance that offers easy-access housing for the home’s AV equipment. The sunny family room, lined with built-ins and a custom-designed “wall of books,” extends to the back of the home. French doors with hidden screens open to the private backyard oasis, showcasing a travertine lanai, lagoon-style pool, and travertine deck surrounded by palms and lush tropical landscaping. At the heart of the home sits the kitchen with Thermador appliances— gas cooktop, built-in oven, convection oven/microwave, and dishwasher— and a breakfast bar, plus a brand new vent hood framed by a new marble backsplash, and new under-cabinet and pendant lighting. Both secondary bedrooms have French doors that open to the covered lanai, while the rear left bedroom offers a private, en-suite bathroom renovated in 2021, wrapped in marble and brass with coil-heated floors and a custom Kohler air-jet soaking tub. Other conveniences include a whole-house sound system with speakers in every room as well as the rear lanai, and a custom laundry room (renovated in 2021) that leads to a 2-car garage with built-in storage. Virginia Heights is truly a special neighborhood, offering residents deeded access to a private lakefront park that's just a 3-minute walk from this home. This hidden park was deeded to the property owners of Virginia Heights in 1922, and includes a dock on College Point directly across from Rollins College, canoe/kayak racks, tables for airy picnics in the lake breeze, and a sprawling green lawn where neighbors gather for social events, holiday parties, or just to enjoy the lake view. A part of the beloved culture and history of Winter Park, this unique property is just minutes from Rollins, the shops and restaurants of Park Avenue, and all the lively bustle of downtown Winter Park. Recent upgrades include a complete replumb and new gas water heater (July 2025), a partial roof replacement (all new flat roof), landscape clean-up/refresh, fresh paint inside and out, and all new lighting and ceiling fans throughout. Ask for list of improvements and a floorplan!

1450 Glencoe Road, Winter Park

$1,300,000

4 Beds ⋅ 3 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. As you enter this renovated 4-bedroom, 2.5-bathroom home within the city limits of Winter Park, you're immediately welcomed by a bright, open living and dining area anchored by a stunning wet bar, complete with sink, cabinetry, ice maker, and floating shelves. All completed with light modern porcelain tile flooring. To your right, the kitchen makes a bold statement with dramatic 4.5-inch thick countertops, waterfall-edge island, oversized farm sink, and high-end appliances including a Thermador induction stove and Whirlpool double oven, microwave, dishwasher, and fridge/freezer. Custom soft-close cabinetry blends seamlessly into the open layout, offering style and serious storage. Just beyond the hurricane rated sliding glass doors, you'll find a covered lanai and spacious yard with a mix of grass and artificial turf, ideal for entertaining, relaxing, or adding a future pool. The primary suite is tucked away on the left side of the home, offering peace and privacy. It features soft lighting, remote-controlled shades, and two walk-in closets with built-ins. The spa-like en-suite bathroom combines wood and stone textures, a floating dual-sink vanity, and a large walk-in rain shower, all designed with modern feel. Two additional bedrooms and a full bathroom are located down the same hallway, separated from the main living space by modern barn doors, perfect for creating a private wing for family or guests. On the opposite side of the home, a fourth bedroom makes a perfect office or guest suite. A nearby half bath opens to the outside, making it an ideal future pool bath. The laundry room is equipped with LG Signature washer and dryer, a drying closet, sink, and built-in storage. Adjacent to the laundry area is a stylish mudroom with custom built-ins to keep everything organized. Both the attached 2-car garage and carport make parking effortless. The garage is climate-controlled with a split AC unit and finished with sleek epoxy flooring, perfect for a gym, workshop, or additional storage. The garage is also equipped with EV charging capabilities. Set on a generous 0.33-acre corner lot, this property offers extra outdoor space, privacy, and potential, whether for a future pool, garden, or entertaining area. Additional upgrades include a whole-house Generac generator, a tankless water heater with softener and filtration system, hurricane-rated windows and sliding doors, new roof (2021), updated plumbing and electrical (2022), and two new AC systems (2022). Non-textured walls and ceilings, smart lighting, and clean, minimalist finishes round out the home’s modern aesthetic. Every detail of this home has been carefully curated to deliver a lifestyle of comfort, style, and function, a true modern retreat in the heart of Winter Park. This home is located just a short drive away from Park Avenue and its many restaurants and other businesses. Conveniently located close to major highways for easy commuting, schedule your private tour today.

1371 Lyndale Boulevard, Winter Park

$4,772,500

4 Beds ⋅ 5 Baths ⋅ Sicilian Shores Rep 02 SubDv. ⋅ 32789 Zip Code

An architectural gem in the heart of the Vias, this one-of-a-kind modern, custom residence masterfully crafted in 2019 by renowned builder Z Properties, Inc. Rarely does a single-story home of this caliber and scale become available combined with being on one of the best addresses in all of Winter Park! Offering nearly 4,900 square feet of refined living space under air (which includes a noteworthy 551-square-foot lanai, fully finished and separate zone air-conditioning) encompassing over 5,400 square feet total under roof, all tastefully designed with an emphasis on clean lines, organic textures and exceptional indoor-outdoor flow. Beyond its striking curb appeal, the home opens to reveal expansive living spaces grounded by wide-plank hardwood floors and bathed in natural light from soaring cathedral ceilings and oversized windows. A seamless open layout connects the living and dining areas with a central gathering area anchored by a sleek linear gas fireplace. Award-winning chef-designed kitchen is framed by a dramatic wall of glass and features premium Wolf and Sub-Zero appliances, including an eight-burner gas cooktop, integrated refrigerator, double built-in ovens, Miele coffee system, warming drawer, Scotsman ice maker, high-level custom cabinetry and more, flanked by dual wine columns. The primary retreat is in its wing, complete with a 20-by-10-foot custom walk-in closet and a spa-inspired bath with a soaking tub and oversized walk-in shower featuring multiple shower heads. The home's most captivating element is the fully enclosed, air-conditioned 29-by-17-foot lanai, accessible through disappearing glass doors that create a seamless transition from indoors to out. This sophisticated outdoor living space includes a full summer kitchen, alfresco dining area, lounge with gas fireplace and motorized screens for further flexible utilization. Just beyond, a heated lap pool is framed by lush bamboo landscaping, creating a serene and secluded outdoor living environment. Another special feature is a secluded casita, which offers an ideal space for guests or multigenerational living. Two additional bedrooms with en suites, each with walk-in closets, complete the three-way split flexible bedroom layout along with a well-appointed utility/mud room entry off the oversized two-car garage. Ideally near Winter Park Racquet Club, Interlachen Country Club and accessible to Park Avenue, this exceptional residence also offers an extraordinary blend of modern design, luxurious functionality and premier location. Winter Park living at its finest!

765 Via Lugano, Winter Park

$819,000

2 Beds ⋅ 2 Baths ⋅ Trotters Rep SubDv. ⋅ 32789 Zip Code

Fully renovated 1926 historic Winter Park bungalow with separate cottage in the heart of the Winter Park Historic District. Ideally located within a short distance to Park Avenue, Rollins College and the Winter Park Chain of Lakes community dock, just minutes from the Winter Park 9-hole Golf Course. Exceptional full home remodel by Z Properties in 2020 including a gourmet kitchen, shiplap walls with hidden doors and hidden primary bedroom entry, plus additional updates in 2024. The separate cottage is under air and can be used for a personal gym, golf simulator, home office, guest suite, additional storage or more. Schedule your showing to embrace the modern elegance and historic charm.

734 Maryland Ave, Winter Park

$1,300,000

4 Beds ⋅ 3 Baths ⋅ Ardmore SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. An extraordinary opportunity to own a beautifully renovated home on a prestigious tree-lined street in Winter Park’s 32789. Set on a desirable 13,500 square foot (90 × 150) lot with no HOA and bordering the prestigious Windsong community, this prime property offers the freedom to live comfortably now, expand over time, or build new. This 4-bedroom, 3-bathroom block and brick home has been fully renovated with wide plank flooring and tile, a stunning light-filled kitchen with Café appliances and quartz countertops, Carrara marble bathrooms, and a primary suite featuring a walk-in shower built with a Schluter system. Bathed in natural light, the sunroom serves as an additional living or flex space, with a row of French doors opening to the pool and patio. A screened-in lanai overlooks a remarkable backyard, sparkling pool and spa surrounded by lush landscaping, creating a perfect setting for entertaining, relaxing, or letting pets play. All new ductwork, interior and exterior paint, and a clean, natural aesthetic throughout make the home move-in ready. Sidewalks invite morning strolls to Lake Mizell and scenic walks or bike rides through the neighboring Windsong community and winding shaded brick streets. Zoned for great schools including Brookshire Elementary, Glenridge Middle, and Winter Park High, and close to wonderful private schools such as Park Maitland, Trinity Prep, Lake Highland Prep, and more. Just minutes from Park Avenue’s shops and dining and close to Baldwin Park. Whether you love it as it is or envision building a custom estate on this .31-acre lot, 1500 Mizell Ave offers a rare chance to own a legacy property in one of Winter Park’s most coveted neighborhoods. The location is superb.

1500 Mizell Avenue, Winter Park

$1,277,000

3 Beds ⋅ 4 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code

Welcome to a truly exceptional residence nestled on a quiet, tree-lined street in one of Winter Park’s most desirable neighborhoods. This custom-built gem offers a blend of elegance, craftsmanship, and resort-style comfort, featuring 3 bedrooms, 3.5 baths, and 2,595 square feet of thoughtfully designed living space. As you enter, you'll be immediately drawn to the tranquil, resort-like ambiance created by the centerpiece of the home: a screened-in courtyard with a heated saltwater pool and spa, perfect for relaxing or entertaining year-round. Adjacent to this serene space is a private guest casita complete with a full bath and separate entrance, ideal for in-laws, visitors, or an independent-minded teen. Step into the main house, and you will be immediately captivated by the 15-foot Frank Lloyd Wright-inspired rock wall in the stunning Living Room. The 12-foot ceilings give the space a seemingly endless light and airy feel. Overlooking the great room is a fully equipped chef-inspired kitchen where creating meals will be a breeze with an abundance of cabinets, gleaming quartz counter tops, a large prep island,14 foot breakfast bar and newer top-of-the-line LG SS appliances, and a GE Profile cook top — ensuring that entertaining and meal prep are effortless. There is also a large dining room that can fit more than a large dinner party or family holiday gathering. Also, tucked away on the opposite side of the first floor is a guest suite, featuring a spa-inspired bath with beautiful cabinetry, exquisite tile work, and a large walk-in shower. Plus, the large laundry room with an abundance of storage and a utility sink to round out the main floor of this stunning home. Upstairs is the elegant private owner’s retreat, which also enjoys a quiet sitting area and an expansive custom walk-in closet. The spa-like bath will not disappoint with its large soaking tub, separate stall shower, and dual sinks with contemporary cabinetry and elegant tile throughout. Additional amenities include a large 2-car garage with an EV 30 amp outlet, plus an oversized over 300 square foot separate flex space that would make an excellent home office, home gym, or craft/hobby space. The home features tons of storage space, custom automated blinds with remotes, blackout blinds, a new AC unit, new lighting, new exterior paint, and a tankless water heater. This remarkable home is flooded with natural light and ambiance, with many floor-to-ceiling windows, while exuding a warm and cozy atmosphere. Zoned for some of the best public schools in the area, including Audubon K-8 and Winter Park HS, and conveniently located near Audubon Park/Corrine Drive shopping and restaurants, and of course easy access to Winter Park's Park Ave with its fine restaurants and shopping, and also close proximity to Blue Jacket Park/Baldwin Park, Downtown Orlando, Leu Gardens, the Mills 50 District and Rollins College. Don't miss your opportunity to own this exquisite Winter Park retreat, a perfect blend of luxury, privacy, and location. Florida living at its finest!

2728 Eastern Parkway, Winter Park

$3,975,000

4 Beds ⋅ 6 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

In the heart of Winter Park, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement with organic warmth. Now offered at a compelling new price, the home presents a rare opportunity to experience architecturally distinctive new construction in the Vias neighborhood. Conceived, developed & designed by Steve & Jodie Konold of Scout & Co., the 3,850-sf residence offers 4 beds & 5.5 baths, w/ a layout thoughtfully arranged to provide the intentional privacy of a luxury retreat. Beyond its terraced walkway—envisioned in collaboration w/ architect Cynde Norris—French antique gates open to a native-planted entry garden, creating a soft transition to the interior. A glass foyer featuring a woven rattan chandelier, sourced & designed in London, leads to a sculptural stairwell positioned just off the main living spaces. The great room includes soaring ceilings, a sleek, custom plaster fireplace & walls of glass doors & windows. Ten-inch baseboards meet level 5 drywall in a clean reveal, paired w/ micro-crete flooring on the main level & wide-plank European oak upstairs. The kitchen is appointed w/ a Thermador dual-fuel range, matching plaster hood, full refrigerator & freezer columns & a large island with seating topped in honed black quartzite. The surrounding cabinetry features hand-carved V-groove panels w/ soft-close hardware & integrated pullout storage. Caesarstone surfaces line the perimeter while steel-and-glass open shelving w/ a sculptural black sconce balances the composition. A vintage chandelier from Prize Home & Garden sourced in Round Top completes the room. The main floor primary suite is accessed through antique doors that open to a light-filled gallery overlooking the rear courtyard & pool. The primary bath features an extended vanity w/ dual sinks, matte black fixtures, a freestanding tub, walk-in shower w/ built-in bench & separate water closet. On the mezzanine level, the powder bath makes a dramatic statement w/ a floating black quartzite trough sink paired w/ a handwoven mirror. Across the hall, the laundry room blends beauty w/ utility w/ custom cabinetry, matching quartzite surfaces, matte black fixtures & a side-by-side front-load washer & dryer. A nearby bedroom suite is marked by an antique door entry. Each guest bedroom features an en-suite bath introduced by a hand-painted tile threshold, complemented by designer lighting, distinctive mirrors & continuous European oak flooring. The rooftop terrace is accessed from the second-floor hallway. The detached casita opens to the pool courtyard through accordion glass doors on two walls & includes a woven rattan chandelier & a full bath—ideal as a studio, gym or office. Other outdoor spaces include 2 garden courtyards, a heated saltwater pool & a newly constructed outdoor kitchen designed to accommodate a built-in grill & Big Green Egg. A spacious gravel courtyard is ideal for dining or relaxing and is enveloped by mature bamboo that creates exceptional privacy. Additional features include a lower-level two-car garage, storage closet, 3 HVAC systems, Rinnai tankless water heater, Sierra Pacific windows, customized closets, solid core doors, 6” round gutters & a Barcelona barrel tile roof. Thoughtfully designed & beautifully executed, 1150 Via Salerno offers a refined lifestyle within one of Winter Park’s most exclusive enclaves.

1150 Via Salerno, Winter Park

$3,350,000

4 Beds ⋅ 3 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Welcome to 641 Virginia Drive, a rare and remarkable lakefront property located in the highly sought-after Timberlane Shores neighborhood of Winter Park. This expansive .48-acre lot offers approximately 100 feet of frontage on Lake Virginia, one of the most desirable lakes on the prestigious Winter Park Chain of Lakes. The existing 4-bedroom, 3-bath home features 3,223 square feet of living space and showcases Country French architectural charm, offering an ideal opportunity to renovate and enhance its timeless appeal—or build new and design a custom estate that takes full advantage of this exceptional lakefront setting. Whether modernizing the current layout or crafting an architectural masterpiece from the ground up, this property offers limitless potential. The home enjoys northern lakefront exposure, providing breathtaking views to the northeast of Winter Park’s protected Genius Preserve and to the west of the iconic Rollins College shoreline, creating a picturesque backdrop with year-round natural beauty and unforgettable sunsets. Significant recent improvements have already been made, including a new roof installed in 2023 with 50-year composite cedar shake shingles, offering the charm of natural materials with enhanced durability. In addition, the dock was redecked in 2023, making this waterfront ready for immediate enjoyment. A rare enclosed boathouse and private dock offer direct access to Lake Virginia and the entire Winter Park Chain of Lakes—ideal for boating, paddleboarding, and lakeside entertaining. Few properties in Winter Park feature this level of water access and historic charm on such a prime stretch of shoreline. Set among multimillion-dollar estates and located just minutes from Park Avenue’s renowned shopping and dining, Rollins College, the Winter Park Golf Course, and a variety of cultural amenities, this property provides the perfect balance of privacy and accessibility. Zoned for top-rated Audubon Park K-8 and Winter Park High School, it offers an ideal location for those seeking the best in lifestyle and education. Whether you're seeking a peaceful lakefront retreat, a renovation opportunity with character, or the perfect site to build your dream home, 641 Virginia Drive offers a once-in-a-generation opportunity in one of Central Florida’s most distinguished communities.

641 Virginia Drive, Winter Park

$1,725,000

5 Beds ⋅ 5 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

WINTER PARK FIVE BEDROOM POOL HOME - Discover luxurious living in the heart of Winter Park! Crafted with exquisite attention to detail, this 5-bedroom, 4.5-bathroom pool residence showcases absolute perfection and modern elegance. Built in 2018 by David Weekley Homes, the property boasts a captivating stone façade and a private backyard oasis featuring a saltwater, heated pool and spa with water feature, and ambient lighting — an entertainer’s dream. Inside, soaring ceilings, gleaming wood floors, expansive picture windows, and an abundance of natural light create an inviting and sophisticated atmosphere. The gourmet kitchen is a chef’s paradise, with white maple cabinetry, Quartz countertops, a breakfast island, and stainless-steel gas appliances. The open floor plan seamlessly connects the kitchen, great room, and outdoor living spaces, perfect for hosting friends and family. Located on the first-floor, the spacious primary suite includes a spa-inspired bathroom, while a dedicated home office and guest suite offer comfort and versatility. Upstairs, discover three additional bedrooms, two full bathrooms, and a versatile loft space. Step outside to the wrap-around porch overlooking meticulously landscaped gardens, creating a serene and private outdoor retreat. Located just minutes from Park Avenue, Rollins College, and Advent Health Winter Park, this exceptional residence offers convenient access to top shopping, dining, and cultural attractions. Zoned for the highly sought-after Brookshire School District, this is your chance to experience elevated living in one of Winter Park’s most coveted neighborhoods. Schedule your private showing today and make this exquisite property your new home.

617 Worthington Drive, Winter Park

$2,575,000

5 Beds ⋅ 6 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Discover luxury living in this custom Austin Homes 5 bedroom, 5 and one half bath transitional style home that offers a blend of modern and traditional elements coupled with a highly desirable Winter Park location. This residence boasts a sought-after open floor plan with 12-foot ceilings, wide plank wood flooring and truly exceptional detailed finishes throughout. You will feel instantly at home as you pass through the fully enclosed front yard and enter through the double door entrance from the covered wrap-around front porch. The open-concept design seamlessly connect the dining room and family rooms as you make your way to the kitchen area complete with Wolf & Sub-Zero stainless-steel appliances, double islands, Wellborn custom cabinetry, and private Butler's Pantry with new washer/dryer. The gourmet kitchen opens to the spacious family room where you will find a built-in fireplace with custom millwork, recessed lighting, and beautiful French doors that open fully to the outside entertainment/living area. The split floor plan is perfect for the family and as you find your way throughout the remainder of the home, you will be impressed by the designer window treatments, plantation shutters, built-in speaker system, high-quality upgraded light fixtures, and private pool bath. The main floor includes a spacious primary retreat with a large walk-in closet and private French doors leading to the pool area. The spa-like bathroom includes a stand-along soaking tub, dual sink with stone counters and generous walk-in shower. The formal dining room and en-suite guest bedroom complete the first level. Upstairs are 3 spacious bedroom suites with full baths, a generous bonus/media room with built-in desk, and a second upstairs laundry room with hook ups. You will enjoy Florida living while relaxing on your covered lanai complete with retractable screens and summer kitchen overlooking the saltwater sparkling pool/spa with new pool heater and fully enclosed kid friendly yard. Upgrades include: Control 4, new electronic driveway entry gate, whole house interior and exterior painting, Jeld Wen solid core interior doors, hardwood floors throughout the first floor & bonus room, custom closet systems in all closets, rare 3-car garage, vinyl insulated windows, core fill & block walls, high density spray foam insulation in ceilings, R13 in frame walls, Carrier 15-Seer AC dual systems with UV filtration, and two Rinnai gas tankless water heaters, whole house water filtration. This pristine residence is situated on an oversized corner lot and it truly timeless, move-in ready, and only ½ mile to the Winter Park Raquet Club and 2 miles to famed Park Avenue to enjoy incredible dining and boutique shopping. Call now for your private tour!

