32751 Zip Code FL Real Estate, Homes with Balcony for Sale

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Welcome to Montacino at Enclave, Maitland—a peaceful, gated oasis where style, comfort, and convenience come together. This move-in-ready 3-bedroom, 2.5-bath townhome showcases timeless character, quality craftsmanship, and a premium location with no rear neighbors, offering tranquil, private views. The A/C system is less than one year old, providing added peace of mind. Inside, the open-concept living, dining, and kitchen area is perfect for entertaining, featuring beautiful ceramic tile flooring, elegant crown molding, and an abundance of natural light. Designer upgrades throughout—including updated lighting, mirrors, and hardware—create a refined, modern feel. Just off the kitchen, a covered rear patio overlooks a spacious, tree-lined green space that is fully maintained by the HOA, allowing you to enjoy the outdoors without the upkeep. The welcoming foyer is flanked by a convenient half bath on one side and access to the attached one-car garage on the other. Upstairs, the spacious primary suite has elegant wood flooring and features a private balcony, a generous walk-in closet, and a well-appointed en-suite bath. Two additional bedrooms, a full bathroom, and a laundry closet with built-in storage shelves complete the second floor, offering comfort and functionality for everyday living. Perfectly located just minutes from Downtown Orlando and Winter Park, this home offers the best of both worlds—easy access to shopping, dining, and entertainment while nestled in a serene lakeside community. Residents enjoy a resort-style pool, scenic sidewalks overlooking Lake Charity, and the security and convenience of low-maintenance living in a beautifully maintained gated neighborhood. This is your opportunity to enjoy resort-style living in one of Maitland's most desirable gated communities. (Attached to pics is additional info on HOA amount)

1395 Benevolent Street, Maitland

$975,000

4 Beds ⋅ 4 Baths ⋅ Coffins Sub SubDv. ⋅ 32751 Zip Code

Under contract-accepting backup offers. Built in 2020, this pristine townhome offers over 3,000 square feet of thoughtfully designed living space with NO HOA, two primary suites (one on each floor), 10-foot ceilings throughout, a private fully fenced backyard, and an unbeatable location just north of Park Avenue, tucked behind the Enzian Theater. Enjoy easy access to downtown Winter Park, Whole Foods, the recently revitalized Winter Park Village, Maitland, and Orlando. Designed for effortless, move-in-ready living, this modern 4-bedroom, 3.5-bath home features a spacious 2-car garage, abundant storage, and an ideal floor plan. The main level showcases distinctive stained and sealed concrete floors, while the open-concept living spaces are filled with natural light from 8-foot glass sliders overlooking the private backyard and patio. The beautifully appointed kitchen features white cabinetry extending to the 10-foot ceilings, granite countertops, a large center island, walk-in pantry, stainless steel appliances, a new Bosch dishwasher (Nov. 2024), a range, second built-in oven, and warming drawer. The adjoining dining and living areas are enhanced by a custom wood-plank accent wall and an open wood staircase. With over $60,000 in recent upgrades and improvements, this home has been thoughtfully enhanced with fresh interior paint, upgraded LED lighting and ceiling fans, custom accent walls, artificial turf, new gutters and drainage, UV window film, whole-house surge protection, an electric vehicle charging station, epoxy garage flooring, custom garage storage, and more. The first-floor primary suite offers two closets, including a walk-in closet and a second closet with washer/dryer hookups, plus a luxurious bath with a zero-entry glass shower and private water closet. Upstairs, a second primary suite features dual walk-in closets and a spacious bath, while two additional bedrooms, a full bath with dual sinks, a generous bonus room, and a large laundry room provide exceptional flexibility. Combining newer construction, quality upgrades, an exceptional floor plan, and a prime location, this move-in-ready home truly offers the best of low-maintenance living. Zoned for sought-after Dommerich Elementary, Maitland Middle School, and Winter Park High School.

1424 Ridgewood Avenue, Maitland

$235,000

4 Beds ⋅ 2 Baths ⋅ Visconti West Condo SubDv. ⋅ 32751 Zip Code

A rare 4 BR condo with A rated High School could be your next home. Visconti is a high end luxury community featuring a huge lakeside pool with beach entry, fitness center that rivals many commercial gyms, tennis courts, walking paths, and a fantastic clubhouse. The 2nd floor condo has an extremely functional layout that separates the master BR from the other 3 bedrooms. The kitchen is stunning with updated cabinets, solid surface counters and a gorgeous back splash. The common areas feature wood laminate floors with carpet in the bedrooms. Conveniently located in Maitland, this homes is just minutes away from restaurants, shops, I4, 414, and the Maitland business center. A fantastic choice for your main home, a 2nd home or an addition to a rental portfolio.

1460 Lake Shadow Circle Unit 7207, Maitland

$195,900

1 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

LAKE ACCESS LIVING in one of Central Florida's most desirable locations! Welcome to 1140 S. Orlando Ave E11, a move in ready condo ideally located on the Winter Park and Maitland border in the sought after Lake Maitland Terrace community. Enjoy private access to Lake Maitland, part of the prestigious Winter Park Chain of Lakes, where you can spend your days paddle boarding, kayaking, boating, fishing, or simply relaxing by the water. Community amenities include a brand new lakefront pool, clubhouse available for private events, shuffleboard, putting green, community laundry facilities, COMMUNITY DOCK and additional storage. Inside, you'll find a functional floor plan with separate living and dining spaces, abundant natural light, and a well maintained interior that's ready to enjoy or personalize over time. Whether you're looking for a primary residence, seasonal retreat, or investment opportunity, this condo offers exceptional value in an unbeatable location. Just minutes from Park Avenue and walking distance to local favorites including the Enzian Theater, Eden Bar, Luke's Kitchen and Bar, Antonio's, Francesco's, the Shoppes at Maitland, and beautiful Lake Lily Park. With easy access to downtown Winter Park, downtown Orlando, I 4, shopping, dining, and entertainment, this is low maintenance Florida living at its best.

1140 S Orlando Avenue Unit E11, Maitland

$140,000

2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

Welcome to Carrington Park — one of Maitland’s most conveniently located communities! This ground-floor 2-bedroom, 2-bathroom condo offers 1,200+ square feet of comfortable living space at an unbeatable price point, making it an ideal primary residence or a smart addition to any investment portfolio.The open living and dining area flows naturally to a private screened patio perfect for enjoying Florida’s year-round weather without the bugs. Both bedrooms are generously sized, and the split-style layout offers privacy for owners and guests alike.Residents enjoy access to community amenities including a sparkling pool, fitness center, and more, all just steps from your front door. Situated at the corner of Howell Branch and SR-436, you’re minutes from shopping, dining, and major employers, with easy access to UCF, Full Sail, and Downtown Orlando.Whether you’re looking for a place to call home or a turnkey rental opportunity in a high-demand corridor, this one checks all the boxes. Priced at $140,000, schedule your showing before it’s gone.

2329 Coawood Unit 103, Maitland

$429,900

3 Beds ⋅ 2 Baths ⋅ Villas Lake Destiny SubDv. ⋅ 32751 Zip Code

This beautifully positioned residence offers an open and inviting layout designed for easy living and entertaining. Enjoy peaceful water views of Lake Destiny with no rear neighbors, creating a private backdrop and a rare sense of space and tranquility. Whether relaxing indoors or stepping outside, the serene setting delivers a true sense of comfort and escape. The home also features a spacious 2-car garage, providing convenience and additional storage. Thoughtfully updated and move-in ready, this home offers valuable recent improvements including a new A/C unit (2022), water heater (2022), tile roof replacement (2022), updated paint and modern light fixtures (2023), and both bathrooms beautifully renovated in 2021. The kitchen is complemented by newer appliances, adding both style and functionality. Step outside and enjoy even more value with the outdoor deck currently being replaced, creating an enhanced outdoor living space to take in the beautiful lake setting. Residents enjoy access to exceptional community amenities including a pool, tennis courts, and access to Lake Destiny, all within a dog-friendly community designed to support an active and enjoyable lifestyle. Ideally located with quick access to major highways, dining, shopping, business centers, and everything Maitland and the greater Orlando area have to offer, this property delivers the perfect blend of lifestyle and accessibility. Whether enjoying your morning coffee overlooking Lake Destiny or coming home after a busy day, this residence offers the privacy, views, updates, and location today’s buyers are searching for.