1341 Place Picardy, Winter Park

$1,785,000

3 Beds ⋅ 3 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

This elegant one story home is located in highly desirable Winter Park on an oversized .28 acre lot with mature and lush landscaping and NO HOA. It has 10' ceilings and an open floor plan combining kitchen, dining, and living rooms with gorgeous wood floors and plenty of natural light overlooking the secluded & screened salt water pool with cascading water features, gas heated spa, and covered lanai. This home has a warm and welcoming atmosphere perfect for entertaining family & friends. The gourmet kitchen features an induction cook top, built in convection & microwave oven, stainless steel refrigerator, vented stainless steel hood system, wine refrigerator, bar station, and pantry. It also has custom designed kitchen cabinetry with abundant storage and pull out shelving plus a big island with designer pendant lights and eat in area for a large table and chairs. The laundry room next to the master bedroom has cabinetry and a sink. Adjacent to the living room is a room that could be used as a office or workout room AND a big multi functional room with half bathroom also overlooking the pool area. Sliders from the living room and the multi functional room are pocket sliders which really open up the home in cooler weather ! The huge master suite also opens to the pool and has his and hers walk in closets with built in custom closet organizers and the master bathroom has dual sinks, whirlpool garden tub, and big walk in shower. In addition, there are two guest bedrooms that share a hall bathroom. The backyard is fenced and very private and peaceful with a gravel walkway with low voltage lighting that leads to an arbor with a swing for an outdoor gathering or reflection. Other upgrades includes Plantation shutters, motorized shades on sliding doors, whole house built in audio system, and security system. Roof was installed in 2019 and new pool pump. Steps away is Phelps Park with playground, tennis and pickleball courts and the YMCA is nearby. Park Avenue and Downtown Winter Park with plenty of fine dining and upscale shopping options are a bike ride away or short drive !

1640 Mayfield Avenue, Winter Park

$530,000

3 Beds ⋅ 2 Baths ⋅ Shores Lake Killarney SubDv. ⋅ 32789 Zip Code

Welcome to this beautiful home in highly sought-after Winter Park! This 3 bedroom 2 bath home in the desirable Shores of Lake Killarney will capture your attention for sure. It is well maintained and immaculately kept. Kitchen has plenty of cabinet and counter space, granite counter tops and tiled backsplash. The screened patio is cedar with stone flooring and has plenty of space to entertain! Open Mediterranean style patio is tucked in the back corner of the property. Circular, brick paved front driveway provides a nice touch on this corner lot. This home has a lot of space and is in a neighborhood with no HOA restrictions. You have plenty of room for entertaining and plenty of space to add a pool! It is within close proximity to shopping, restaurants, Sanford International Airport, the 417 and I-4. Deeded Lake Access to Lake Killarney. This seller is motivated so bring your offers!

212 Blossom Lane, Winter Park

$1,270,000

4 Beds ⋅ 4 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

Seller is including a premium home warranty giving buyers peace of mind with coverage on HVAC, plumbing, appliances & more so you can move in with confidence! Experience the charm and elegance of Winter Park living in this beautifully designed 4-bedroom, 3.5-bath home offering 3,604 square feet of thoughtfully crafted space. Built in 2014, this residence combines timeless architectural character with modern functionality, all nestled on a quiet, tree-lined street in one of Central Florida’s most sought-after neighborhoods. From the moment you enter, you’re welcomed by warm natural light, an open and inviting layout, and high-quality finishes throughout. Enjoy a spacious chef’s kitchen, generous living and dining areas, and a private primary suite perfect for both entertaining and relaxing. The detached two-car garage and charming outdoor space add to the home’s appeal and functionality. This home features a spacious primary master suite located on the first floor, offering privacy, convenience, and ease of living. Located just minutes from the heart of Park Avenue, you’re steps from some of Winter Park’s most beloved spots—fine dining, boutique shopping, museums, and local cafés. Nearby favorites include The Ravenous Pig, Hillstone, Boca, Ava MediterrAegean, and the world-renowned Winter Park Farmers’ Market. With easy access to I-4, 17-92, and Semoran Blvd, commuting to downtown Orlando, Maitland, or the airport is a breeze. Call to set your appointment to view this lovely home!

2401 Lafayette Avenue, Winter Park

$705,000

3 Beds ⋅ 2 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Unlock the potential of this charming 3-bedroom, 2-bathroom home—ideal for renovation or building your custom dream residence. Nestled among a mix of beautifully preserved historic homes and stunning new construction, this property is located in one of Central Florida’s most sought-after neighborhoods. The home features classic terracotta tile flooring, two cozy wood-burning fireplaces—one in the inviting living room and another in the spacious primary suite—and a detached workshop perfect for hobbies or additional storage. Enjoy the best of both convenience and lifestyle just minutes from vibrant Park Avenue’s boutiques and restaurants, Downtown Orlando, Baldwin Park, and an array of local parks and recreation. Don’t miss this rare opportunity to create something truly special in the heart of Olde Winter Park!

1840 Laurel Road, Winter Park

$1,000,000

4 Beds ⋅ 4 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Welcome to 2607 Lafayette Avenue – a stunning custom-built residence nestled in one of Winter Park’s most desirable neighborhoods. This beautifully crafted home offers 4 spacious bedrooms, 3.5 bathrooms, and 2,770 square feet of refined living space designed for modern comfort and effortless entertaining. Step inside to discover an open-concept layout that seamlessly connects the kitchen, dining, and living areas. The kitchen features brand-new appliances, quartz countertops, shaker-style cabinetry, a classic subway tile backsplash, and a large island ideal for gathering. Elegant new light fixtures and a built-in wet bar elevate the space with a touch of sophistication. The first-floor primary suite is a serene retreat, offering two closets and a well-appointed en-suite bathroom complete with a soaking tub and separate walk-in shower. Upstairs, a spacious loft opens to a walk-out balcony and is accompanied by three additional bedrooms and two full bathrooms – perfect for family and guests. Storage is abundant with three walk-in closets, a double closet, and a convenient under-stair space. Additional highlights include a two-car garage with an epoxy floor, a screened patio for year-round enjoyment, and a fenced backyard oasis ideal for relaxation or entertaining. Freshly painted and surrounded by all-new professional landscaping with an irrigation system, this home offers exceptional curb appeal. Located just minutes from Park Avenue’s shopping and dining, Rollins College, the Winter Park Chain of Lakes, and zoned for A-rated Dommerich Elementary, Maitland Middle, and Winter Park High School—this property blends luxury, location, and lifestyle.

2607 Lafayette Avenue, Winter Park

$965,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

Don’t miss out on the final new construction unit available - act fast! Discover unparalleled luxury at Mondrian Winter Park, where contemporary design meets the tranquil beauty of Lake Killarney. We are excited to share that this is the LAST corner unit of a highly coveted floor plan in our exclusive community of just 30 modern townhomes along the serene shoreline. Each residence features exquisite finishes, stunning storefront-style windows, and soaring ceilings just shy of 11 feet, allowing natural light to fill the interiors. This brand-new townhome combines contemporary aesthetics with charming brownstone elements, showcasing a unique layout designed for convenience and privacy. The main living space is beautifully situated on the second level, allowing for a seamless flow between the modern kitchen, dining room, and great room. Retreat to the stylish primary bedroom located at the back of the home, where you’ll find a spa-inspired bathroom complete with two walk-in closets, a cozy sitting area, designer tile, a frameless glass shower, and a private water closet—all thoughtfully crafted for ultimate comfort. Our smart split bedroom design includes two additional bedrooms with en suites on the first level, delivering ample space and flexibility for your lifestyle. A full-size laundry room adds to the functionality and elegance of your new home. Step onto the rooftop oasis featuring an outdoor kitchen, a pergola, a hot tub spa, and breathtaking open sky views, creating the perfect setting for relaxation and entertainment. Nestled in picturesque Winter Park, just north of downtown Orlando, residents can enjoy lakeside living with access to a private boat slip, community kayaks, and a beautiful lakefront pavilion. Whether you’re in search of serene relaxation or vibrant entertainment, this prime location offers proximity to top-tier dining, shopping, and recreational amenities for a lifestyle of unmatched convenience and luxury. Seize this incredible opportunity before it’s gone—your dream home on Lake Killarney awaits!

1760 Mondrian Circle, Winter Park

$325,000

3 Beds ⋅ 3 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

CLICK ON VIRTUAL TOUR to get an overview of the complex. HUGE PRICE REDUCTION!!!!......Discover a RARE opportunity to own a 3 BEDROOM 2.5 BATH unit at beautiful Winter Park Gardens. One of only seven 3 BEDROOM units so infrequently available. Located on the second floor. Enjoy stunning floor to ceiling views of lush landscaping, walking paths, pond, and the expansive 8.1-acre gardens in your tropical sunroom. Located in a vibrant 55+ community that welcomes younger owners, this prime location is within walking distance of Rollins College, Orange Ave, Mead Gardens, and downtown Park Ave. Don’t miss out on the serene, sought-after lifestyle Winter Park Gardens offers—call today to make it yours!

700 Melrose Ave Unit C22, Winter Park

$1,300,000

4 Beds ⋅ 4 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

**DON'T LET THIS OPPORTUNITY PASS YOU BY, BACK ON MARKET DUE TO BUYERS FINANCING.** Luxurious Retreat in the Heart of Winter Park’s Premier Neighborhood – Minutes from Park Ave! Discover timeless elegance in this stunning 4-bedroom, 3.5-bathroom home offering 2,953 square feet of thoughtfully designed living space. Nestled on tree-lined streets in one of Winter Park’s most coveted areas, surrounded by multi-million-dollar estates and just moments from the Winter Park Chain of Lakes, this home defines luxury living. Step through the impressive cut beveled glass double front doors into an interior filled with natural light, featuring hardwood floors, crown molding, recessed lighting, and blinds and Roman shades throughout. Formal living and dining rooms provide an elegant backdrop for entertaining, while the fireplace in the family room adds a cozy touch. Sliding French doors and two sets of large sliders seamlessly extend the living space to the private pool area. A sunroom (added in 2024) with a mini split system offers additional space to relax and unwind. Enjoy modern upgrades including a monitored security system, intercom system, reverse osmosis water filtration, and a water softener system. The gourmet kitchen is a chef’s dream with custom wood cabinetry, wavy tiled backsplash, granite countertops, stainless appliances including a newer refrigerator (2024) and newer dishwasher (2022), a gas stove, and two pantries, including a walk-in pantry. The breakfast nook and breakfast bar with seating for three creates plenty of space for gathering. Retreat to the luxurious primary suite with wood floors, a large walk-in closet, and a spa-like ensuite bathroom featuring double split vanities, a garden soaking tub, a large tiled shower, and a private water closet. Enjoy your own private backyard paradise on a .26-acre lot with a resort-style in-ground pool (2021), waterfall feature, sun shelf, lush landscaping, and irrigation system. An electronic front gate provides peace of mind for security as you're guided to a paved driveway and parking pad with a 2-car garage to complete this exceptional property. All this in a highly sought-after location, just minutes from Park Avenue’s high end shops and fine dining restaurants, Rollins College/Dinky Dock public boat ramp, Winter Park 9 Golf Club, Winter Park Racquet Club, Interlachen Country Club, Winter Park YMCA and WP Phelps Park and playground and so much more! Don’t miss your chance to own a piece of Winter Park’s finest! Schedule your private tour today. (Roof: 2019, HVAC 2017, Mini Splits (2) 2024, Electrical 2004, Plumbing 2004)

1420 Palmer Avenue, Winter Park

$1,400,000

5 Beds ⋅ 4 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

This 5 bedroom, 4 full bathroom one story refreshed ranch estate boasts nearly 4,200 sq ft and features 3 fireplaces, double primary suites, and sprawls out on an oversized .36 acre lot, overlooking an open air salt water & solar heated pool. Updates & upgrades include: full roof replacement with transferable warranty (2023), new windows with transferable warranty (2023), 4 newer ACs (2 are 2023 & 2 are 2017), pool resurfaced with new waterline tiles and stacked stone (2023), pool salt cell replaced with 3 year warranty (2025), new carpet in bedrooms (2025), fresh sod in the backyard (2025), new turf in atrium (2025), exterior paint (2023), plantation shutters throughout, tile floors (2016), closets by design. The kitchen has undergone a full remodel & is the heart of the home. It features quartz countertops, a 10' quartz peninsula, a Bosch cooktop, Bosch oven with a top built-in microwave, a GE cafe smudge proof fridge and a farmers sink. The kitchen opens up to the family room, with a stacked stone feature wall and built-in shelving, all surrounding the cozy wood burning fireplace. The primary bedroom is split on one side of the home, offering privacy, is oversized and features a seating area with it's own wood burning fireplace. The ensuite primary bathroom has been remodeled with dual sinks, a deep soaking tub and a separate shower stall with floor to ceiling tile & glass frame. The second primary bedroom, which would function perfectly as an in-law or nanny suite, is split on the other side of the home and features it's own AC & water heater, with an ensuite bathroom. The additional 3 bedrooms can also be found on this side of the home, 2 of which share a jack n jill bathroom, and the final & 5th bedroom, measuring 25X12, has enough room for double office spaces or could be utilized as an office & work out space. While the home features a formal living, formal dining, family room & dining nook, there is also a secondary living space, off the secondary primary suite, complete with a wet bar, wine chiller and an electric fireplace. It's the perfect flex room and could serve as a separate in-law living area or a game room. The pool is a show stopper and has been resurfaced, including the install of new waterline tiles and stacked stone. With a sun shelf & bubbler, this pool offers resort style relaxation and is surrounded by a resealed paver deck. The side yard is ample space to play and has been freshly sodded. Zoned Winter Park High, Glenridge Middle & Brookshire Elementary, and just minutes from Advent Health Winter Park Hospital, the East End Market, which serves as a hub of market & culinary delights, and less than 4 miles from the popular Park Avenue, where you can enjoy acclaimed eateries and some of Orlando's best shopping, the location is highly desirable. Move right in, everything has been done.

1327 Bridgeport Drive, Winter Park

$795,000

4 Beds ⋅ 2 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

MULTIPLE OFFERS RECEIVED. HIGHEST AND BEST DUE BY WEDNESDAY 5PM. Exceptional opportunity to custom build your home in highly desirable Winter Park neighborhood on a beautiful street. Excellent schools, parks, YMCA, shopping, Park Avenue and more nearby. This property is being sold as a teardown.

1773 Walnut Avenue, Winter Park

$1,335,000

3 Beds ⋅ 3 Baths ⋅ Lyman Ave Villas 1 SubDv. ⋅ 32789 Zip Code

Presenting a stunning and fully furnished END UNIT Townhome, one block off Park Ave! This is 1 of only 8 townhomes built in 2014 by David Weekly, and the only one on the market with incredible Florida outdoor living space. This unit is a gem, with the most privacy and largest side yard of all 8. The location is AMAZING, you can see Park Avenue from your front porch! SO many upgrades, you won't need to do a thing but move in and enjoy walking up to your favorite stores, restaurants, and of course the famous Winter Park Farmer's Market on Saturday mornings! Nothing has been overlooked in this gorgeous residence, so let's take a tour! Entering through the solid wood door, you are greeted with beautiful wood floors and custom window shutters. To your left is a bedroom and/or office with an easy access en-suite full bathroom. Down the hall your eye will be drawn to the breathtaking kitchen with an oversized island, high-end 42" white cabinets with a coffee rubbed stain, GE Monogram appliances, including a natural gas range, and a cozy place for your coffee bar! Looking further you will find the large dining area with a gorgeous crystal chandelier with matching pendants lights over the island. The side bar area pulls your eye into the new custom-built backlit wine room under the stairs! The open concept space invites you into the living room with plenty of room for friends and family to gather. Heading up the stairs you will find a custom-built bookcase before entering into the primary suite. There is so much natural light flowing through the windows from the southern and eastern exposure of this cozy corner bedroom. The primary bathroom has double sinks and a private water closet. Next, we come to the custom-built laundry room, with storage cabinets for days! Coming out of the laundry room we find the 3rd bedroom in the home, a quiet room tucked away for children or guests, and this also has a full bathroom including a comfy tub. Now let's head back downstairs and step out to the OVER 1300 SQ FT OF FENCED-IN FRONT AND BACK OUTDOOR LIVING SPACE! The builder definitely took all of your outdoor needs into consideration when designing this space. The covered brick paver patio with an electric screen boasts a built-in summer kitchen with a gas grill, granite countertops, a wet sink, and storage. There is also a mounted TV on the wall to watch your favorite teams play this fall! Out in the yard is recently installed pet-friendly artificial turf and an area for cornhole or Bocce ball, all inside a fully-fenced yard! The 2-car garage behind the home is accessed by a secured gated entrance. The garage floor has been fitted with custom SwissTrax tiles. Up above the garage is a floored and insulated 200 sq foot storage room that is large enough to stand up and walk around in, and this is climate controlled with a new (2023) mini-split AC (no more need for that expensive storage unit for the Christmas decorations)! Other features include interior paint (2024), new carpet and ceiling fans (2024), new SONOS system, new cabinet hardware, an upgraded whole house security system with cameras, a new (2024) tankless on-demand hot water heater, new (2023) LG washer and dryer, and upgraded landscaping with new uplighting and Mexican stones. The HOA fees cover building insurance, landscaping, watering, pest control with termite bond, roof and gate maintenance. This nearly new townhome right next to Park Avenue is more than just a home, it's a lifestyle!

242 W Lyman Avenue, Winter Park

$1,650,000

4 Beds ⋅ 6 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

This Beautiful Winter Park Home is located between the "Vias" and "Tree Streets" for convenient access to highly coveted schools, Interlachen Country Club, Winter Park Racquet Club, YMCA and everything you love about Winter Park. Spacious and well proportioned rooms distinguish this beautiful home through its balance of both large, open spaces for casual indoor/outdoor entertaining and more formal spaces for living and dining. The large great room with stacking sliding doors flows to the adjacent screened lanai and pool area complete with "Summer Kitchen" and motorized retractable screens. Also open to the great room you'll find a well appointed kitchen complete with solid wood cabinetry, quartz counter tops, stainless double wall ovens, drawer microwave, glass cooktop with exhaust hood, dishwasher and french door refrigerator. Extending the kitchen, and adjacent to the great room, is a complete bar area with wine refrigerator, beverage refrigerator, storage and plenty of space for casual seating or eating. To keep everything in its place, there is a conveniently located "mud room/drop zone" adjacent to the kitchen. Turning to the more formal spaces on the ground level, you'll find a large entry foyer flanked by living and dining rooms. Off the entry hall is a lovely half bath/powder room and a full en-suite second primary bedroom with a full bath that opens to the pool area. Upstairs you find a large loft area from which you access the bedroom suites, laundry room and bonus room. The Primary Suite is spacious and private with an large walk-in closet and en-suite bathroom offering a garden tub, walk-in shower, private water closet and split vanities. Bedroom #3 is en-suite with a walk-in closet and tub/shower. Bedroom #4 offers a walk-in closet and an en-suite bathroom complete with walk-in shower. Upstairs you'll also enjoy the convenience of a spacious laundry room with utility sink, cabinetry, laundry bins and space to fold and hang as needed. As if that's not enough, there is a bonus room complete with half bath and closet that makes a fantastic workout space, home office or 5th bedroom. Outside you'll enjoy the large screened lanai and pool area that opens to the backyard. The backyard is complete with low maintenance artificial turf that provides year round green space. Your kids will be the envy of the neighborhood with the custom "tree house" retreat - allowing them a safe and secure escape for exploring their imagination and creativity. Large Two Car Garage. Privacy Driveway Gate. Roof new in 2023. A/C new in 2023. Water Heater new in 2023. Pool new in 2020. All measurements are approximate and Buyer is responsible to verify dimensions.