1010 Winderley Place Unit 149, Maitland

$1,499,000

5 Beds ⋅ 4 Baths ⋅ Replat Blk B Poors Add SubDv. ⋅ 32751 Zip Code

A premier street offering an accessible lifestyle to Maitland’s vibrant downtown corridor, known for its community events, restaurants, Lake Lily Park, the beloved independent Enzian Theater and within view of Lake Sybelia. This custom home was completely rebuilt in 2007, adding significant square footage and incorporating a timeless transitional design. Five bedrooms, four baths, stretching across 4,814 square feet with bonus space, there are many ways to make it your own. Inspired by classic Charleston architecture with Florida influences, the exterior features French doors across the front and rear elevations, lantern-style lighting and a metal roof that enhance the home's charm while filling the interiors with natural light. Shutters and upper-level balconies at both sides of home complete the design. Enter inside to a sweeping staircase with elegant iron details, with neutral travertine flooring that flows throughout the main level and finished with volume ceilings. The kitchen, living and dining spaces blend seamlessly together, complemented by an additional sitting room with privacy doors that provide flexible living options. The kitchen features 42-inch custom cabinetry with glass-paneled doors, granite countertops, a farmhouse sink and high-end stainless-steel appliances. Generous laundry and pantry storage are bonus. The dining area showcases rich hardwood flooring, plantation shutters, built-in surround-sound speakers and direct access to outdoor living spaces. The first floor includes two bedrooms with a shared bath, along with an additional hallway guest bath. Upstairs, beautiful wood floors anchor the rooms, and the spacious primary retreat opens to a private balcony spanning across the back of home and with pool views. An expansive walk-in closet provides exceptional organization, while the primary bath features dual vanities, a rain shower with bench seating and a classic clawfoot tub. Additional upstairs laundry stack for convenience. Secondary bedrooms are spacious and full of light, and great closet storage and additional loft are a bonus. Outdoor living centers around a covered porch overlooking the pool, complete with travertine decking and dramatic fountain features. An additional pool house enhances the backyard and offers endless possibilities for guests, entertaining or a private workspace. Outdoor speaker system adds to the ambience. Additional improvements and features include a newer metal roof (2020), two HVACs (2021), water heater (tankless Rinnai installed by Maitland/Winter Park plumbing), plantation shutters throughout, a freshly painted interior, an extensive interior and exterior lighting package, and thoughtfully designed low-maintenance landscaping featuring front-yard turf, mature plantings and clean rock-bed borders. Exterior ceramic paint has a lifetime warranty. Main floor and primary suite have ceiling-installed concert speakers and outdoor speakers. Lower-floor speakers have individual room controls and are served by a pantry stereo system. This exceptional home offers a desirable location with convenient access to major roadways. Zoned for sought-after schools including Lake Sybelia Elementary, Maitland Middle School and Edgewater High School, a designated magnet school, Park Maitland elementary school, and JCC community center and school. A rare opportunity, this home is a standout in one of Maitland’s special neighborhoods.

255 W George Avenue, Maitland

$331,000

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

Experience the best of lakeside living in this beautifully updated third-floor corner residence with panoramic views of Lake Maitland. Perfectly positioned along Orlando Avenue and adjacent to Fort Maitland boat ramp, the home combines convenience with a truly unique lifestyle just minutes from Winter Park’s shopping, dining, and cultural attractions. Inside, you’ll find luxury vinyl plank flooring throughout and a stunning kitchen designed for modern living, showcasing quartz countertops, sleek stainless steel appliances, custom cabinetry, and stylish finishes that create an inviting atmosphere for both cooking and entertaining. The spacious primary suite is highlighted by a custom-designed closet for optimal storage and comfort. Enjoy community amenities that make every day feel like a retreat, including a pool overlooking the lake and access to boat slips (via waitlist) on the highly coveted Winter Park Chain of Lakes. Whether you’re seeking a serene escape or a vibrant, connected lifestyle, this condo delivers the rare combination of location, water views, and thoughtful updates in one of Central Florida’s most desirable areas.