2339 Lafayette Avenue, Winter Park

$2,800,000

5 Beds ⋅ 4 Baths ⋅ South Lakemont Shores SubDv. ⋅ 32789 Zip Code

Welcome to a rare opportunity to embrace the Winter Park lakefront lifestyle in this custom-built masterpiece that blends timeless architecture with relaxed coastal sophistication. Crafted by Hanson Custom Homes and thoughtfully curated by Kate Voss Interiors, this modern coastal residence offers the perfect setting for those who value both refined living and a vibrant, connected lifestyle. With top-rated Winter Park schools, endless parks, bike paths, and the shopping, dining and events at Park Avenue and Baldwin Park just minutes away, the owners of this home spared no expense in creating a unique blend of luxury and livability in one of Central Florida’s most desirable communities. Step inside to soaring 14-foot ceilings, custom millwork, and a 20-foot Euro glass wall that disappears into a hidden pocket—blurring the line between indoors and out and filling the home with lake breezes and natural light. Whether you're hosting birthday parties by the lake, poolside barbecues, or just soaking in the serenity of a morning coffee on the water, this home was built to bring people together. The open-concept kitchen features exotic quartzite counters, a touchless faucet, Thermador appliances, and a full butler’s pantry and flows seamlessly into an expansive outdoor living space with motorized screens, a full summer kitchen, and views that stretch across your private beach and dock. Just steps from the pool, the lake becomes your playground—ideal for paddleboarding, fishing, or sunset cruises on your boat or jet ski. The primary suite comes complete with water views, motorized drapery, and spa-worthy bath finishes—including a steam shower, soaking tub, and private porch access. The main living areas are built for both entertaining guests and cozy family nights in, while the resort-style pool and spa deliver year-round fun with dual heat sources, LED lighting, and coral stone decking. Upstairs, every bedroom features lake views, walk-in closets, and smart layouts that offer both privacy and togetherness. The bright, central loft is perfect as a media room, homework space, or game lounge, keeping the family connected without sacrificing space. Energy-efficient spray foam insulation, an EV-ready oversized 3-car garage, smart-home integration, impact-rated glass, and commercial-grade soundproofing are just a few of the features that make everyday living seamless and secure. This one-of-a-kind property is ideally positioned with easy access to both Winter Park’s iconic charm and Baldwin Park’s family-friendly amenities—a true gem that offers the rare combination of newer construction, world-class craftsmanship, and a lifestyle built for generations to enjoy. There’s simply nothing else like this on the market. If you’ve been waiting for a newly built custom lakefront home that combines relaxed luxury with the best of Winter Park family living—this is the one. Call today to schedule your private showing.

1891 Lake Spier Drive, Winter Park

$2,495,000

4 Beds ⋅ 5 Baths ⋅ Robert Dhu Macdonald Park SubDv. ⋅ 32789 Zip Code

Now offered at $2,495,000—an outstanding value for a thoughtfully designed pool home on a spacious lot in Winter Park’s most sought after neighborhoods. Located in the heart of the “Golden Triangle”—the core residential district just a short walk from Park Avenue’s world-class shopping and dining—940 Lincoln Circle is a beautifully renovated West Indies/Key West-style home that blends architectural charm, comfortable elegance, and thoughtful functionality on an oversized .33-acre lot. With 4 bedrooms and 4.5 bathrooms across 3,551 square feet, this home lives primarily as a one-story layout, enhanced by a private upstairs suite with bedroom, full bath, and bonus room—accessible from both inside and a separate outdoor entry. Ideal for multigenerational living, guests, or private work/living quarters, this flexible plan is rarely available in such a prime location. A gated front porch and covered entry open into the foyer and an expansive formal living room with vaulted wood-paneled ceilings and gas fireplace. The space flows easily into the dining area and kitchen, which overlook the screened porch and backyard oasis. The kitchen is appointed with marble countertops, custom cabinetry, gas cooktop, cabinet-paneled Sub-Zero refrigerator/freezer, double ovens, and a walk-in pantry. A custom wine room—perfect for entertaining—sits just off the main living space. A nearby den (or optional fourth bedroom with closet) is paired with a bright enclosed Florida room currently used as a home office with rose garden views. This wing connects to a full bath and a secondary bedroom at the front of the home. A stylish powder bath is conveniently tucked away for guests. The private primary suite is positioned at the rear of the property and features a soft entry, dual custom closets, outdoor access, and a beautifully appointed bathroom with dual vanities, glass-enclosed shower, soaking tub, and private water closet. Upstairs, a second guest suite with bonus/flex room and full bath is ideal for visitors, a gym, or studio. At the rear of the home, a welcoming family room with fireplace opens to the covered lanai and kitchen, offering ideal indoor-outdoor flow. The backyard is a fully fenced retreat with lush landscaping, renovated saltwater pool with new equipment, and mature trees surrounding multiple hardscape patios and garden paths. A well-appointed full bathroom with exterior access off the screened patio offers convenient functionality for pool use, gardening, or even dog washing—enhancing the home’s seamless indoor-outdoor lifestyle. The outdoor kitchen includes a Blaze grill, Fire Magic refrigerator, Blackstone griddle, stainless sink, storage cabinetry, and vent hood—creating a true resort-style environment. The oversized two-car garage features epoxy floors, built-in storage, and space for larger vehicles. Additional highlights include two Rinnai tankless water heaters, 2024 Trane condenser, 2019 Mitsubishi mini-split, full-house Generac generator with transfer switch, motorized shades by The Shade Store, and a well-appointed laundry room with built-in cabinetry, utility sink, and yard access. A rare opportunity in Winter Park’s most walkable and desirable neighborhood.

940 Lincoln Circle, Winter Park

$3,200,000

6 Beds ⋅ 6 Baths ⋅ Windsong Lakeside Sec 01 43/70 SubDv. ⋅ 32789 Zip Code

**This stunning estate just became an unbeatable opportunity--luxury living at a dramatically reduced price! Don't miss your chance to own this exceptional home in the highly coveted Windsong community with access to the gorgeous Winter Park chain of lakes. Prepare to be impressed as you enter this almost 6,000 square foot home adorned with custom high-end features throughout, plus a fabulous guest apartment with a full bathroom and kitchenette fully renovated to be enjoyed as a private poker/bourbon room. This exceptional residence has been converted to a full Smart Home with integrated controls for lighting, audio/video, security system with cameras, intercom, thermostat and sun shade. The beautiful chef's kitchen boasts a brand new 48” Sub-Zero refrigerator, and all new Wolf appliances including double 30” electric ovens, microwave, gas cooktop, hood insert, and warming drawer. For added convenience, a fully appointed Butler's pantry is adjacent to the kitchen. Retreat to the stunning first floor owner's suite featuring a newly installed electric fireplace, sitting area, a walk-in closet with custom cabinetry, a separate office/home gym and a spa-inspired bathroom with a jetted tub and steam shower. Just outside, step into your own personal wellness retreat with a new Polar Monkey brand cold plunge and a four-person sauna. Also, guests will enjoy the convenience of another private first floor bedroom suite. Upstairs are the additional three spacious bedrooms and bathrooms, a huge loft area, and hidden stairs leading to a generous air conditioned storage room, great for a home theater. The outside oasis greets you with a fully reimagined expansive covered lanai with an outdoor kitchen complete with a 60" Fire Magic grill, 60" Fire Magic vent hood, Summit refrigerator, and stainless steel cabinets. Relax by the sparkling saltwater pool with its sun shelf, retractable screen, and travertine deck surrounded by lush tropical landscaping and artificial turf for carefree living. The extensive renovations to this luxury estate continue with the installation of a new roof, new gutters with leaf guards, freshly painted exterior, new wood trellis, all new saltwater pool equipment, and epoxy garage flooring with added custom cabinets. Embrace this luxury lifestyle with exclusive access to the Windsong Residence Club overlooking the Winter Park Chain of Lakes, with amenities including lake access, community pools, splash park, playground, and use of the pontoon boat. This home may be purchased fully furnished. Don't miss the opportunity to own this spectacular home in one of Winter Park's most sought after neighborhoods with its top-rated schools, and proximity to shopping and dining on Park Avenue in picturesque downtown Winter Park!

141 S Phelps Avenue, Winter Park

$920,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Act quickly—only three units remain! We are excited to introduce a beautiful, brand-new modern brownstone located in the heart of Winter Park, with access to Lake Killarney. Nestled in an exclusive community of 30 contemporary townhomes, each residence is thoughtfully designed with exquisite finishes, expansive storefront-style windows, and 11-foot ceilings that welcome an abundance of natural light. This impressive 3-bedroom, 3.5-bath home comes packed with luxurious features that truly elevate its value. The unique layout places the main living space on the second level, seamlessly connecting a modern kitchen, dining room, and great room, perfect for entertaining. Also on this level, you'll find a spacious primary bedroom suite at the rear of the home, offering serene lake views from both the bedroom and spa-inspired bath. This retreat is complete with two generous walk-in closets, a cozy sitting area, and a beautifully designed bath featuring luxurious tile, a frameless glass shower, and a private water closet for added privacy. On the first level, our advantageous split-bedroom design includes two additional suite-style bedrooms, offering flexibility and space to accommodate your lifestyle. Convenience abounds, thanks to a full-size laundry room complete with a front-loading washer and dryer, making this home both elegant and functional. Ascend to the rooftop oasis, where you'll discover an outdoor kitchen, a pergola, a hot tub, and breathtaking views, creating the perfect atmosphere for relaxation and entertaining. Situated in the picturesque Winter Park, just north of downtown Orlando, residents enjoy lakeside living with access to a private boat slips, and a charming lakefront pavilion. Here, you’re moments away from outstanding dining, shopping, and recreational options, ensuring a lifestyle of unmatched convenience and luxury. Additional highlights include high-end level four drywall finishing throughout the home, designer-selected lighting fixtures that provide a striking ambiance, and custom closet systems designed for optimal organization and style. The durable Mohawk engineered flooring in a chic gray tone adds both beauty and warmth to each room. Enjoy cooking with a Samsung appliance package, featuring a natural gas cooktop and a tankless water heater for ultimate efficiency. The kitchen boasts luxurious quartz countertops and a stunning waterfall-edge island—ideal for culinary adventures and gatherings with friends. Finally, unwind on the level three composite decking, perfect for outdoor gatherings in the fresh air. Your oversized two-car garage comes with an epoxy-painted floor and a 220V EV outlet for added convenience and eco-friendly charging options. Welcome to your dream home, where every detail has been meticulously crafted to enhance your lifestyle, perfectly blending comfort, style, and sustainability. Live the life you’ve always wanted in our exceptional townhome!

1764 Mondrian Circle, Winter Park

$2,550,000

5 Beds ⋅ 6 Baths ⋅ Fontainebleau SubDv. ⋅ 32789 Zip Code

1440 Place Picardy, Winter Park, FL Custom-Built Elegance with Timeless Finishes A custom-built residence completed in 2008 that blends classic craftsmanship with luxurious, modern living. From the moment you step inside, the superior millwork, solid hardwood floors, and elegant design details make a lasting impression. The gourmet kitchen is a chef’s dream, featuring marble countertops, an oversized gas range, and premium DCS and Sub-Zero appliances. It opens seamlessly to a warm and inviting living area, complete with custom built-ins and a cozy gas fireplace—perfect for entertaining or quiet evenings at home. The spacious primary suite is located on the main floor and boasts generous walk-in closets and a versatile adjoining room, ideal for a home office, nursery, or private retreat. Upstairs, you'll find three expansive bedrooms, three full bathrooms, and a versatile bonus room—perfect for guests, hobbies, or a playroom. Lovingly maintained, this home received a new roof in 2021 and features high-quality windows and doors throughout, bathing every room in natural light. No detail was overlooked. Step outside to your private, beautifully landscaped backyard, which includes a second gas fireplace and a detached flex room—currently used as a gym, but easily converted into a private office or studio space. The oversized three-car side-entry garage offers abundant storage and includes a Tesla charger—ideal for electric vehicle owners. Nestled on a peaceful street, this home is just minutes from everything Winter Park has to offer and is located within the highly sought-after Dommerich, Maitland, and Winter Park school zones. Don’t miss this rare opportunity to own a truly exceptional home in one of Central Florida’s most desirable communities.

1400 Place Picardy, Winter Park

$675,000

3 Beds ⋅ 2 Baths ⋅ Parklando SubDv. ⋅ 32789 Zip Code

Nestled in Winter Park one of Central Florida’s most picturesque and established neighborhoods, this beautifully updated 3-bedroom, 2-bathroom residence with a 2-car garage is where timeless charm meets modern, effortless living. Zoned for top-rated Audubon Park K–8 and Winter Park High School, this residence offers both high-end living and lasting value in a truly special location. Inside, you'll find a thoughtfully designed split floorplan with rich travertine floors, arched architectural details, and wood-framed windows that add warmth and timeless character. The primary room boast two walk-in-closets with custom built ins & gas fireplace visible from primary suite & dinning room. What you don’t see at first glance is the over $50,000 in premium upgrades that make this home truly turnkey. From the new roof (2024) and high-efficiency 19 SEER Goodman HVAC (2023) to the instant gas water heater, new garage door and mounting system (2024), fresh exterior paint (2024), and interior paint just completed (May 2025), no detail has been overlooked. Even the gutters and downspouts have been replaced and buried to protect your investment while maintaining the home’s clean aesthetic. The backyard is a true retreat, having undergone a $20,000 professional transformation in 2022 with elegant pavers, a custom pergola, a full irrigation system, and lush, private landscaping—perfect for hosting or unwinding outdoors. Beyond the property lines, this location is simply unbeatable. Zoned for Audubon Park K–8 and Winter Park High School, you’re not just buying a home — you’re investing in one of Orlando’s most sought-after school districts. You’re also minutes from East End Market, Baldwin Park, Leu Gardens, and the best dining, boutiques, and parks the city has to offer. This home is more than just upgraded — it’s elevated. A rare blend of thoughtful design, architectural charm, and everyday convenience, all set in a storybook neighborhood that you’ll love coming home to.Schedule your private tour today.

2602 Winter Park Road, Winter Park

$900,000

5 Beds ⋅ 3 Baths ⋅ Dommerich Estates SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to this exceptional –FULLY UPGRADED / POOL HOME– in the highly sought-after Dommerich Estates, where timeless style meets modern design on a spacious .31 ACRE CONSERVATION LOT with serene WOODED VIEWS! Major updates set this home apart; enjoy year round outdoor living with a large lanai featuring motorized retractable screens (2025), a new poolside pergola (2025) and a beautifully resurfaced pool with a sun shelf, new pool deck, and retaining wall (2022). Inside you will find CUSTOM CLOSETS (2025), new PLANTATION SHUTTERS and blinds (2025), FRESH PAINT (2025), an UPDATED ELECTRIC PANEL (2024) and SOLAR PANELS (Owned!) for maximum efficiency. This home also delivers DOUBLE PANE WINDOWS (2020), a NEWER ROOF (2020), WATER HEATER (2019), and a shed for additional outdoor storage was added just this year. Step into a light filled flowing OPEN CONCEPT layout and explore a home designed for both everyday living and entertaining. The heart of the home is the gorgeous CHEF’S KITCHEN, offering the perfect blend of cabinet and drawer storage, open shelving, UPGRADED STAINLESS STEEL APPLIANCES (that include a double wall oven!), sleek countertops, a striking subway tile backsplash and accent wall, and a generous ISLAND with breakfast bar seating. The adjacent dining area boasts a stunning BUILT-IN BAR, ideal for hosting! Throughout the home you will be delighted to find WOOD LOOK TILE and WOOD LAMINATE FLOORING, upgraded light fixtures and fans, elegant crown molding and thoughtful designer touches that elevate every space. The seamless indoor/outdoor flow leads to your private BACKYARD OASIS where you can lounge by the pool, relax under the pergola or gather with guests under the lanai while enjoying the peaceful conservation views. Additional highlights include a CIRCULAR DRIVEWAY, lush landscaping, and fabulous CURB APPEAL. Located in Winter Park with NO HOA this home gives you access to TOP-RATED SCHOOLS and unparalleled convenience being just off Howell Branch Road with easy access to SR 436. You are just minutes away from shopping, dining, parks, and several lakes - all while enjoying the privacy and quiet luxury of this remarkable home. Call today to schedule your tour!

3011 Temple Trail, Winter Park

$3,100,000

5 Beds ⋅ 6 Baths ⋅ Park Grove SubDv. ⋅ 32789 Zip Code

Introducing a stunning brand-new custom home by Butler Ridge Development, located in the highly desirable Park Grove neighborhood—strolling distance to Winter Park’s famed Park Avenue. This home offers timeless elegance, modern luxury, and walkable access to top-tier dining, shopping, and culture. From the inviting circular drive and professionally designed landscaping by Joe Knight, including a signature front palm that sets the tone for this elegant Florida property, every exterior detail makes a statement. Step through the inviting entry into an airy and sun-drenched interior featuring soaring ceilings, wide-plank white oak floors, oversized picture windows, and beautiful crown molding throughout. Inside, a sophisticated office with custom built-ins welcomes you, alongside a thoughtfully designed guest suite with a luxurious bathroom with roll-in shower, soft white finishes, and a custom walk-in closet—ideal for extended family or visitors. The heart of the home is a soaring great room with 14'8" ceilings, a sleek fireplace, and a full wall of sliding glass doors overlooking the resort-style backyard. Entertain with ease in the open-concept living, dining, and chef’s kitchen—complete with a dramatic waterfall island, premium Thermador appliances (including four freezer drawers and diamond ice), dual-fuel range ovens with 6-burner gas cooktop, a 3rd oven + convection microwave, and expansive custom pantry. Adjacent mudroom and decorative laundry room. The first-floor primary suite is a tranquil retreat, featuring pool access, spa bath with soaking tub, separate shower with multiple sprayers, dual vanities, and a spacious custom walk-in closet. Upstairs, a loft-style bonus room complements the smart split-plan layout with 3 additional bedroom suites, walk-ins, and ample storage. Enjoy the best of Florida living in the beautifully landscaped backyard. Designed for both relaxation and entertaining, the outdoor living space includes a saltwater pool with elegant fountain feature, marble pavers, summer kitchen with built-in grill, sink, and beverage fridge, an outdoor bathroom, and ample grassy area for play or pets. 3-Car garage. Located within the highly desirable Dommerich Elementary, Maitland Middle, and Winter Park High School zones, and just minutes from downtown Winter Park, this home offers walkability, elegance, and convenience—wrapped into one exceptional property.

731 Williams Drive, Winter Park

$2,495,000

5 Beds ⋅ 6 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

This Fabulous transitional 5 bedroom pool home is perfect for family living & entertaining & just minutes from downtown Winter Park's shopping, entertainment & dining on Park Avenue. Floor plan is ideal w/ 2 bedroom suites downstairs plus office/flex space. Meticulously constructed by Austin Homes, modern & traditional elements blend together w/ its open layout & clean lines. Main floor features a gourmet kitchen w/ Wolf, Sub Zero & Cove stainless appliances, large island, soft close custom wood cabinets & spacious walk-in pantry w/ coffee center/dry bar. This amazing kitchen opens to the family room, exquisite ceiling detail & French doors. The spacious master retreat has a generous walk-in closet. Master bath has a tub, dual vanities & separate shower. Office features a beautiful decorative ceiling design. Private guest suite, laundry & powder bath complete the 1st floor. Upstairs are 3 bedroom suites, a bonus rm, 2nd laundry & a finished walk-in attic. Step outside & relax on your covered lanai w/ summer kitchen or cool off in the sparkling pool/spa w/ sun shelf & heated spa flanked by a large cabana w/ fireplace. Back yard is beautifully landscaped & fenced for privacy. Relax in your private hot tub enclave with television. Amenities include: granite & quartz counter tops, Level 4 smooth finish walls & ceilings, hardwood floors in all main living areas, custom closet systems, brick paved driveway, PGT vinyl Low E insulated windows, core fill & block walls, high density spray foam insulation in ceilings, R13 in walls, Trane 16 Seer variable speed AC dual systems & 2 tankless water heaters.