1000 S Orlando Avenue Unit A31, Maitland

$2,999,000

6 Beds ⋅ 5 Baths ⋅ Lake Sybelia Shores SubDv. ⋅ 32751 Zip Code

Welcome to luxury lakefront living at its absolute finest in the heart of Maitland, Florida. Nestled along the pristine shores of Lake Sybelia, this extraordinary three-story estate offers an unparalleled combination of elegance, comfort, and breathtaking waterfront views. Boasting 5,355 square feet of thoughtfully designed living space, this stunning residence features six spacious bedrooms, four and a half bathrooms, and an open-concept floor plan perfectly crafted for both entertaining and everyday living. Expansive walls of glass fill the home with natural light while showcasing panoramic lake views from nearly every room. The main living area seamlessly connects the gourmet kitchen, dining room, living room, and family room, all overlooking the sparkling waters of skiable Lake Sybelia. Designed with indoor-outdoor living in mind, each floor features a balcony spanning the entire width of the rear of the home, creating multiple spaces to relax and enjoy Florida’s spectacular sunsets. Step outside to your private resort-style oasis complete with a gorgeous pool, lush landscaping, and direct lake access with your own private boat dock and lift, perfect for boating, skiing, and waterfront recreation year-round. The upstairs retreat is anchored by an impressive primary suite featuring serene lake views and private balcony access. The upper level also includes a dedicated private office, ideal for working from home while enjoying stunning lakefront views. Two additional bedrooms share a beautifully designed Jack-and-Jill bathroom, while another flexible bedroom space can easily serve as a nursery, fitness room, or additional guest bedroom. Every level of the home has been carefully designed to maximize comfort, privacy, and functionality while maintaining a sophisticated and timeless aesthetic throughout. The lower level offers endless entertainment possibilities with a spacious game room, a full movie theatre, an additional guest bedroom, and a full bathroom ideal for visitors or multi-generational living. Completing this exceptional property is a beautiful temperature controlled wine cellar holding almost 2,000 wine bottles, a two-car garage with additional storage space, a large home generator, and countless luxury details throughout. This one-of-a-kind Lake Sybelia estate delivers the perfect balance of upscale living, modern convenience, and the ultimate waterfront lifestyle in one of Central Florida’s most desirable locations.

1166 N Lake Sybelia, Maitland

$325,000

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Where Maitland's pristine waters meet a modern lifestyle! This luxury condominium in the coveted Lake Maitland Terrace community offers a rare blend of elegance and convenience on the shores of Lake Maitland within the famed Winter Park Chain of Lakes. Nestled among lush green spaces, this impeccably maintained mid-century modern complex boasts easy access to boutique shops, upscale dining, and vibrant entertainment. This unit stands out with its unique two-bedroom, one-and-a-half-bath layout—a rare find in the community, where most units are built with just one bath. Sunlight floods in through large windows, and warm wood floors flow throughout. This charming efficiently designed kitchen, with light cabinetry with contrasting hardware, quartz counters, and stainless steel appliances, is perfect for entertaining. Beyond the comforts of the home, enjoy the exclusive opportunity to secure a boat slip—a prized amenity in this tranquil lakeside retreat. Complex is amenity-rich with sidewalks, a community pool where residents enjoy lake access with beautiful views. The amenities include a clubhouse with a full kitchen, kayak racks, a fishing pier, and a personal storage unit. Walk to Lake Lily Park’s events, the Enzian Theater, and be just minutes from Winter Park Village and Park Avenue. Zoned for top-rated schools—Dommerich Elementary, Maitland Middle, and Winter Park High—this is a chance to embrace the best of Maitland living. Don’t miss your chance to claim this exceptional retreat as your own.

1140 S Orlando Avenue Unit I14, Maitland

$405,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Maitland SubDv. ⋅ 32751 Zip Code

Nestled within the exclusive gated lakeside community of Montacino, this impeccably maintained Spanish/Mediterranean-inspired townhome offers refined living surrounded by serene natural beauty. The sought-after two-story Barclay model features an elegant open-concept design, seamlessly blending the spacious great room, dining area, and well-appointed kitchen—thoughtfully designed for both everyday comfort and effortless entertaining. The chef-inspired kitchen showcases rich wood cabinetry, stainless steel appliances with upgraded microwave and dishwasher. The refrigerator and oven to be replaced with Stainless steel appliances by the sellers prior to closing. Expansive windows invite in abundant natural light while framing picturesque views of the lush green space beyond. Step outside to the covered rear patio and enjoy the rare privacy and tranquility of the only Barclay unit in the community backing directly onto this beautiful preserve-like setting, enhanced by custom patio pavers added in 2024. Thoughtful updates throughout the home create a move-in-ready experience. The interior was refreshed with modern gray paint, kitchen and bathroom cabinetry were updated. The Stone countertops were updated with a beautiful Carrera style epoxy in the kitchen and baths, and the primary shower frame was refinished. Smart-home enhancements include Alexa-compatible light switches in the kitchen and primary bedroom, an upgraded alarm system, and a Ring doorbell. All three toilets have been upgraded, along with updated bathroom fixtures including shower rods and accessories. Enhancing the home’s elevated design, the entire first floor features stunning premium oversized luxury vinyl plank flooring, offering both timeless style and durability. Upstairs, the expansive primary suite serves as a peaceful retreat, complete with a generous walk-in closet and a charming private balcony overlooking the greenery beyond. The luxurious en-suite bath features dual vanities and ample room to unwind. Two additional bedrooms, a full secondary bath, and a conveniently located laundry closet complete the second level. Additional highlights include a newer HVAC system, crown molding throughout, engineered hardwood flooring across the second floor, and a one-car garage. Residents of Montacino enjoy access to a sparkling resort-style pool and the scenic beauty of Lake Charity, all while being ideally located just minutes from I-4, premier dining, shopping, and the very best of Orlando living.