1690 Palm Avenue, Winter Park

$1,186,200

5 Beds ⋅ 4 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code

This home is the perfect blend of resort luxury and farmhouse charm, with high-end finishes and features that cater to both relaxation and entertaining. From the resort-style backyard with a magnificent Saltwater Pool, lovely green space around the koi pond to the HGTV-worthy Interior with an entertainer’s dream kitchen, this has it all. The spacious split-bedroom floor plan, luxurious primary suite, and thoughtfully designed storage make it both stunning and practical. The large lanai with fireplace and full wet bar, beautifully landscaped fenced in yard, pond, green space and even storage for your boat, outdoor toys or dog run—every detail seems meticulously planned to maximize comfort and style. It’s clear that this home was built for the love of hosting, relaxing, and living life to the fullest. 5 Bedroom, 4 Bath, Pool Home with 2-Car Garage (NEW Genie Garage Door Opener). Long pavered driveway with plenty of room for all of your vehicles. You can't help fall in love with this Fully Renovated Florida Ranch Home. Walk into the impeccable warm and welcoming split Bedroom floor plan that offers a spacious Primary Bedroom in the rear of the home with beautifully updated Primary Bath. Double Vanity, Granite countertop, Chocolate Brown Cabinets, Tiled Walk-in Shower with Frameless Glass Doors. Two closets in Primary, one walk-in and one reach-in closet. Both front bedrooms are En-Suites. Bedrooms 4 and 5 share hall bathroom with tub and shower. If you are a chef or just a foodie you won’t want to leave this Ultimate Gourmet Kitchen. Zline 6-Burner, Griddle, Professional grade gas range with double electric oven and Zline wall mounted range hood. Dishwasher, two stainless steel farm sinks, wall-mount pot filler, microwave oven and French Door Refrigerator. White Shaker Soft Close, Kitchen Cabinets with Black hardware and high-end granite countertops, adorned by Designer Stone Backsplash. Behind the custom-built barn doors is the laundry closet and pantry. The large 7.9 x 5.3 Island seats 6 comfortably. This Dining Room is meant for entertaining. Seats 10-12 comfortably with sideboard, bar hutch and more. Open the French doors and instantly double your hosting space. Living Room is warm and cozy with wood burning fireplace, built-ins, LED recessed lighting. Flooring throughout is porcelain wood-look tile. Looking for a home with storage, this home has custom built-in cabinets in 2 bedrooms and hallway. You'll be amazed how much you can store. If you enjoy outdoor living and entertaining, you’ll never want to leave home. Step outside to a spacious covered lanai with tongue and groove ceiling, wood plank flooring, fireplace, TV and surround sound speakers. Full wet bar, lower stone encased with granite tops. Porch Swing. Fence has double gate on left side of home so you can easily pull your boat, RV or extend this into more garage area. Enjoy the mature Florida landscape as you sit by the pool and bar enjoying your favorite team on the TV with your friends. Pool remarcited and tiled in 2022. New pool equipment 2023, Pool Shed is to the right of the house behind the bar to hold all of your pool supplies. New HVAC 2023. Compressor 2020. Roof was replaced in 2018, house was replumbed and rewired in 2020. All Double Pane Aluminum Windows throughout home.

2105 Fosgate Drive, Winter Park

$1,050,000

4 Beds ⋅ 4 Baths ⋅ Dommerich Cove SubDv. ⋅ 32789 Zip Code

A RARE Winter Park Estate Blending TIMELESS CRAFTSMANSHIP with MODERN FLEXIBILITY & RESORT-STYLE Living comes to market for the FIRST TIME. 2923 Cove Trail is nestled between the best of Winter Park & Maitland. Masterly created by the renowned Charlie Clayton it blends unmatched craftsmanship with modern design & flexibility craved by you, today’s discerning buyer. REIMAGINED in 2011 this 4-bedroom, 4-bath home features WHITE OAK FLOORS, SOLID WOOD CABINETS, CARRERA MARBLE & TRAVERTINE finishes, along side preserved architectural details like SKIP TROWEL CEILINGS & CROWN MOLDING. Updates fashioned TWO PRIMARY SUITES offering ultimate privacy & flexibility.These SPLIT PLAN suites pack personality. The first provides a POOL VIEW, large WALK-IN CLOSET & SHOWER, while the second basks in the PRIVACY of its own SCREENED GARDEN PATIO & access to a COZY FLEX ROOM with BUILT-INS. Whether used as a SERENITY ROOM, craft space, or restyled into a KITCHENETTE this space adds rare flexibility. Flexibility & MULTIGENERATIONAL living in a ONE STORY home aren’t the only rarities you’ll marvel over. A LARGE SEPARATE OFFICE with PRIVATE EXTERIOR ENTRANCE provides an ideal location for professionals to consult with clients or social media influencers & podcasters to ply their trades. Imagine the freedom & peace of mind you’ll gain not having to worry about traffic while also freeing your business from overhead & lease costs. When the workday ends, entertaining begins & other shiny facets of this home sparkle. A 2,500-BOTTLE CLIMATE-CONTROLLED WINE CELLAR sets the stage for unforgettable gatherings. Whether selecting a vintage for a romantic dinner, indulging guests with formal tastings or kicking back for a relaxed evening you’re sure to savor these moments especially when you move the party outdoors to your PAVERED PATIO adjoining the cool blue waters of your 18x36 RESORT-STYLE POOL all tucked within the PRIVACY of lush 8-foot WALLS. Don’t forget the patio is plumbed for an OUTDOOR BBQ & the pool for SOLAR HEAT when you’re ready to add them.The outdoors isn’t the only place you & your guests will gravitate to. Indoors, enjoy seamless FLOW between the SUNROOM, LIVING room, & FAMILY rooms. BUILT-IN SPEAKERS & STEREO SYSTEMS effortlessly deliver music to your ears. FIREPLACES in both living areas add warmth & ambiance for every season. Some properties claim to have a CHEF'S KITCHEN. This one delivers. Beyond the aesthetic updates, your cooking talents will flourish as you pivot between the island PREP SINK, professional grade 6-BURNER GAS COOKTOP with POT FILLER exceptional overhead VENT, BUILT IN OVENS & stainless steel FRENCH DOOR REFRIGERATOR. For those extra busy celebrations, just around the corner in the laundry room a complement of CABINETS,2ND FULL FREEZER & 2nd REFRIGERATOR await your handiwork while the WASHER & DRYER stand ready for tidying. There’s so much more, but here are a few more highlights:IMPACT-RESISTANT WINDOWS, a PARTIAL HOME GENERATOR, IRRIGATION ON WELL, owned SECURITY SYSTEM & 3 BUILT-IN SAFES— all contributing to your long-term comfort & the home’s efficiency. There’s NO DOUBT this property DELIVERS UNMATCHED VALUE, & QUALITY in one of Winter Park’s MOST DESIRABLE neighborhoods. Homes of this CALIBER RARELY COME TO MARKET— AND WHEN THEY DO THEY DON'T LAST. SCHEDULE your private showing TODAY. This is more than a home — IT'S the LIFESTYLE UPGRADE You've been WAITING FOR. *CLICK on Virtual tour link for 3D Walk Through.*

2923 Cove Trail, Winter Park

$2,435,000

5 Beds ⋅ 6 Baths ⋅ Eastline SubDv. ⋅ 32789 Zip Code

Welcome to a one-of-a-kind, custom-designed residence offering the perfect blend of modern sophistication, thoughtful functionality, and resort-style amenities. Designed by Origins Residential Design and meticulously constructed by Native Homes, this 5-bedroom, 5.5-bathroom showplace is located in one of Winter Park’s most sought-after neighborhoods—just minutes from Park Avenue, Baldwin Park, and top-rated schools. This exceptional home was built in 2019 and features a flexible, open-concept layout that exudes comfort and luxury. The spacious main living areas are drenched in natural light and designed for seamless entertaining and everyday ease. The split-bedroom floorplan offers five generously sized en-suite bedrooms, each with its own private bath—no shared walls between any bedrooms ensure total peace and privacy for all. Two bedrooms are located on the first floor, including the lavish downstairs primary suite with a spa-inspired bathroom featuring a soaking tub, oversized dual vanities, frameless glass shower, and an enormous custom-designed walk-in closet. The heart of the home is the chef’s dream kitchen, masterfully laid out with distinct zones for cooking and gathering. Highlights include a gas cooktop, Thermador appliances, huge quartz-topped island, 42” cabinets, a cozy coffee and juicing nook, an oversized walk-in pantry, and a striking design that marries stainless steel with warm brass accents. Just off the kitchen, a separate beverage zone includes a built-in wine fridge, making entertaining effortless. No detail has been overlooked—from the White Oak hardwood flooring and marble inlay floors, to the suspended ceilings, solid Shaker-style interior doors, 7” milled baseboards, and designer light fixtures throughout. Modern conveniences include pre-wired surround sound, recessed lighting, dimmable lighting with frameless switch plates, custom framed mirrors, new Kohler bath fixtures, and a whole-house water filtration system. Restoration Hardware sheer drapes ($20K), remote-operated Shade Store treatments Enjoy seamless indoor-outdoor living in the resort-style backyard retreat. The ultra high-end, zero-edge saltwater pool and spa feature Aqua Pearl interior finish, glass mosaics, and are fully smartphone-controlled, including lighting, jets, and both gas spa and pool heaters. Entertain under the covered outdoor patio complete with an Artisan grill, new neutral-toned accent walls, and outdoor kitchen—all surrounded by sandblasted Carrara marble pavers, remote-controlled vanishing screens, and a full privacy fence with Podocarpus hedge. Extensive professional landscaping includes fresh sod, tilled and leveled topsoil, blooming flower bushes, and river rock side paths. The backyard also features new turf, a dedicated dog run, and completely upgraded irrigation for optimal efficiency. Oversized 2-car garage, tile roof, gutter guards, security system with cameras, new washer/dryer, and professional landscaping with upgraded irrigation. Quiet zone near hospitals, attracting medical professionals. Electrical lines to be buried within few months and very strong internet. Minutes to Baldwin Park, Park Avenue, restaurants, shopping, Wellness Center, and scenic trails. Zoned for top-rated Winter Park schools (Brookshire, Glenridge, Winter Park High) and near private schools- Lake Highland Prep, Park Maitland, Geneva School and more

1795 Greenwich Avenue, Winter Park

$3,485,000

5 Beds ⋅ 6 Baths ⋅ Forest Hills SubDv. ⋅ 32789 Zip Code

On one of Winter Park’s most scenic brick-lined streets, this exceptional two-story residence commands attention on a spacious corner lot, blending timeless architectural elegance with modern luxury. Built in 2016 by the highly regarded Rex-Tibbs Development & Construction, the home showcases quality craftsmanship throughout, from its striking curb appeal to its impeccably appointed interiors. A three-car side-entry garage, air-conditioned and offering generous storage, is connected to the home via a covered walkway, adding functionality and charm. Inside, beautiful wood floors extend seamlessly throughout the entire home, including all bedrooms, creating a warm, cohesive atmosphere. The main level offers an elegant formal dining room and a flexible front room that can serve as a home office, library or formal living area. The heart of the home is the expansive family room, anchored by a gas fireplace and illuminated by natural light through large sliding glass doors that open to the lanai and pool. Overlooking the family room, the open-concept kitchen is a culinary dream, featuring a Wolf six-burner gas range with double ovens, Sub-Zero refrigerator, abundant cabinetry and expansive counter space, ideal for everyday living and entertaining. The first-floor primary suite is a retreat, with French doors leading directly to the pool area, a luxurious spa-style bath, and a custom 14-by-10-foot walk-in closet designed for maximum organization and style. A secondary primary suite, also on the main level, includes a generous walk-in closet and a private en-suite bath, offering flexibility for guests or multigenerational living. Upstairs, the home continues to impress with a spacious recreation/game room, a separate bonus room and three additional bedrooms, all of which feature en-suite baths and walk-in closets, ensuring comfort and privacy for family and visitors alike. Step outside to experience resort-style living at its finest. The covered lanai is equipped with a fully outfitted summer kitchen, including a built-in grill, while the pool area is a showstopper, complete with a dramatic gas fire display, tranquil waterfall, ambient lighting, and a lush wall of bamboo that enhances privacy and lends a tropical ambiance. A separate outdoor cabana with TV and seating area offers a place to unwind or entertain in style. Beyond the home, the location is unbeatable. In one of Winter Park’s most desirable neighborhoods, you’re just minutes from the upscale shops, fine dining and cultural attractions of Park Avenue. The home is also conveniently close to top-rated public and private schools, premier medical facilities and major transportation hubs, including the Orlando Executive Airport and Orlando International Airport, ensuring ease of access for business and leisure travel alike. This remarkable property offers the ultimate in refined living, combining luxury, comfort and convenience in one of Central Florida’s sought-after communities.

2171 Forrest Road, Winter Park

$2,440,000

4 Beds ⋅ 5 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

One lucky Buyer's gain is this Seller's bittersweet goodbye. A job relocation has these homeowners leaving behind a home they absolutely love, and now, you can make 1700 Palm Ave. yours! Modern sophistication and everyday functionality come together seamlessly in this exceptional Winter Park residence. With 3,770 square feet of thoughtfully designed living space, this 4-bedroom, 4.1-bath home offers a fantastic floorplan featuring a first-floor primary suite, private office, and a striking two-story great room filled with soft natural light from the south-facing backyard. Upstairs, a generous loft/bonus room accompanies three en-suite bedrooms, including a second suite designed as an alternate primary, complete with a private balcony, dual walk-in closets, and a dedicated water closet. The smart three-way split bedroom configuration enhances privacy and flexibility, while the first-floor primary suite features two large walk-in closets and a stackable washer and dryer for added convenience. The open-concept layout flows effortlessly to the covered lanai, complete with electronic roll-down screens, two beverage refrigerators, and a gas grill—overlooking a sleek saltwater pool framed by gray and white marble pavers. Tall sliding glass doors stack to create a seamless indoor-outdoor living experience, perfect for entertaining. Lush, mature podocarpus hedges and Japanese blueberry trees line the perimeter, offering a private and polished backdrop. The chef’s kitchen is outfitted with top-of-the-line Viking appliances, a gas cooktop, quartz countertops, and a walk-in pantry. A spacious island with a beverage fridge and generous storage complements the adjacent dining area, which comfortably seats eight, with room to expand for larger gatherings. Custom electronic roller shades add privacy and a clean, modern aesthetic, electronic/rechargeable blinds throughout the first floor and matching manual blinds upstairs. Wide-plank oak floors extend throughout the main level and up the architectural floating staircase. The oversized garage is equally well-appointed, featuring two storage closets and a built-in rack system. Ideally located just minutes from Winter Park’s renowned shops and dining on Park Avenue. The home is zoned for top-rated WP schools, including Winter Park High, Maitland Middle, and Lakemont Elementary. Looking to join a tennis league or spend afternoons on the golf course? This home is surrounded by both public and private clubs for social and athletic enjoyment. 1700 Palm Ave. delivers fabulous living in one of Central Florida’s most coveted neighborhoods.

1700 Palm Avenue, Winter Park

$2,700,000

4 Beds ⋅ 3 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Exquisite, Luxury Listing in the Heart of Winter Park! Stunning, single-story residence, customized and remodeled by Phil Kean Design Group. Open and spacious, 2,600 + SF interior layout which boasts 4 bedrooms, 3 full baths, a home office, living/dining spaces, a chef’s kitchen, and more. Throughout the home are beautiful hardwood floors, beam and coffered ceilings, plantation shutters, French doors, oversized picture windows, and designer accents. The gourmet kitchen features a large island with bar top seating, stone counters, marble tile backsplash, stainless steel appliances, WOLF gas range, SUBZERO refrigerator, dual drawer dishwasher, and walk-in pantry. French doors off the kitchen and living room open to seamlessly blend indoor and outdoor living, leading to a covered lanai that overlooks the meticulously landscaped backyard which includes a relaxing 8-jet spa, trellis garden, grill area, and turf greenspace. The home’s floorplan offers a desirable split-bedroom layout. The primary bedroom has a generously sized en suite with dual sinks, walk-in shower, and walk-in closet with built-in dressers. Each of the other 3 guest rooms are comfortably sized and feature ample closet space. Located just a short drive, walk, or bike ride from Park Avenue, this impeccable home is close to both Interlachen Country Club, the Winter Park Racquet Club, nearby shops and dining, Advent Health, and is zoned for the A-rated Lakemont/Maitland/WPHS school district.

1020 Mayfield Avenue, Winter Park

$8,900,000

8 Beds ⋅ 9 Baths ⋅ Green Oaks Rep 02 SubDv. ⋅ 32789 Zip Code

Discover an extraordinary lifestyle at this one-of-a-kind estate, elegantly situated on the shores of Lake Maitland in the distinguished Winter Park area. This remarkable property is unlike any other in the market, seamlessly blending sophisticated Mediterranean and Spanish architectural elements to create a serene and inviting retreat. Upon entering through the stately steel gates, you are welcomed by a picturesque, tree-lined driveway that leads to a formal motor court, enveloped in lush, mature landscaping that ensures complete privacy. Spanning an expansive 2.10 acres with an impressive 217 feet of lake frontage, this estate offers a breathtaking park-like setting that is perfect for both relaxation and vibrant entertaining. The primary residence encompasses six generously sized bedrooms and 6.5 luxurious baths, featuring exquisite traditional custom details and an abundance of elegant living space. Outside, indulge in the stunning waterside rose garden and pavilion, alongside an expansive pool designed for year-round enjoyment and perfect for hosting guests. This estate also boasts a delightful gatehouse, which includes a one-bedroom, one-bath suite and a dedicated two-car garage, providing an ideal retreat for visitors. Additionally, a separate lake house, constructed in 2004, features richly hued wooden vaulted ceilings, a cozy stone fireplace, and a generously sized covered porch that spans the length of the home showcasing spectacular views of the water and gardens. This property transcends the notion of a mere home; it embodies a truly unique lifestyle. Whether you desire serene lakeside tranquility or a sumptuous entertainer's haven, this exceptional offering presents an unmatched opportunity to own a slice of paradise in Winter Park. As you step through the grand double-door entry of the main residence, you are enveloped in elegance and comfort. This thoughtfully designed home balances functionality with style, featuring dual office suites, a game room, and ample storage space throughout, catering to the demands of modern living. The awe-inspiring 22.5-foot ceilings in the grand foyer and dining room create an impressive ambiance, illuminated by uniquely designed windows that flood the space with natural light. The smartly designed floor plan ensures both privacy and convenience, with the primary suite thoughtfully positioned in a secluded area of the home, while an additional main-level bedroom provides flexibility for guests or family. The expansive kitchen is a culinary dream, boasting a spacious island, breakfast bar, a walk-in pantry, and a gas cook range, all seamlessly connected to a cozy dinette area. Upstairs, you’ll find four additional bedrooms and three beautifully renovated bathrooms that prioritize comfort and space. Step outside to an oversized screened and covered lanai, complete with multiple skylights that invite the beauty of the outdoors inside, perfect for relaxation or entertaining. Enjoy captivating views of the pool area, rose garden with Tea House, and tranquil lake, creating an idyllic backdrop for both peaceful moments and lively gatherings. This main residence is a sophisticated blend of luxury and practicality, designed for those who truly appreciate the finer things in life. Don’t miss this rare opportunity to claim this stunning residence as your own—schedule a private showing today to experience the unparalleled elegance and uniqueness of this extraordinary estate!

2001 Bett Mar Lane, Winter Park

$900,000

4 Beds ⋅ 4 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Indulge in serene lakefront living from the comfort of two private balconies, each offering views of both the pool and the lake. This expansive, combined residence boasts the most generous square footage of any single unit within The Cloisters. Thoughtfully connected by an interior passthrough, it presents an ideal layout for elegant multi-generational living. Each wing of the home features two spacious bedrooms, two pristine full bathrooms, and a fully appointed kitchen. The property includes two dedicated parking spaces—one thoughtfully equipped with an electric vehicle charging station. Residents enjoy an enviable array of amenities: lakeside seating, private docks, kayak storage, and boat slips exclusively available for lease to residents; well-appointed fitness facilities; secure indoor bicycle storage; and a newly renovated clubhouse complete with a full kitchen, lending library, putting green, outdoor grill station, and a stunning circular pool. All of this is supported by a professional on-site management and custodial team, nestled amid meticulously maintained grounds in a truly exceptional location. This is a rare opportunity to transform the community’s largest residence into a bespoke dream home. Priced to accommodate your vision for renovation.

100 S Interlachen Avenue Unit 304, Winter Park

$600,000

3 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace 2nd Add SubDv. ⋅ 32789 Zip Code

Value is in the land.

1550 Palm Avenue, Winter Park

$1,450,000

6 Beds ⋅ 5 Baths ⋅ J Kronenberger SubDv. ⋅ 32789 Zip Code

Welcome to your private slice of paradise—a beautifully renovated home with a brand new 2024 pied-à-terre guest retreat, nestled just steps from the iconic Kraft Azalea Garden on the shores of Lake Maitland, and walking distance to the renowned boutiques and dining of Park Avenue. Positioned on a beautiful 0.30-acre lot, this residence is enveloped with manicured landscaping, meandering brick pathways, and outdoor living spaces designed for effortless entertaining. This home captivates with exceptional curb appeal—complete with vibrant florals, a stately new blue front door, and architectural charm. The total square footage is 3784sf with the main home 5 bedrooms/4 bathrooms and 3304sf; the guest retreat is 1 bedroom/1 bathroom with 480sf. Recent updates include new flooring, fresh interior and exterior paint, a renovated kitchen, three new bathroom renovations, almost all new windows, and numerous decorative touches like new crown molding and plantation shutters. The heart of the home features a spacious open-concept layout ideal for entertaining. The living room with an updated gas fireplace flows into the kitchen, which boasts new Bosch appliances, bar seating, a walk-in pantry, and a charming picture window with garden views. The elegant dining space, with 11-foot ceilings and a wall of windows, frames the picturesque backyard. The first floor offers three bedrooms and two full bathrooms, including an en-suite, as well as an office. The second floor includes two large bedroom suites with high ceilings and a laundry room. The upstairs luxurious primary suite impresses with a tray ceiling, cozy fireplace, dual walk-in closets, and a renovated bathroom with granite dual vanities, a freestanding soaking tub, and an oversized walk-in shower. The secondary suite includes its own walk-in closet, spacious bath with double vanities, and a large climate-controlled storage area for ultimate flexibility. Features include French doors, hardwood floors, custom built-ins, crown molding, and plantation shutters throughout. But the crown jewel of the property is the brand-new 2024 detached pied-à-terre—a versatile studio suite with a full bedroom and bathroom, a refreshment area, and a private balcony with tranquil views, ideal as a guest house, executive office, fitness studio, or artist’s retreat. Outdoor living is a dream with a screened brick patio beneath a beamed ceiling, a charming open-air terrace, an enchanting fountain, and complete privacy thanks to a 6-foot concrete wall surrounding the grounds. With ample space to add a custom pool, the possibilities are endless. Located just steps from the 5-acre Kraft Azalea Garden with lakefront trails and a fishing dock, and a short stroll to Park Avenue to enjoy a scenic boat tour or one of the many museums—this is a truly exceptional offering in one of Winter Park’s most sought-after enclaves.

1299 Harding Street, Winter Park

$1,375,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

This home is a charming and meticulously maintained single-story family home nestled on a quiet street located on an expansive beautifully landscaped lot. As you enter, you're greeted by a private office with French doors to the left, and to the right, a cozy family room featuring a decorative fireplace. The open concept living and dining areas overlook the backyard, creating a perfect flow for gatherings. The kitchen, which also overlooks the backyard, features granite countertops, wood cabinetry, and under cabinetry lighting. The home boasts beautiful bamboo flooring throughout most of the living spaces and it has been thoughtfully designed with crown molding and baseboards throughout. A split floor plan offers privacy with the primary suite located on one side of the home. The stunning master bathroom, remodeled in 2024, features a large soaking tub, dual vanities and a walk-in shower. Enjoy the massive walk-in closet with custom built-ins. The primary retreat boasts vaulted wood plank ceilings and French doors which open to the pool area, creating a true retreat. On the opposite side of the home, you’ll find three additional bedrooms, all with built-in closets. The largest of these bedrooms has an ensuite bath, while the other two share a bath with a tub and shower combo. There is also a convenient half-bath off the family room, perfect for guests. The home sits on a spacious, over quarter acre lot, offering a massive backyard oasis complete with a saltwater pool, spa, and a covered patio area perfect for entertaining. The backyard is an entertainer’s dream with a summer kitchen, bar fridge, sink, and wood plank ceiling over the covered patio. The fully fenced yard offers plenty of space for outdoor activities. Additional updates include a 2021 roof, 2021 a/c for primary bedroom, 2024 a/c for main house and exterior paint in 2022, primary retreat and wing added in 2013. The home is located within a highly sought-after Winter Park neighborhood. It's walking distance to Phelps Park and just a short drive to the charming shops and dining on Park Avenue.

1633 Pine Avenue, Winter Park

$420,000

3 Beds ⋅ 2 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code

Welcome to 1228 Park Green Place in beautiful Winter Park! This updated 3-bedroom, 2-bathroom home effortlessly combines modern style and everyday comfort in one of Central Florida’s most desirable communities. Inside, you’ll find updated LVP flooring throughout the main living areas with a beauitful fireplace. The kitchen offers ample storage and is complemented by a separate wet bar area—perfect for entertaining guests. The open layout flows into a spacious private patio, ideal for outdoor dining or relaxing. The primary suite has its own private access to the patio, and complemented by its spacious bathroom that is beautifully renovated with sleek, contemporary finishes. One of the bedrooms features a dedicated AC splitter unit and is currently used as a custom wine room—an excellent option for wine lovers or anyone needing a flexible space. Just minutes from top-rated Winter Park schools, shopping, dining, and major highways, this move-in-ready home offers both convenience and charm in a prime location.

1228 Park Green Place, Winter Park

$3,845,000

4 Beds ⋅ 4 Baths ⋅ Venetian SubDv. ⋅ 32789 Zip Code

Lake Maitland Custom built home.

2020 Venetian Way, Winter Park

$2,220,000

4 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Contemporary Lakefront Estate in Winter Park! Nestled along the serene shores of Lake Berry, this spacious single-story, 4-bedroom, 3-bathroom home offers a perfect blend of comfort and natural beauty. With expansive living spaces bathed in natural light, this home invites you to experience relaxed lakefront living at its finest. Offering over 2,600 sf of luxurious living space, the open-concept layout allows for an expansive great room with large sliding doors that frame breathtaking lake views and create an airy and inviting atmosphere. Recently updated to include enhanced finishes that compliment the homes modern aesthetic, the neutral tile floors, vaulted ceilings and glass tile fireplace reflect the home’s cool tones. A sophisticated kitchen with white cabinetry and granite counters is a chef’s dream with its large island and high-end Viking appliances and gas-range. An oversized primary suite overlooks the water and has a private en suite with a double-sink vanity, step-in shower, and walk-in closet. With a coveted split-bedroom layout, 3 guest bedrooms, each comfortably sized, and with ample closet space, and two full baths are located at the opposite side of the home. Step outside to your private oasis, where a sparkling pool awaits. The backyard is well-suited for enjoying Florida’s sunny weather year-round and for hosting gatherings with friends and family. The fenced yard keeps the backyard nice and private, while also providing unobstructed views of Lake Berry. A docks with covered boathouse and lift is perfect for storing a boat or wave runner or jet skis. Located within one of Winter Park’s quiet and charming neighborhoods, this home offers an incredible opportunity to live on one of Winter Park’s pristine waterways and is just a short distance to Park Avenue, Baldwin Park, Advent Health, Rollins College, and many other nearby businesses. Zoned for the Brookshire/Glendridge/WPHS school district and within 15 mins of Orlando’s top private schools. Don’t miss the opportunity to tour this home – schedule your showing today.

673 Balmoral Road, Winter Park

$770,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winter Park Twnhms SubDv. ⋅ 32789 Zip Code

Welcome to The Mondrian Winter Park, where modern elegance meets serene waterfront living! This extraordinary community features 30 sleek townhomes nestled alongside the tranquil shores of enchanting Lake Killarney. Step inside and be captivated by the exquisite finishes that define this remarkable residence—a true testament to quality and sophistication. Upon entering, you’ll find a palette of fresh interior paint and contemporary flooring that sets the tone for stylish living. Revel in the comfort of privacy shades, chic lighting fixtures, and ceiling fans that create an atmosphere of calm and relaxation. The kitchen is a gourmet's delight, boasting a natural gas cooktop and a dedicated wine refrigerator, providing the perfect backdrop for memorable gatherings. Unwind in the opulent master suite, complete with a stunning walk-in glass shower, a private water closet, and ample closet space to accommodate your wardrobe. Your very own retreat awaits on the expansive rooftop terrace, where you can enjoy treetop vistas, a charming pergola, and a spacious lounge area—ideal for hosting soirées or indulging in quiet stargazing. With soaring 10'6" ceilings and oversized storefront-style windows, natural light pours into the living space, creating an uplifting and inviting ambiance. Each of the three generously sized bedrooms features its own bathroom, ensuring privacy and comfort for family and guests alike. Perfectly positioned just north of downtown Orlando, this luxury enclave offers a lifestyle like no other. Bask in breathtaking views of Lake Killarney from the newly constructed dock, or find tranquility at the lakeside pavilion as the sun sets. If you’re drawn to aquatic adventures, a private boat slip is available for purchase, allowing you to glide across the lake to Trader Joe’s or savor a meal at Shake Shack. For outdoor enthusiasts, the community’s kayak and paddleboard racks provide effortless access to fishing, exercising, or simply soaking up the peaceful surroundings. Explore Winter Park Village for an array of shopping and fine dining experiences and immerse yourself in local culture at the vibrant Farmer’s Market and the acclaimed Enzian Theater. Welcome to The Mondrian Winter Park—a harmonious blend of luxury, comfort, and the promise of adventure at every turn. Your new home is waiting!

1816 Mondrian Circle, Winter Park

$3,600,000

4 Beds ⋅ 4 Baths ⋅ Winter Park SubDv. ⋅ 32789 Zip Code

Nestled on a sprawling 0.89-acre estate, this luxurious home offers the perfect balance of privacy and convenience, just moments from the vibrant downtown Winter Park. A rare gem, this 1935 James Gamble Rogers masterpiece blends Old World charm with European influences, creating an inviting, character-rich ambiance. The main home features 3 bedrooms, 2 1/2 bathrooms, and 3,908 square feet of elegant living space, complemented by a 1-bedroom, 1-bathroom guest cottage, adding 406 square feet, for a total of 4,314 square feet. Accessed via a long, secluded driveway, this estate seamlessly blends indoor and outdoor living with lush gardens, expansive courtyards, and tranquil patios. Inside, arched doorways, reclaimed doors, and rounded stucco walls evoke a Santa Barbara Mediterranean feel. The kitchen is outfitted with stainless steel appliances, granite countertops, and a butler’s pantry—ideal for entertaining. The formal dining room opens to a living room with a curved barrel ceiling, a fireplace, and French doors leading to a garden patio. A sunlit sunroom offers panoramic garden and pool views, perfect for relaxation. The expansive downstairs owner's suite features vaulted ceilings, French doors to the patio, a cozy fireplace, and a lavish marble bath with a Jacuzzi tub, double sinks, and a dressing area with custom cabinetry and two large walk-in closets. Upstairs, two bedrooms share a beautifully renovated marble bath. The detached 2-car garage is adjacent to the laundry room, while the guest house offers a studio layout with terra-cotta floors, a kitchenette, a full bath, and French doors overlooking the pool. The backyard is an oasis of tranquility with a stunning resort-style pool, an expansive patio, and lush landscaping, providing ultimate privacy. This home offers the best of both worlds: a rare opportunity to own a piece of Winter Park history, yet lovingly maintained with modern updates and conveniences throughout.

851 Georgia Avenue, Winter Park

$850,000

5 Beds ⋅ 4 Baths ⋅ Temple Terrace SubDv. ⋅ 32789 Zip Code

Stunning fully remodeled Winter Park bungalow featuring a 500 square foot detached guest house. This charming residence is perfectly positioned on a rare oversized .41-acre double lot and has been completely transformed, offering a harmonious blend of modern luxury and timeless elegance. The main house features 4 bedrooms and 2.5 baths while the guest house features a living room, bedroom, kitchenette, and a full bathroom. Step inside and you are immediately greeted by a bright, spacious open floor plan. Designed for effortless entertaining, this home features a sleek modern wet bar complete with an under counter ice maker, additional dishwasher, and wine fridge! The gourmet kitchen is a true masterpiece, featuring top-of-the-line stainless steel appliances, upgraded countertops, a walk-in pantry, a large butcher block center island, tile backsplash, and loads of custom cabinetry. There is even a pass-through window to a bar area on the covered lanai. The luxurious primary suite provides a serene escape, designed as a private retreat where you can unwind in ultimate comfort. It boasts an impressive closet and a spa-inspired en-suite bath, complete with a freestanding soaking tub, dual vanities, and a spacious walk-in shower. Outside, the home continues to impress with its private backyard oasis provided by the rare double lot. A sparkling screened in pool, set against lush landscaping, serves as the centerpiece of the expansive patio area. In addition, the beautifully landscaped yard holds a custom fire pit, elevated covered wooden lanai and garden boxes to create the perfect setting for relaxation and gatherings. There is also a spacious covered deck, and a large storage shed. Last but not least, your guest will love the privacy provided by the detached guest house overlooking the pool. Jump on your golf cart and within minutes you’re transported to Park Ave, with its amazing shops, fine dining, and everything else that Winter Park has to offer. Don't miss the opportunity to make this unique Winter Park home yours!

1832 Magnolia Avenue, Winter Park

$1,850,000

5 Beds ⋅ 5 Baths ⋅ Windsong Elizabeths Walk 43/81 SubDv. ⋅ 32789 Zip Code

This Mediterranean-style, Windsong pool home is sure to check every box, with a 3-car garage, screened rear patio, heated spa and pool, and an ideal, 3-way split-bedroom floorplan on the 1st floor. The large kitchen sits at the heart of the home with a dinette showcasing pool views, an island with a gas cooktop, and a breakfast bar overlooking the sunny family room. Separate living and dining rooms off the foyer offer flexibility and additional space to entertain with ease. To the left of the foyer, enjoy a large, private office with a storage closet. Just past the office, the Primary Suite is situated on one end of the home for optimal privacy and features his and hers walk-in closets, a renovated bathroom, and access to the screened rear patio. At the other end of the home, a secondary bedroom with a full en-suite bathroom makes a great guest or in-law suite, while 2 additional bedrooms, a full hall bath, storage closet, and spacious laundry room complete the 1st floor. Upstairs, the private bonus room, complete with a walk-in closet and full en-suite bathroom, makes a perfect 5th bedroom. French doors from the family room, living room, and Primary bedroom all lead to a screened rear patio that overlooks a fully-fenced backyard where lush landscaping wraps around the resort-style heated pool and spa with water features. In addition to the massive driveway and expanded parking pad, the oversized 3-car garage provides extra parking and storage space. As one of the most coveted neighborhoods in Winter Park, Windsong offers countless amenities, including private lake access for residents. This premium location is just steps from Baldwin Park, East End Market, the Corrine Drive corridor, and minutes from downtown Park Avenue.

1627 Elizabeths Walk, Winter Park

$1,500,000

4 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Nestled in the heart of Winter Park, this stunning 4-bedroom, 3-bathroom pool home offers the perfect balance of elegance and convenience. Just minutes from shopping, fantastic dining, popular Phelps Park, the YMCA, the renowned Interlachen Country Club, and the lively Park Avenue, this location has it all. As you approach, a charming front porch shaded by majestic oak trees welcomes you home. Step inside to discover a beautifully designed main floor, featuring a formal dining room, a versatile office space, and a kitchen that effortlessly flows into the family room. The kitchen is every chef’s dream, with gorgeous granite countertops, premium stainless steel appliances, a large breakfast bar, and a cozy breakfast nook. From here, enjoy stunning views of the lagoon-style pool, making meal prep a breeze. The family room, complete with custom built-in shelving and French doors, opens up to a screened-in lanai, offering the perfect space for relaxation or entertaining. The spacious primary suite on the main floor is a true sanctuary, featuring a walk-in closet, a luxurious soaking tub, dual sinks, and a spacious shower. Large windows provide beautiful views of the pool and tranquil backyard. A generously sized laundry room, a full bathroom, and a flexible room complete the main floor. The flexible room, conveniently located just off the kitchen, could serve as a guest room or playroom. Upstairs, you'll find three spacious bedrooms and a Jack and Jill bathroom with a soaking tub, separate shower, and dual sinks. The third bedroom can easily function as a bonus room, depending on your needs. Entertain in style in the private, peaceful backyard, where the lagoon-style pool and spa with a rock feature and waterfall from the spa create a serene ambiance. The screened-in lanai is the perfect spot to sip your morning coffee or unwind with a glass of wine while enjoying nature’s beauty. Plus, with top-rated Winter Park Schools, this home offers everything you need!

1741 Pine Avenue, Winter Park

$4,100,000

5 Beds ⋅ 5 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Welcome home to this one-of-a-kind custom-designed and built home by Ferrarini Custom Homes, Inc. in February 2024. This singular mid-century modern home is like no other in Winter Park. Boasting an ideal location just steps from Phelps Park as well as only 1.5 miles from Park Avenue makes it the ideal home for the most discerning buyer. Custom features abound in this stunning 4582 sq. ft. masterpiece, including white oak floors, beams, and wood details in most rooms, 5 BRs, and 4.5 BAs. The first floor features a primary suite and guest suite as well as an office, great room, dedicated bar, dining area, and exquisite kitchen with a secret pass-through door to the scullery. The second level boasts three generously sized bedrooms and two baths. Cable wire railing, stone, wood inlay details, custom front door, oversized lanai with summer kitchen, outdoor fireplace, huge pool with firepit and separate firepit conversation area, the list goes on and on... This unique lot is a rare find in Winter Park - oversized in both width and depth with dimensions of 155’ deep and 143’ wide. The interior features over 6600 square feet under roof and a 4-car garage with a work-bench area included. The outdoor area features a 34-foot patio with a built-in gas grill, gas fireplace, and large-format porcelain pavers. The remote screen provides you with ease of access to your custom-designed pool with pebbletec, an outdoor shower, and a firepit nestled amongst the landscaping. The rear yard is completely irrigated and includes a well for irrigation to keep water expenses down significantly. The custom-designed pool is large for Winter Park, featuring a lounging shelf as well as a 10’ fire feature and swim-out. The massive deck is adorned with wood-like porcelain pavers with a porcelain coping. Smart home features in this home include wireless controls for audio, a/c, garage doors, pool equipment, lighting, and exterior cameras. Additionally there is upgraded spray foam insulation, gas appliances (water heaters, fireplaces, washer, range), and an elevation featuring Cultured stone, Hardi Siding, and a Jeldwyn 10’ front entry door. Herringbone pavers lead you from the cobblestone street to the magnificent front entry. Buyers will enjoy the extensive landscaping and privacy hedges. The landscaping is mature for a brand-new home! Privacy abounds everywhere in this home. Custom landscape lighting adds to the estate feel of this home. The gourmet kitchen features all Wolf and Sub-zero appliances, which include a Wolf range, Wolf 2cd oven, steam oven, Sharp microwave, Cove dishwasher with custom wood panel, a Sub-zero Refrigerator with custom panel, and a Sub-zero Freezer also with a custom panel. Disguised between the refrigerator and freezer is a secret hidden door to the scullery. Exotic countertops abound throughout the house. Quartzite like you have never seen before is evident in the kitchen and bar. Antolini Italian marble that was specially treated with “Zerocare Plus” can be found on the kitchen counters and kitchen backsplash. Custom cabinetry throughout the house, featuring white oak. Additional appliances include 3 beverage refrigerators, 1 wine refrigerator, ice maker, and a secondary 36” refrigerator. Every detail has been thought-out and implemented for you in this breathtaking home! Do not wait - the work has been done for you with NO waiting time for new construction. This elegant home will not last!

1691 Chestnut Avenue, Winter Park

$5,400,000

5 Beds ⋅ 9 Baths ⋅ J Kronenberger Sub SubDv. ⋅ 32789 Zip Code

Extraordinary Waterfront Neoclassical Italian Estate situated on a prime .72-acre corner lot in one of Winter Park's most sought-after locations. This 7,916 SF property includes a main residence of over 7,100 SF, a detached guest house, and a poolside catering suite. The private covered boat dock is located just steps away, across the street, in the historic Kraft Azalea Garden, providing direct lake access with boat and personal watercraft storage on Lake Maitland, without the upkeep of a waterfront backyard. Inside, fresh neutral interiors and beautiful landscaping frame elegant arrival and living spaces. The thoughtful layout offers 5 bedrooms and 5 full plus 4 half baths, including a 550 SF guest house. Expansive entertaining areas flow seamlessly into a private courtyard with a heated pool and spa, covered dining, an outdoor grill, a wood-burning fireplace, and multiple terraces. Highlights include a grand primary suite with dual bathrooms and closets, a two-story wardrobe with an office in one of the primary closets, an impressive entertainment room, and a gourmet kitchen outfitted with Viking appliances, a newly replaced double oven, and a trash compactor. For large-scale entertaining, the detached pool house doubles as a catering suite with prep sink, refrigerator, and wall-to-wall storage. Built by renowned builder Charles Clayton and designed by Marc-Michaels, the home is a masterpiece of solid block construction and timeless detail featuring imported Parisian fireplaces, solid marble columns, both marble and travertine floors, and Venetian plaster walls. A new barrel tile roof (2023) adds lasting value and peace of mind. Ideally located across from Kraft Azalea Garden and near Rollins College, the estate offers a rare combination of waterfront tranquility and walkable access to Park Avenue’s world-class dining, boutiques, and museums. The Winter Park Racquet Club is also just a short golf cart ride away. A rare opportunity to acquire a legacy property with major aesthetic updates already completed and future equity positioned for growth.

1400 Alabama Drive, Winter Park

$1,400,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Welcome to this masterfully renovated Winter Park residence, where modern luxury meets timeless comfort in coveted Timberlane Shores. The heart of this home is a chef's dream kitchen, featuring a professional WOLF range, custom two-tone cabinetry in rich wood and sophisticated navy blue, and premium stone countertops that extend to a generous entertainment island. Gleaming terrazzo floors flow seamlessly through the open-concept living spaces, where abundant windows frame views of the lush gardens and flood the home with natural light. The thoughtfully designed floor plan incorporates two distinct living areas - one integrated with the kitchen for casual gatherings, and a separate space with soaring vaulted ceilings and custom built-ins perfect for formal entertaining or quiet evenings. The primary retreat offers a private sanctuary with vaulted ceilings, spa-like ensuite bath, and walk-in closet, while three additional bedroom suites provide comfortable accommodations for family or guests. Step outside to discover multiple outdoor living spaces, including a patio ideal for al fresco dining and a spacious backyard with mature landscaping and room for a future pool. Located in one of Orlando's most sought after neighborhoods, this turnkey home offers access to top-rated schools including Audubon K-8 and Winter Park High School. This is more than a house - it's an invitation to experience the refined Winter Park lifestyle you've been dreaming of.

1750 Winchester Drive, Winter Park

$1,395,000

4 Beds ⋅ 4 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Welcome to your new home in Timberlane Shores. This one-story ranch offers a delightful living experience. The generously sized master suite features a spacious bath and walk-in closet. The split floor plan ensures privacy, with three well-appointed rooms on the opposite side of the house. Wood floors throughout, granite counters in the kitchen and bathrooms. Kitchen features soft touch cabinets and stainless-steel appliances. Step outside and immerse yourself in the serene surroundings, with an expansive front and back yard adorned with well-kept lawns. The backyard oasis features a refreshing pool, offering a private escape. This home is perfect for entertaining, making it an ideal space for hosting gatherings with friends. Located in a sought-after school district, this neighborhood offers an exceptional educational environment.

1771 Winchester Drive, Winter Park

$610,000

3 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

Welcome to 2812 Mulford Avenue. This updated 3 bedroom and 2 bath home is located perfectly in Winter Park. Walking distance to East End Market, close to Rollins College, steps from Baldwin Park, 1 mile from Mills 50 area, and close to Mead Gardens, Leu Gardens and Loch Haven Park. The neighborhood is quiet with low traffic, oversized lots, and NO HOA, yet surrounded by amazing schools, local coffee shops, incredible restaurants & bars, and world-class shopping. The home itself is completely move-in ready, offering an amazing kitchen and is open to the formal living room/dining room. This open space connects to the den, which is an oversized room that leads to the expansive backyard with a great patio deck for entertaining, and convenient storage shed. The living room also connects via french doors to a great flex space that could morph into a homework station, home office, or new laundry room. Welcome Home!

2812 Mulford Avenue, Winter Park

$835,000

4 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

Completely remodeled, coastal-inspired home is located in the highly sought-after Winter Park neighborhood of Kenilworth Shores in Winter Park 32789. Minutes from the world-renowned Park Avenue and upscale shopping, dining, parks, community events, Sunrail and more lifestyle. The home is zoned for some of Winter Park's most desirable schools, including Brookshire Elementary, Glenridge Middle, and Winter Park High School. This home is a true gem, meticulously and completely remodeled for a coastal feel that blends modern elegance with comfort. Featuring 4 spacious bedrooms + office, the residence is designed to impress. The entry showcases a custom, German-made solid front door that opens into a bright, airy living space with engineered wood floors throughout. The raised ceilings enhance the sense of openness, complemented by beautiful wood beams that add character to the home. A shiplap-clad eat-in area creates a charming focal point, while the kitchen is equipped with premium Badger Woodworks self-closing cabinetry, gorgeous granite countertops, and new appliances including espresso bar and wine fridge. No detail has been overlooked in this home, with recent upgrades including a new HVAC system and ductwork in 2024, as well as completely updated plumbing, windows, and light fixtures. Replumbed with Pex piping in 2015. The walls have been professionally retextured, and the home also offers the convenience of an interior laundry room and brand new barn door. Outside, the covered porch provides the perfect space for entertaining, with the hot tub conveys for relaxation. The outdoor bar showcases a custom millwork bar with a grill, kegerator, and fountain, ideal for hosting gatherings. A shed on a concrete slab and a workshop area in the garage offer ample storage and workspace. The property is fully fenced, ensuring privacy and security. 625 Worthington home is located in the heart of Winter Park, home to Rollins College, one of America's top-ranked liberal arts colleges. With its prime location, luxury finishes, and family-friendly neighborhood, this home offers an exceptional living experience in one of Central Florida’s most desirable areas. With the neighborhood rapidly evolving, many homes around this property are being torn down to make way for new, custom-built estates, including expansive 4,000 square foot homes valued at over $3 million.

625 Worthington Drive, Winter Park

$4,950,000

5 Beds ⋅ 7 Baths ⋅ Comstock Park SubDv. ⋅ 32789 Zip Code

New Hamptons-style residence offering a seamless blend of elegance and modern sophistication. A gated entrance opening to a circular driveway and motor court, set the stage for enjoying this exceptional estate. As you enter home, an impressive 2-story foyer with a glass-paneled staircase wraps around a temperature-controlled wine room and a transparent glass elevator, effortlessly connecting all levels including an expansive third-floor multi-purpose space. Designed for contemporary living, the thoughtfully curated floor plan features a spacious open concept kitchen/gathering room along with the dining area enjoy a wall of glass doors and picture window overlooking an expansive lanai, and serene backyard with a sparkling pool and spa. The main residence offers 4 bedrooms, private home office, and multiple flex spaces, complemented by a detached pool cabana that serves as a 5th guest retreat or versatile use building. The gourmet kitchen is an entertainer’s dream, featuring dual 10-foot stone islands, a 60-inch Wolf range, dual 36-inch Sub-Zero refrigerator and freezer columns, a warming drawer, beverage center and a 146-bottle Sub-Zero dual-zone wine cooler. A separate pantry kitchen is equipped with a Dacor induction cooktop, convection oven, additional refrigerator, microwave, dishwasher and ample cabinetry, ideal for catering and meal preparation. The 1st-level primary suite is a tranquil retreat, offering a sitting area, an all-marble bath with a glass-enclosed shower, multiple body sprays, a soaking tub, and French doors leading to a secluded Zen garden with an outdoor shower and fountain. There is also a hidden private home office near the front of home. The second level hosts 3 additional en-suite bedrooms, a generous lounge area, bar, and a well-appointed laundry room with extra storage cabinetry. As noted previously, there is also a unique 3rd level accessible by a staircase or elevator. The outdoor living is elevated with a spacious lanai featuring motorized screens, a gas fireplace, dining space, and a summer kitchen with a 54-inch Coyote wood and gas grill, plus a separate burner beneath a remote-controlled louvered roof. There is also a detached cabana perfectly suited for a guest suite, fitness studio, additional office or game room, complete with a full bath, mini kitchen, and washer/dryer. Crafted with meticulous attention to detail, this home showcases Anderson windows, 10-foot solid doors, high-end lighting, plumbing and electrical fixtures, custom cabinetry built-ins, as well as Trane HVAC systems, ensuring quality and comfort... Lush landscaping, including magnolia trees, bamboo and cypress, surrounds the property, creating a private sanctuary. An attached side-entry garage features a powered car lift providing space for up to three vehicles. Ideally near Interlachen Country Club, Winter Park Racquet Club, Phelps Park/YMCA, and renowned Park Avenue. Note: Partial staging by RH and the furniture package can be purchased separately...

1660 Palmer Avenue, Winter Park

$411,250

2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Welcome to this beautifully maintained Winter Park gem, offering exceptional curb appeal and bursting with charm, character and timeless style. Located in the highly desirable Dubsdread Heights neighborhood, bordering Little Lake Fairview and the Dubsdread Golf Course, this home places you just minutes from the boutique shops, dining options and festivals of Park Avenue, with easy access to I-4. As you step inside, you're greeted by a bright sunroom with warm, stylish Saltillo tile flooring which seamlessly flows into the spacious living room featuring stunning Red Oak hardwood floors. The eat-in kitchen boasts sleek quartz countertops, modern cabinets with crown molding, a built-in pantry with convenient slide-out drawers and newer appliances. This home has been thoughtfully updated with double-paned windows, a 2018 roof replacement and updated plumbing, ensuring peace of mind for years to come. Both bedrooms are generous in size and feature Red Oak wood flooring and modern ceiling fans, with a full bath conveniently situated in between that retains timeless charm with original custom tiling, a pedestal sink, and shower/tub combo. The private, fully fenced backyard is a true tropical retreat, perfect for relaxation or entertaining guests. The recently replaced wood deck with sail awnings and a concrete patio create ideal spaces to enjoy Florida's year-round beauty. A charming brick paver walkway leads to a separate laundry and storage shed, with additional cabinets and space to meet your storage needs. This home has gutters installed along with a rain barrel designed to capture and conserve water for your landscaping watering needs. Kitchen appliances, washer, dryer and lawn mower, edger, and blower are all included in sale. Combining the perfect blend of modern updates and original character, this home is a must-see in the heart of Winter Park!

767 Baffie Avenue, Winter Park

$1,516,500

3 Beds ⋅ 2 Baths ⋅ Morseland Sub SubDv. ⋅ 32789 Zip Code

A special opportunity awaits on one of Winter Park’s most sought-after streets, BELOIT AVENUE! This charming 3-bedroom, 2-bathroom home is perfectly positioned just two blocks from the vibrant energy of Park Avenue and steps from the lush greens of the Winter Park 9 Golf Course. Brimming with character and warmth, this jewel box offers over 2,400 square feet of beautifully designed living space. High ceilings, elegant crown molding, and a seamless mix of tile and gleaming hardwood floors in every bedroom create a sense of lightness and luxury. The expansive family room extends off the back of the home, opening effortlessly to a screened-in patio, perfect for enjoying the Florida lifestyle year-round. With an ideal blend of charm, location, and livability, this home is a true treasure in the heart of Winter Park. Enter through the foyer and prepare for seamless indoor/outdoor entertaining, with an inviting living room and dining room, elegantly separated by a gorgeous double-sided gas fireplace, and lined with sliding glass doors that lead to the open, paver patio. The kitchen is complete with stainless steel appliances, a natural-gas cooktop, timeless cabinetry that offers an abundance of storage, and a built-in breakfast bar. You’ll love the ideal split-bedroom floor plan, featuring an oversized primary suite that overlooks the expansive side patio accessible through sliding glass doors. Off the front living room hallway are 2 secondary bedrooms with walk-in closets, and a full bathroom. Wrapped in low-maintenance landscaping with elegant uplighting, all surrounded by concrete privacy walls with gates, this turnkey home is perfect for an active lifestyle. A private alley drive for Beloit homeowners leads to a spacious 2-car garage with built-in cabinets and attic storage. Enjoy a NEW A/C unit (2024), new washer/dryer (2024), and one of the best locations in the City of Winter Park!!

335 Beloit Avenue, Winter Park

$635,000

2 Beds ⋅ 2 Baths ⋅ Cloisters Condo SubDv. ⋅ 32789 Zip Code

Fresh, modern and move-in ready. This pristine, first-floor condo is located in historic downtown Winter Park at the coveted Cloisters Condominiums. Professionally designed and remodeled in 2021, this two-bedroom, two-bathroom unit includes an open floor plan with marble tile throughout and a screened patio with built-in planters and mature garden views. The large, open kitchen includes a family-sized island with seating and storage, stone countertops, new cabinetry and stainless-steel appliances, and Clearly® water filtration system. Timeless features include southern plantation shutters, wainscoting and hand-carved ceiling fans in every room, plus spa-inspired bathrooms, custom closets and plenty of storage, and a full-sized Bosch washer and dryer. The frosted glass barn door glides shut for your master suite retreat overlooking internal garden courtyard. Unit comes with assigned covered parking and air-conditioned storage closet. The Cloisters lifestyle boasts lakefront seating, docks, kayak storage and boat slips; workout rooms, Swedish dry sauna and inside bike storage; a newly remodeled club house with full kitchen, lending library, putting green, grill station and pool; professional on-site management and custodial staff—all set within established landscaping for unparalleled leisure. Unit 111 is light, bright and quiet. Being on the ground floor, this unit is perfect for those with a pet. Offered at under $700K with optional turnkey package available. Welcome home.

100 S Interlachen Avenue Unit 111, Winter Park

$1,877,500

5 Beds ⋅ 6 Baths ⋅ Orwin Manor Westminster Sec SubDv. ⋅ 32789 Zip Code

Nestled in the highly sought-after Orwin Manor neighborhood of Winter Park, this stunning Spanish Revival home at 1446 Berkshire Ave, offers a luxurious lifestyle with unparalleled proximity to Winter Park’s finest amenities including Historic Park Avenue and Rollins College. Located on a tree-lined street, this residence exudes timeless elegance, complemented by a circular driveway that leads you to its impressive facade. The home has been thoughtfully updated with fresh interior and exterior paint, along with the addition of three new HVAC systems, ensuring modern comfort throughout. Boasting over 4,000 square feet of living space, the home features five generously sized bedrooms, including a second-floor Primary Suite that offers both luxury and privacy. The suite is complete with a private sitting area, a terrace overlooking the lushly landscaped grounds, and a spa-like bath with dual sinks, jetted tub, and a walk-in shower. A spacious walk-in closet provides ample storage space and custom built-ins. In addition to the three bedrooms, the second-floor features a spearate bonus room that is perfect for a private office, or could be converted to an in-law/guest suite, adding versatile living space to the property. The chef’s kitchen is a culinary dream, featuring solid wood 42” cabinetry, elegant granite countertops and a new subway tile backsplash. Adding to the Kitchen's functionality and sophistication are Copper prep and main sinks, Wolf Natural Gas Range, dual dishwashers, under counter ice maker and a walk-in pantry, A separate casual dining space and an island/breakfast bar seamlessly open into the family room, creating an ideal setting for everyday living and entertaining. Off the Kitchen and family room is a full guest bathroom with built in desk area and a multifunctional game room that could convert to a 6th bedroom. Outside, the private oasis is designed for both relaxation and entertainment. A resort-style pool with tranquil fountains serves as the centerpiece, while a beautifully crafted Spanish styled privacy wall, accented with lighting and peaceful bamboo, offers a serene atmosphere. Enjoy the cooler evening relaxing around the piped natural gas fire pit. Enjoy the expansive Cabana area includes a summer kitchen, as well as dedicated seating and dining areas, all overlooking the pool and lush landscaping. With its prime Winter Park location, exceptional privacy, and resort-style amenities, this remarkable home offers the perfect blend of style, comfort, and convenience in one of Winter Park’s most desirable neighborhoods.

1446 Berkshire Avenue, Winter Park

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code

Luxury is a lifestyle, and this Winter Park modern bungalow on a cobblestone street is full of natural light, clean lines and crisp open spaces. Three bedrooms and 2.5 baths in the main house, this home has been thoughtfully renovated with style and beckons the green of an outdoor lifestyle. Over 2,400 square feet in main house and the garage was converted to an additional dwelling unit, adding an additional 400 square feet or so, current use is a studio, can easily transform to a guest house, mother-in-law suite or back to a garage, whatever function fits your needs. Front motor court can accommodate lots of vehicles, easy in and out and includes electric car charging station. The kitchen is open to the gathering room with spacious volume ceilings. Home was recently renovated with stainless appliances, including a Thermador gas range, clean-line cabinets with glass door accents, Cambria Gold quartz countertops, counter seating, a farmhouse sink and gorgeous window to the outside. Main living space is anchored by warm wood floors, with marble floors in bedrooms, all generous in size, with fresh light walls and an extensive lighting package throughout. All baths are updated with marble-influenced accents and gold finishes. Primary suite enjoys sleek authentic Carrera marble seamlessly throughout with walk-in closet for great organization. A luxurious bath retreat showcases a soaking tub, dual sinks and a chic open shower with a frosted window. The natural light in this home adds to the beauty in all spaces. Glass slider doors invite you to the outdoor oasis with an expansive covered pergola, cover is waterproof with the Hercules roof system. Lush greenery and mature landscape and majestic oaks round out the space and topped off with an upscale bar for making entertainment simple. This home was extensively renovated including roof and gutters, re-pipe, newer air conditioners, electrical panels, gas tankless water heater, parking motor court, professional landscape and landscape lighting, the additional separate studio recently updated, paved courtyard, bistro lighting and more. Location is paramount near Winter Park Racquet Club, terrific schools, zoned for Winter Park High, close to Park Avenue, fantastic shopping and restaurants. A great investment opportunity to live among the finest homes in Winter Park and in well-established neighborhood providing a lifestyle like no other.

1932 Temple Drive, Winter Park

$890,000

3 Beds ⋅ 4 Baths ⋅ Mondrian/Winder Park Twnhms SubDv. ⋅ 32789 Zip Code

Act now - only two new units remain! Introducing a stunning brand-new modern brownstone in the heart of Winter Park, offering access to Lake Killarney. Located in an exclusive community of 30 contemporary townhomes, each meticulously designed residence boasts exquisite finishes, expansive storefront-style windows, and 11' ceilings to flood the interiors with natural light. This 3-bedroom, 3 ½ bath home boasts luxury features that exceed expectations for its price point. A unique layout featuring the main living space on the second level allows you to revel in the seamless flow of the modern kitchen, dining room, and great room. Also located on the second level, a stylish primary bedroom and spa-inspired bath are located in the secluded rear of the home. This retreat includes two walk-in closets, a sitting area, a beautifully appointed bath with designer tile, a frameless glass shower, and a private water closet - thoughtfully designed for your comfort. Additionally, our highly advantageous split bedroom design offers two additional bedroom suites on the first level, providing ample space and flexibility for your lifestyle. With the added convenience of a full-size laundry room, this townhome redefines elegance and functionality. A rooftop oasis complete with an outdoor kitchen, pergola, hot tub spa, and breathtaking views can be found on level three, this thoughtfully crafted space offers the ideal blend of comfort and sophistication. Located in the picturesque Winter Park just north of downtown Orlando, residents can indulge in lakeside living with access to a private boat slip, community kayaks, and a lakefront Pavilion. Whether you seek serene relaxation or vibrant entertainment, this prime location places you moments away from top-tier dining, shopping, and recreational amenities, ensuring a lifestyle of unparalleled convenience and luxury. Additional highlights include the elegant touch of level four drywall throughout, providing a seamless and flawless finish that exudes sophistication in every corner of your home. Illuminate your space with designer-selected lighting fixtures that are sure to make a statement and create the perfect ambiance in every room. Say goodbye to clutter and hello to organization with custom closet systems in every corner, from coat closets to pantries to bedrooms, ensuring maximum storage and style. Walk with grace on Mohawk engineered flooring that offers both durability and beauty, creating a warm and inviting atmosphere throughout your home. Experience the ultimate cooking experience with our Samsung appliance package, featuring a natural gas cooktop and tankless water heater for efficiency and convenience. Embrace luxury with quartz countertops and a stunning waterfall edge island in the kitchen, perfect for cooking, entertaining, and creating unforgettable memories. Step outside to relax and unwind on level three's composite cool decking, a perfect spot for outdoor gatherings and enjoying the fresh air. Park with ease in the oversized two-car garage with an epoxy-painted floor, equipped with a 220V EV outlet for electric vehicles, making it convenient and eco-friendly to power up your ride. Welcome to your dream home, where every detail has been carefully crafted to elevate your lifestyle and offer the perfect blend of comfort, style, and sustainability. Live the life you deserve in our exceptional townhome!

1762 Mondrian Circle, Winter Park

$1,950,000

5 Beds ⋅ 4 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Welcome to 141 Oakwood Way, a one-of-a-kind custom-built estate in the highly desirable south Winter Park/Lake Sue area. This modern Mediterranean-inspired residence seamlessly blends timeless elegance with contemporary luxury, offering an exceptional living experience with high-end finishes, thoughtfully designed spaces, and unmatched attention to detail. Step inside to whitewashed oak wood and travertine flooring, setting the tone for a warm and sophisticated ambiance. The open floor plan begins with a private front office, ideal for remote work, and a guest suite with a full bath—perfect for visitors or multi-generational living. The first-floor primary suite serves as a private retreat, featuring direct access to the patio for a peaceful outdoor escape. The spa-like en-suite bathroom boasts dual vanities, a walk-in shower, and a freestanding soaking tub, while the custom-built walk-in closet offers elegant storage solutions. Thoughtful details, like built-in wiring for a wall-mounted TV, enhance both convenience and luxury. At the heart of the home is the gourmet kitchen, designed to impress with a solid walnut breakfast bar, quartzite, Carrara, and travertine countertops, Grohe faucets, and custom pullout/swivel cabinetry. A hidden pantry blends seamlessly into the custom cabinetry, while top-tier Thermador gas appliances, including a 42” refrigerator, make cooking a breeze. Flowing effortlessly into the family room and private courtyard, this space is perfect for entertaining. Upstairs, you'll find stunning Venetian plaster walls and a modern glass stair railing leading to a versatile loft space. Three additional bedrooms are located on this level, each featuring custom-built walk-in closets for optimal organization. One of the upstairs bedrooms includes a private en-suite, while the bonus loft opens to a covered balcony through elegant French doors, providing a tranquil indoor-outdoor retreat. Plush new carpeting in the bedrooms enhances the comfort and style of the upper level. Designed for seamless outdoor living, this home features a custom-built gas fire pit, summer kitchen, and outdoor grill, making it perfect for year-round entertaining. The expansive upstairs balcony offers additional entertainment space, large enough for a ping pong table, outdoor lounge, or media area. A two-car rear side-entry garage, connected to the main house by a charming esplanade walkway, offers both privacy and convenience while enhancing the home’s architectural beauty. The freshly painted exterior adds to the home’s pristine appeal, making it truly move-in ready. Located within one of Winter Park’s most desired school districts, this home is zoned for Audubon K-8 and Winter Park High School. Plus, you’re just minutes from East End Market and Park Avenue, with the area's finest dining, shopping, and cultural attractions. This is more than a home—it’s an expression of refined living and timeless design. Schedule your private tour today!

141 Oakwood Way, Winter Park

$1,525,000

3 Beds ⋅ 2 Baths ⋅ Winter Park (A/67 & B/86 & Misc 3/220) SubDv. ⋅ 32789 Zip Code

Prime opportunity in the heart of Winter Park! This 3 bedroom, 2 bathroom home with a 2-car detached garage sits on an expansive 0.41-acre lot, offering endless potential for the savvy buyer. Located in the sought-after Winter Park historic district, this property is just a short walk to Rollins College, iconic Park Avenue, and all the dining, shopping, and cultural attractions the area has to offer. While the home needs TLC, its charm could be restored for use as a rental or personal residence while you design your dream home. Zoned R-2-WP, the lot offers even more flexibility—if divided, you can build up to two duplexes on each parcel. Alternatively, you could build two custom homes or create one estate home on nearly half an acre. Opportunities like this are a rare find in Winter Park!

747 Mcintyre Avenue, Winter Park

$704,700

2 Beds ⋅ 2 Baths ⋅ Park West Condo SubDv. ⋅ 32789 Zip Code

JUST LISTED – Beautiful 2-bedroom end unit at Winter Park’s Park West Condominiums! Tastefully remodeled this spacious 1,544 SF home features an open floor plan with a split-bedroom layout. The home offers dark, engineered wood flooring throughout the common living rooms, comfortable ceiling height, glass sliders that open to Juliet balconies, and windows on 3 sides of the unit, allowing an abundance of natural light throughout the day. The kitchen has been updated and features white cabinetry, Quartz countertops, stainless steel appliances, and a bar top for seating. The primary bedroom is oversized and offers a large, private en suite complete with double vanities, a standalone shower, garden bath, and two separate walk-in closets with built-ins. The second bedroom is also generously sized and has direct access to a guest bath with a tub/shower combo. An interior laundry closet houses a full-size, side by side, washer and dryer, with built-in storage and shelving. Additional interior amenities include plantation shutters, updated light fixtures, newer HVAC (2023), and more. This unit also comes with one reserved parking spot in the under-building garage. Park West offers its residents exclusive use of a community pool, tennis courts, a recreation room/clubhouse, and gated access. Located just one-block from Park Avenue, this luxury condo is a very short walk to award-winning dining and boutique shops. This unit is gem and units of this quality hardly come on market – schedule your showing today.

350 Carolina Avenue Unit 301, Winter Park

$2,500,000

5 Beds ⋅ 6 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

In one of Winter Parks desired neighborhoods, this exquisite Bates Custom Homes house is a three-year-old modern farmhouse that offers the ideal blend of style, luxury and comfort. With five spacious bedrooms, a creative hub and 4.5 beautifully appointed baths, this home is designed for relaxed living and elegant entertaining. The primary suite is downstairs and boasts large windows and a spa-like bath with dual vanities, a soaking tub, a walk-in shower and a custom walk-in closet. An additional four bedrooms are upstairs. The heart of the home is the open-concept kitchen, featuring top-of-the-line appliances like Wolf and Sub-Zero, that make cooking a pleasure. Adjacent to the kitchen, you'll find a light-filled eating area and cozy living space, ideal for family gatherings while turning the surround sound on listening to your favorite tunes or watching your favorite movie. A thoughtfully designed office provides the space for remote work or study. Step outside to your own private oasis, where a charming veranda overlooks a sparkling heated pool and spa, and a fully equipped cabana house. Complete with a fireplace, outdoor kitchen and bath, this space is ideal for year-round entertaining. The expansive backyard is a peaceful retreat, with lush landscaping providing privacy and tranquility. Additional features include a large, functional laundry room with a dedicated dog-washing station making it convenient for the pet owner. There is also an extra washer and dryer upstairs. This home is a masterpiece, combining modern sophistication with comfort and practicality.

1506 Chestnut Ave., Winter Park

$610,000

3 Beds ⋅ 3 Baths ⋅ Killarney Point SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Nestled in a peaceful, lakefront community, this beautifully updated 3-bedroom, 3-bathroom, 1732 sq. ft. home sits on an expansive,easily maintained 1/3-acre lot. Thoughtfully enhanced with high-end upgrades and modern conveniences, this home offers both comfort and timeless appeal. The newly added primary suite is a true sanctuary, featuring raised ceilings, custome closet and a luxurious ensuite bathroom complete with high-end fixtures, a spacious walk-in shower w/relaxing rain showerhead. The second bedroom boasts its own renovated ensuite bathroom for added privacy, while the third bedroom—currently serving as an office—features a built-in Murphy bed and closet. Throughout the home, you’ll find premium upgrades, including NEW: bamboo flooring in the living and bedroom areas, updated kitchen tile, fresh interior and exterior paint, crown molding, baseboards, new front door and interior doors, new windows in bedrooms 2 &3, upgraded lighting, and a new inside laundry closet. Step into the spacious backyard, where endless possibilities await. The refreshed pergola and patio area create a delightful outdoor gathering space, and the lot’s size provides plenty of room for a pool to complete your outdoor oasis. Rest easy knowing the home has been meticulously maintained and updated with key system improvements, including a complete electrical rewiring (2022), roof (2021), AC system (2022), septic drain field replacement (2021), replumbing (2011). Located just minutes from Winter Park Village and surrounding shopping areas, you’ll enjoy a huge selection of restaurants and entertainment options. Plus, with convenient access to I-4, you can quickly travel into Downtown Orlando or head out to the beautiful beaches along Florida’s east coast. This home is truly a rare find in a quiet, sought-after neighborhood, NO HOA. Schedule your showing today!

2127 Lake Drive, Winter Park

$2,325,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Welcome to this charming one owner home nestled on the shores of Lake Knowles in the heart of Winter Park, located in one of the most sought-after neighborhoods. This home truly has it all and is just steps from Winter Park Racquet Club and minutes to Winter Park’s Interlachen Country Club as well as coveted Park Avenue, that features many restaurants and shops. This 4-bedroom, 3.5 bath pool home has amazing curb appeal with incredible landscaping as well as unique features throughout that will make you never want to leave. From the minute you park, the car to the first step inside, this home will have you wanting to come back for more. As you walk inside, the foyer immediately informs you of the quality of the home. The family room opens into the kitchen and is the perfect place to entertain family or friends. The kitchen has incredible views of Lake Knowles, and kitchen cabinets have been freshly painted. The fireplace in the family room is surrounded by built-in cabinets which provide ample storage. The French doors that lead out to the pool area provide a tremendous amount of natural light. The downstairs is finished off by an office, an additional sitting room, a dining room and a half bath. Located upstairs, 2 bedrooms share a bathroom and have doors that lead out to the covered patio. The owner’s retreat features a fireplace, crown molding, a large walk-in closet and a large master bathroom. Now that we saved one of the best parts for last let’s make our way outside! The back porch overlooks the serene pool and the screen enclosure is perfect for keeping those pesky bugs away. The rear hedge provides wonderful privacy from rear neighbors. Don’t miss the opportunity to have incredible sunsets from your very own private balcony - call today to set up your private showing.

1522 Lake Knowles Circle, Winter Park

$1,235,739

3 Beds ⋅ 3 Baths ⋅ Charmont SubDv. ⋅ 32789 Zip Code

Welcome to 370 E. Lake Sue Avenue, a beautifully renovated 3-bedroom, 3 full bath home, located in the heart of Winter Park. As you enter the foyer, you will notice the gorgeous wood flooring and modern, open floor plan with high ceilings that create a spacious, airy atmosphere. The chef’s kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, custom cabinetry, and a large island perfect for both cooking and entertaining. Natural light floods the home through numerous windows and skylights. The living area includes a cozy fireplace and a separate dining room space, perfect for hosting gatherings. The expansive master suite offers a large bedroom, walk-in closet, and ensuite bathroom, complete with dual sinks and a walk-in shower. On the opposite side of the home is the oversized guest bedroom, with its own HVAC system, hot water heater, walk-in closet and stunning bathroom with beautiful stone countertops. Outside, a brick paved patio provides a wonderful space for entertaining in the private, beautifully landscaped backyard. At dusk, landscape lighting adds to the evening enjoyment. The oversized two car garage includes room for a golf cart, and the outside of the home features woodgrain James Hardie plank siding and trim. Located close to Park Avenue and Baldwin Park, this property is situated on one of Winter Park’s most desirable brick paved streets at the corner of Laurel Road and Lake Sue Avenue. Just one block from Lake Virginia, you can take in scenic views from the front yard. No HOA. The home is zoned for the highly desired Audubon K-8 and Winter Park High School, and is nearby many restaurants, cultural attractions, beautiful parks and nature trails. Don’t miss the chance to own a piece of Winter Park’s charm.

370 E Lake Sue Avenue, Winter Park

$2,797,500

4 Beds ⋅ 4 Baths ⋅ Point Mizell Rep SubDv. ⋅ 32789 Zip Code

Discover an extraordinary opportunity to own a one-story lakefront retreat on the picturesque Lake Mizell, part of the coveted Winter Park Chain of Lakes. This stunning 4-bedroom, 4-bath home, completely remodeled in 2020, offers nearly 3,000 square feet of thoughtfully designed living space on a tranquil, half-acre lot. The tri-split floor plan ensures privacy and functionality, with walls of glass sliders and expansive picture windows that flood the home with natural light and showcase breathtaking lake views. Gleaming hardwood floors flow throughout, complementing the modern updates and timeless charm of this exceptional residence. The spacious primary suite is a serene oasis with unparalleled views of the lake, while the fourth bedroom serves as a secondary primary suite, featuring a large en-suite bath and an oversized walk-in closet, making it ideal for guests or multigenerational living. The gourmet kitchen, equipped with high-end appliances, a central island, and a walk-in pantry, is both a chef’s dream and a stylish gathering space. The living room, complete with a gas fireplace and custom built-ins, exudes warmth and comfort, and the dining area provides a stunning backdrop of the lake, perfect for unforgettable meals and entertaining. Step outside to experience true Florida lakefront living. The expansive back deck is an ideal space for relaxation or hosting, while the newer Trex deck and covered boat dock with lift offer seamless access to boating and water activities. Situated across Lake Mizell from the scenic Windsong Preserve, this home provides a sense of seclusion while remaining just a short stroll from the renowned shops and restaurants of Park Avenue in downtown Winter Park. This rare lakefront masterpiece combines unmatched views, modern updates, and an unbeatable location. Don’t miss the chance to make this slice of paradise your own — schedule your private showing today.

884 Audubon Lane, Winter Park

$341,000

4 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code

Welcome to 2827 Euston Rd, a beautifully updated home in the highly desirable Winter Park area with the added bonus of no HOA! This charming residence offers 3 beds, 2baths, and a versatile bonus room that can be used as an office, playroom, or additional living space. The master suite is thoughtfully separated from the other two bedrooms, providing privacy and convenience. Inside, you’ll find a brand-new kitchen with stylish finishes, updated bathrooms, luxury vinyl flooring throughout, and all-new windows that fill the home with natural light. Enjoy peace of mind with recent upgrades, including a new HVAC system, a new water heater, and a roof installed in September 2020. The spacious yard offers plenty of room for outdoor living and entertaining, making it the perfect place to call home. Conveniently located just minutes from I-4, this home offers easy access to downtown Orlando, nearby attractions, and top-rated schools. Schedule your private showing today!

2827 Euston Road, Winter Park

$2,530,000

4 Beds ⋅ 5 Baths ⋅ Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

This stunning one-story home, situated on a nearly half acre lot in the heart of the Vias in Winter Park, offers a rare combination of luxury, comfort, and modern amenities. Boasting soaring ceilings between 12' and 17' and an expansive private pool area, this home is designed for both entertaining and everyday living. The home features solid maple cabinetry, maple hardwood floors, and custom built-ins throughout. Pella thermal pane windows provide excellent energy efficiency and natural light. Two remote-controlled gas fireplaces add warmth and elegance to the living/dining rooms and primary bedroom. Multi-slide glass pocket doors create a seamless flow between the interior and outdoor spaces, perfect for enjoying the resort-style pool area. A true culinary haven, the kitchen includes granite countertops, a 30” double Thermador convection oven, a 48” built-in Sub-Zero refrigerator, Bosch dishwasher, Viking wine refrigerator, and Dacor 6-burner gas cooktop—ideal for both intimate meals and large gatherings. The luxurious primary suite is a true retreat, with its own fireplace, his and her custom-designed walk-in closets, and an updated spa-like bathroom. The home offers an idyllic backyard with lush landscaping and a completely private pool and spa area. Retractable screens on the patio allow you to enjoy the outdoors in comfort, even on cooler days or without the presence of insects. Recent updates include a new tile roof in (2023), a renovated guest half bath (2023), and a renovated primary bath and closet (2024). The home has also been freshly painted inside (2022) and out (2024). A circular drive and 3-car garage provide ample parking and convenience, while the porte-cochère adds a touch of elegance to the entrance. The well-appointed laundry room includes a Leibherr 36” refrigerator, washer and dryer, sink, and pantry for extra storage. Set on a double lot (120 X 165), this home offers expansive outdoor space, providing privacy and room for relaxation or recreation. Nestled on a charming “Olde” Winter Park brick street, this home enjoys both tranquility and proximity to the best that Winter Park has to offer. This home is truly a rare find—combining luxury, comfort, and practicality in one exceptional package. It’s perfect for those who appreciate the single-story style, ample space, and the ability to entertain year-round!

1215 Via Salerno, Winter Park

$2,100,000

4 Beds ⋅ 3 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code

Discover your own slice of paradise on this extraordinary property spanning nearly five acres, perfectly nestled between two serene lakes in Winter Park. Offering unmatched privacy and tranquility, this retreat is ideal for those who value seclusion, natural beauty, and convenience—all within city limits, yet feeling a world away. With motorized boats allowed on both lakes, you can spend afternoons cruising, water skiing, tubing, or simply enjoying the water. A newly constructed custom dock, located just behind the home, ensures your boating experience is effortless and enjoyable. From the moment you arrive, the journey begins with a picturesque 1,000-foot gravel driveway that winds through lush woods, crosses a charming creek, and leads to a private gated entrance. The property is perfectly positioned between Lake Bell to the east, offering breathtaking sunrises, and Lake Wilderness to the west, showcasing spectacular sunsets. With over 1,000 feet of combined lake frontage, this setting is as rare as it is stunning. The outdoor space is a true haven, highlighted by a custom-designed pool inspired by Florida’s natural beauty, complete with solar heating for year-round comfort. Private gardens have been thoughtfully crafted to enhance the property’s serenity, providing peaceful retreats throughout the grounds. An expansive open field offers endless opportunities for family games, outdoor adventures, or quiet relaxation. This meticulously crafted home was built with exceptional attention to detail. The family room features dual walls of sliding glass doors, flooding the space with natural light and providing uninterrupted views of the lakes. The kitchen is a chef’s dream, boasting custom cabinetry, a handcrafted stone and wood hood, a gas cooktop, double ovens, and a unique center island. A cozy breakfast nook with a stone fireplace overlooks the pool, while the formal dining room exudes sophistication. The living room, complete with a gas fireplace, is the perfect place to unwind. Newly installed flooring, featuring rich and elegant Italian custom tiles, adds warmth and style throughout the home. Additionally, a brand-new roof was installed in 2024, ensuring long-lasting durability. With no HOA and ample space for vehicles, boats, and recreational toys, this property is as practical as it is beautiful. This home is also equipped with a whole house generator. Opportunities to own a lakeside estate like this are incredibly rare—don’t miss your chance to experience stunning views, abundant wildlife, and timeless charm in your own private sanctuary. SECURITY CAMERAS ON PREMISE. ALL INFORMATION IS ASSUMED ACCURATE BUT NOT GUARANTEED. MEASUREMENTS ARE APPROXIMATE. BUYERS AND THEIR AGENTS MUST VERIFY ALL INFORMATION THAT IS IMPORTANT TO THEM.

1032 Early Avenue, Winter Park

$615,000

3 Beds ⋅ 3 Baths ⋅ Trotter Rep SubDv. ⋅ 32789 Zip Code

Welcome to this elegant three-story townhouse in the heart of Winter Park! Step through French doors into a welcoming foyer leading to a bright and open living room, seamlessly connected to the dining area. Adorned with crown molding and charming Spanish tile, this space is bathed in natural light from sliding glass doors that open to a private outdoor patio. The kitchen features white cabinets, stainless steel appliances, a pantry, and a cozy eat-in nook. A convenient half bath completes the main floor. The second floor opens with a wonderful family room featuring a fireplace and French doors that lead to a picturesque balcony overlooking the street. Two generously sized bedrooms, one with custom built-ins, share a spacious bathroom, and there’s also an indoor laundry closet for added convenience. The third-floor primary retreat is a sanctuary, with a large bathroom boasting travertine details, a jetted tub, a separate shower, dual sinks, and a large walk-in closet. The oversized bedroom is bright and airy, with French doors that open to a private balcony. A dedicated office with built-in furniture completes the third floor. This home is as functional as it is beautiful, featuring a metal lifetime roof - installed 12 years ago, whole-house replumbing in 2022, and premium new carpeting with the thickest padding installed throughout the home in 2022. Additional updates include a new water heater and irrigation system added in 2023. A two-car carport and an unbeatable location short distance to Rollins College and the iconic dining and shopping of Park Avenue complete the package. Experience the best of Winter Park living! Motivated Seller all reasonable offers will be considered.

735 Maryland Avenue, Winter Park

$1,650,000

2 Beds ⋅ 2 Baths ⋅ Trovillion Condo SubDv. ⋅ 32789 Zip Code

Rare opportunity to own this exclusive 2 bedrooms / 2 bathrooms condominium within the highly sought after Villa Siena. Nestled in the heart of quaint downtown Winter Park, Fl this meticulously maintained, 2nd floor, condo has been elegantly updated. Interior features include a split plan floorplan, travertine flooring, bright kitchen with quartz countertops, Sub-Zero refrigerator and Wolf gas stove, breakfast bar, dining area with custom built-in bar and wine refrigerator, crown molding within the living room, primary suite and guest bedroom offer tray ceilings, recessed lighting, walk-in closets, and french doors that lead out onto private balconies overlooking the tree lined brick street and award winning Alfond Inn and Spa, new primary bathroom with dual sinks, separate tub and shower and Toto toilet, spacious utility room with cabinetry and wash sink. Villa Siena offers secured underground parking, Club room with bar and outdoor sitting area great for entertaining guests, fitness center, roof top terrace, conference room, guest parking, and an onsite property manager to assist with Resident needs. Steps to the charming Park Avenue shopping District known for it’s celebrated restaurants, boutique stores, Central Park, 9 hole golf course, museums, train station, and Rollins College. Welcome Home! Video Tour: https://youtu.be/AMDbRupc4GM

315 E New England Avenue Unit 9, Winter Park

$1,895,000

4 Beds ⋅ 5 Baths ⋅ Parklando #3 SubDv. ⋅ 32789 Zip Code

Welcome to an extraordinary custom-built pool home that beautifully harmonizes contemporary elegance with traditional charm. This stunning residence is a true masterpiece, showcasing top-tier details and finishes that elevate it to a league of its own. Upon entering, you are greeted by exquisite new white oak wood flooring that flows gracefully throughout the home. The grand foyer opens into a living room, highlighting a breathtaking two-story ceiling that reaches 20 feet. The dining area is equally impressive, featuring elegant built-ins and under-counter wine and beverage refrigerators, perfect for hosting dinner parties and celebrations. At the heart of this home lies a stunning new chef-inspired kitchen designed for culinary enthusiasts and family gatherings alike. Equipped with a state-of-the-art Monogram appliance package, this kitchen boasts a commercial-grade gas range with six burners and dual dishwashers for optimal efficiency. A built-in microwave conveniently situated in the island, along with custom cabinetry and luxurious thick porcelain countertops, elevates the space further. The expansive center island invites creativity and connection, making it the ideal backdrop for memorable meals. Adjacent to the kitchen, the open family room features a cozy corner gas fireplace and three sets of French doors that seamlessly connect the indoor space to the covered and screened lanai, where you can unwind and enjoy serene views of the sparkling saltwater pool. Step outside to discover your private oasis, perfect for entertaining. The outdoor living area includes a fully equipped summer kitchen featuring a Wolf grill, concrete counters, a sink, and an under-counter fridge. A charming outdoor pool bath with a shower adds convenience. Back inside, connecting the kitchen to the spacious two-car garage with 14-foot ceilings, you'll find a well-appointed mudroom complete with laundry facilities, newly added storage cabinetry, a walk-in pantry, and a double wash basin, ensuring both functionality and organization. Ascend the wide, oversized staircase to the second level, where you'll discover two generously sized secondary bedrooms complemented by a newly updated hall bath. The sprawling primary suite is a true retreat, featuring two large walk-in closets and a luxurious spa bath equipped with a cast iron clawfoot tub, a bidet, and a seamless glass shower. This suite also includes a serene and secluded nook, perfect for creating a peaceful office space or nursery. The suite also boasts easy access to a screened balcony. Additionally, the home features a private first-floor guest suite with an ensuite bath, perfect for hosting friends or family. Every inch of this residence reflects exceptional craftsmanship, from the tasteful custom cabinetry to the elegant wood trim. The atmosphere exudes grandeur and comfort, enhanced by 11-foot ceilings and oversized baseboards. Nestled in a tranquil corner of the backyard, the air-conditioned shed serves as the perfect sanctuary for a gym or yoga studio, offering a peaceful bonus space that everyone will adore. The backyard showcases low-maintenance turf along with energy-efficient, drought-tolerant landscaping that beautifully enhances the home's overall appeal. Enjoy a stunning outdoor space that requires minimal upkeep while remaining environmentally friendly! Conveniently located just minutes away from the vibrant shops and restaurants and within the highly sought-after Winter Park school district.

2612 Parkland Drive, Winter Park

$1,635,000

3 Beds ⋅ 4 Baths ⋅ Winter Park Village SubDv. ⋅ 32789 Zip Code

Welcome to 2619 Lafayette Avenue, a brand-new construction nestled in the heart of Winter Park, FL. This luxurious home offers over 2,800 square feet of meticulously designed living space, where modern elegance meets timeless style. Step inside to discover an open-concept floor plan that seamlessly blends sophistication with functionality. The grand kitchen is a chef's dream, featuring premium solid wood cabinetry and a stunning Venetian hand-plastered range hood. Adjacent to the kitchen, the beautiful laundry room adds convenience and style to your daily routine. This exquisite home boasts three bedrooms plus a versatile flex room, perfect for use as a guest bedroom or home office. The expansive primary suite is located on the main floor, offering a spa-like retreat with a resort-inspired ensuite bath. Indulge in the large stand-up shower, standalone tub, and dual sink vanities, creating a sanctuary of relaxation. Upstairs, you'll find two additional bedrooms, each with its own ensuite modern designer full bathroom, along with a spacious loft room that provides extra living space. Outdoor living is elevated with a covered lanai featuring a built-in summer kitchen, perfect for entertaining. The spacious pool offers a private oasis for relaxation and fun. Enjoy the convenience of being in close proximity to downtown Winter Park and the vibrant Park Avenue, where dining, shopping, and entertainment await.

2619 Lafayette Avenue, Winter Park

$1,100,000

4 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32789 Zip Code

One or more photo(s) has been virtually staged. Welcome to 708 Balmoral Road, located in the desirable heart of Winter Park. This charming single-story home boasts 4 bedrooms, 3 baths, and a generous 2786 sq. ft. of living space on a sprawling, elevated 15,161 sq. ft. corner lot. The spacious and open floor plan features soaring beams in many rooms, adding to the home's character and warmth. The living and dining area is bright and welcoming with hardwood floors and three sets of windows, flowing seamlessly into the family room. The updated kitchen includes newer (2020) stainless steel appliances, granite countertops, and a cozy breakfast nook with a picturesque view of the pool and backyard. The family room, with its hardwood floors, floor-to-ceiling windows, soaring beams, and charming brick wood-burning fireplace, offers a perfect spot to relax and entertain. On the left side of the home, you'll find two spacious bedrooms and two full bathrooms, including the primary suite. The right side houses two additional bedrooms, one bathroom, a laundry area, and a stairwell leading to the oversized garage. The backyard is an entertainer's dream with a covered patio featuring a vaulted wood ceiling and Chicago brick flooring. The pool is a highlight during the summer months, offering a refreshing retreat. Additional updates include a new HVAC system (2024), New Roof (2025), updated plumbing, Updated electrical panels, newer windows in most of the house and vinyl fencing, . This fantastic location provides easy access to shopping, dining, and the popular Park Avenue with its boutique shopping and great restaurants.

708 Balmoral Road, Winter Park

$1,850,000

4 Beds ⋅ 4 Baths ⋅ Winter Park Heights SubDv. ⋅ 32789 Zip Code

This beautifully designed David Weekley home is perfectly situated on nearly a quarter-acre lot along a picturesque tree-lined street in the heart of Winter Park. The exterior features immaculate landscaping and striking wood accents, creating exceptional curb appeal. Inside, warm wood floors lead to a thoughtfully designed first floor that includes a guest bedroom with an adjacent full bath, a dedicated office with glass French doors, and a spacious primary suite. The primary suite boasts tray ceilings large windows, and a spa-like bathroom with dual vanities, a soaking tub, a walk-in shower, and a custom-built walk-in closet. The open-concept living area features a stunning kitchen with stone countertops, stainless steel appliances, a convection cooktop with hood, a dedicated beverage refrigerator, and a large island with seating. Everything flows seamlessly into a formal dining room with wainscoting and the living room with soaring ceilings, custom light fixtures, and French doors opening to a covered patio. Upstairs, two additional bedrooms with walk-in closets share a Jack-and-Jill bath with private vanities, while a versatile bonus room offers additional family space. Outside, the patio overlooks a heated saltwater pool and spa, surrounded by low-maintenance artificial turf and a fully fenced yard with a buried propane tank to service the pool and a hookup line for a gas-fired grill. Additional highlights include crown molding and plantation shutters throughout, an indoor laundry room with built-in storage, and recently replaced roof and AC system in 2022. Located just minutes from iconic Park Avenue's shopping and dining district, this home offers a prime location in Winter Park’s highly desirable "Tree Streets” neighborhood near top-rated schools.

1660 Oneco Avenue, Winter Park

$950,000

3 Beds ⋅ 3 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

**Stunning Winter Park Home Near Rollins College, Park Ave & Lake Virginia** Located in historic Winter Park, this exceptional 3-bedroom, 2.5-bathroom home offers the perfect blend of modern luxury and classic charm. Just minutes from Rollins College, the upscale dining and shopping of Park Avenue, and the serene beauty of Lake Virginia, this home is ideally situated in a vibrant yet peaceful neighborhood. **Private Backyard Oasis** Step outside to your own private retreat. The fully fenced-in yard features a free-form pool, a large deck, and a pergola, offering a perfect space for outdoor relaxation and entertaining. Whether you’re enjoying a quiet afternoon by the pool or hosting guests, this backyard provides an ideal setting for any occasion. **Interior Features for Comfortable Living** Inside, the home boasts a spacious and functional layout. The chef’s kitchen is equipped with high-end appliances, custom cabinetry, and ample counter space, perfect for preparing meals and entertaining. The open-concept living and dining areas create a seamless flow throughout the home. The oversized primary bedroom is a serene escape, featuring a luxurious en-suite bathroom with a soaking tub, separate walk-in shower, and elegant finishes. The massive walk-in closet offers plenty of storage space for all your needs. **Modern Updates for Peace of Mind** This home is move-in ready, with a brand-new A/C system, new A/C ducts, and a newer roof, ensuring long-term comfort and reliability. **Ample Parking & Storage** With a 2-car garage and multiple driveways accommodating up to 12 cars, parking is never a concern. Additionally, a side gate allows access to a secured side yard that can store up to 2 more cars, adding extra convenience and protection. **Top-Rated Schools & Prime Location** Located in a highly-rated school district, this home offers access to excellent educational opportunities. It’s also ideally positioned for easy access to major highways, making downtown Orlando and surrounding areas easily reachable while maintaining the tranquility of Winter Park. **Development Potential** Sitting on a large 12,000-square-foot lot, this property presents a prime opportunity for future development. Whether you’re looking to build your dream home or invest in a high-demand Winter Park location, this lot offers significant potential. --- With its prime location, stylish updates, and ample outdoor space, this home is a rare find. Don’t miss your chance to own a piece of Winter Park—schedule a private tour today!

241 W Lake Sue Avenue, Winter Park

$2,600,000

4 Beds ⋅ 3 Baths ⋅ Tuscany Terrace SubDv. ⋅ 32789 Zip Code

EXQUISITE RESIDENCE IN THE VIAS! This custom-designed home features 4 bedrooms, 3-full baths and sophisticated touches of elegance throughout. The modern design philosophy blurs the lines between the interior and exterior spaces of the home and creates a cohesive feel that’s open and airy. Built with SMART home technology, the home is outfitted for thermal efficiency and uses a LUTRON lighting system, central vac system, as well as a home audio and security system. High-end interior finishes include white oak floors, La Cantina Panoramic doors, a chef’s kitchen with SUBZERO and WOLF appliances, and a luxurious primary bedroom with spa en suite, complete with an oversized jetted tub. Motorized, retractable screens on the lanai lift to reveal a magnificent resort-inspired backyard. Summer kitchen, heated saltwater pool, a 9-hole mini golf course, and perfectly manicured landscaping by Keller Outdoors all blend to create the perfect private oasis. Located within one of Winter Park’s most desirable neighborhoods, the Vias offer picturesque brick streets for walking and proximity to the Racquet Club and Chain of Lakes.

1211 Via Estrella, Winter Park

$660,000

4 Beds ⋅ 3 Baths ⋅ Blk C Pt Rep 02 SubDv. ⋅ 32789 Zip Code

Location! Location! AND A DETACHED IN-LAW SUITE! Discover the perfect blend of modern luxury and timeless charm in this fully renovated 4-bedroom, 2-bath mid-century ranch, complete with a detached (also renovated) in-law suite/workspace and a sparkling pool. Nestled in the heart of Winter Park, this property has been meticulously redesigned from top to bottom, boasting all-new flooring, plumbing, roof, electrical, full SS appliance package, lighting, cabinets, doors, and bathrooms, & more! Every detail reflects respect for the mid-century contemporary aesthetic. The main home features a thoughtfully designed split floor plan. In this home, the primary suite is on its own offering a private retreat with high ceilings, an ensuite bath, and a separate entrance to the outside, offering both comfort and privacy. At the heart of the home, the beautifully appointed kitchen includes 42" soft-close cabinets, quartz countertops, designer backsplash, a breakfast bar, elegant pendant lighting, and a separate pantry. Open to both the living and dining areas, this kitchen is a bright, inviting space that even has views to the yard. The dining room, at the back of the home, can also be a flex space used as a den/play area. Roof 2024, HVAC 2020. This home also comes with a detached in-law studio that is a true gem! It features a high-end kitchenette with quartz counters, 42" cabinets, a mini fridge, a full sink, a mini-split AC (wall mounted 2024), and a spa-inspired bathroom with designer tile. Perfect as a guest suite, home office, or creative workspace, the additional living space adds tremendous value and flexibility featuring a beautiful new kitchen, full-size closet, and a split ac. Fully fenced, the large yard also features a small in-ground pool and an XL shed (also restored and new roof) to hold all your yard equipment, tools and pool toys. Pool currently receives weekly servicing. Situated just minutes from Park Ave, Winter Park Village, renowned restaurants, boutique shopping, the Orlando Museum of Art, and downtown Orlando, this home offers an unparalleled lifestyle. Don’t miss this rare opportunity to own a move-in-ready masterpiece in one of Central Florida’s most desirable locations.

1333 Orchid Avenue, Winter Park

$735,000

3 Beds ⋅ 3 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Welcome to 800 Greens Ave - inspired by the visionary principles of Frank Lloyd Wright. This custom built home is thoughtfully designed on a third of an acre lot in 32789. You will notice the trademark horizontal roof lines as soon as you arrive and how the structure harmonizes with the surroundings. This 2-story home offers an exceptional living experience for discerning buyers who appreciate quality materials and craftsmanship. Enter through the stunning Prairie style front door to a foyer featuring oak floors and staircase. The entrance sets the tone for the entire home. As you continue forward you will notice another signature Wright design with compression and release from the foyer to the 11’ ceilings in the living room. The living room and dining room open to create a vast entertaining area with large picture windows and sliding glass doors overlooking the trees beyond. A fireplace is piped for propane and ready to get cozy this winter! A pocket door from the foyer leads to the HUGE kitchen that is truly a chef’s dream. There is plenty of room to cook, bake or entertain with walls of solid Oak cabinetry. A built-in pantry adds even more storage. An opening from the kitchen to the dining area provides the perfect buffet for guests when hosting. Glass blocks provide natural light and a prairie style window enhances the space. Step outside to enjoy a stroll through the expansive backyard featuring peaceful trails. Plenty of space to expand, build a deck, add a pool, build a garden, or all three. Or just enjoy the privacy and bird watching! Inside, the downstairs primary suite is a private retreat located just off the foyer. This room offers an attached bathroom with 9’ ceilings, a large walk-in closet, and a second closet for storage or linens. The bathroom vanity provides ample room to put on makeup with glass blocks designed to diffuse the natural light. The walk-in shower offers two shower heads and cove lighting. Just off the primary suite is an interior laundry room with storage and hanging space, a laundry sink, and side exit door. A downstairs half bathroom is tucked away perfect for guests. Sitting center stage is the artfully designed Oak staircase with glass newel cap. Make your way upstairs to the guest quarters. The first guest bedroom is currently being used as a library and offers a large walk-in closet. The hall bathroom offers a shower/tub combo with cove lighting. Natural light floods through wood cased windows above the vanities. The 2nd guest room is quite spacious with a HUGE hall storage closet and a 2nd vanity area that can be closed off for privacy. This home is immaculate and turnkey with only 1 owner! Additional considerations upgraded at the time of construction: Underground electric service, Pella Metal Clad Wood Insulated Windows and Doors, Floor joists built 16” on center, all wall sheathing and flooring was nailed by hand, hurricane straps, extra insulation inside and out, custom lighting plan, antique brass hardware, solid doors, Cedar exterior soffits with canned lighting, Elastomeric Paint on the exterior, Repipe in 2017, New Water Heater 2017, Pine casings and baseboards, and so much more. On a quiet street in Winter Park a block from Dubsdread Golf Course. Minutes to Edgewater Dr. and Park Ave. shopping and dining. The area's best restaurants are minutes away with convenient access to I-4 to go anywhere in Central Florida. Property appraised in November 2024 and available upon request.

800 Greens Avenue, Winter Park

32789 Zip Code Real Estate & Homes with Split Bedroom

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