1295 Blessing Street, Maitland

$1,495,000

4 Beds ⋅ 3 Baths ⋅ Packwood Sub SubDv. ⋅ 32751 Zip Code

A rare opportunity on one of Maitland’s most coveted cul-de-sac streets, where custom estates line a quiet neighborhood bordering the Winter Park Chain of Lakes, this stunning Mediterranean estate offers the privacy of a secluded retreat while placing you just moments from Maitland City Centre, Publix & the area’s vibrant dining and shopping scene. Completely reimagined in 2007 w/ a 2,000+ SF addition, including a new façade, expansive covered front porch & 2-car garage, this 4-bedroom, 3-bath home offers 3,797 SF of beautifully renovated living space on a fully fenced 0.35-acre lot. A paver circular drive welcomes guests, while the arched covered entry sets the tone for the character found throughout. Inside, the foyer offers a gracious arrival w/ a custom built-in library, wood floors & a wood-burning fireplace w/ brick surround. The dining room flows seamlessly to a well-appointed butler’s pantry & wet bar with second dishwasher, beverage refrigerator & sink. Both the dining room and kitchen open to the spacious and comfortable family room, creating exceptional flow for everyday living & entertaining. The kitchen features a Dacor 6-burner professional gas cooktop, GE Monogram double wall ovens with warming drawer, honed oversized black granite countertops, 42” wood cabinetry, travertine floors, designer lighting & an oversized island with seating for four or more. A generously sized eat-in area provides comfortable casual dining, while the adjacent family room features tall ceilings, extensive millwork, decorative wood beams & French doors overlooking the backyard oasis. Privately positioned on the opposite side of the home, the primary suite is a true sanctuary w/ two organized walk-in closets, back porch access & a renovated spa bath featuring a freestanding soaking tub, frameless glass shower & beautifully appointed vanity. Located near the primary suite on the main level, a versatile second bedroom sits across the hall from a full bath and works well as a guest suite, office, nursery or fitness room. The first floor is further enhanced by an exceptional media room with platform theater-style seating & surround sound set up, along w/ a large laundry room featuring exceptional storage & a second-floor laundry chute. Upstairs, two generous bedrooms w/ decorative beamed ceilings & ample closets share a Jack-and-Jill bath w/ jetted tub, while the rear bedroom opens to a deep balcony overlooking the grounds. Outside, the fully fenced lot delivers a resort-like setting with sparkling pool, covered porch w/ a tongue and groove ceiling, open entertaining deck & mature landscaping designed for both privacy and enjoyment. A rear gate offers direct access to Maitland City Centre, the farmers market, restaurants, retail & grocery just three blocks away. New roof w/ skylight 2021. Three upgraded HVAC systems 2021–2023. Twenty-five new double-pane, Low-E, argon-filled window, double-strength glass currently in progress & expected to be completed by the end of May. Satisfactory 4-Point Inspection and professional measurement completed May 2026. Offering exceptional privacy, generous living spaces & a remarkably walkable location, this is your opportunity to own a beautifully updated home in one of Maitland’s most desirable neighborhoods, zoned for highly regarded Winter Park High School & convenient to Orlando Avenue, Minnehaha Park, Lake Lily, Fort Maitland, and less than ten minutes from the shops and restaurants of Winter Park's Park Avenue.

221 Minnehaha Road, Maitland

$107,000

2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condominium SubDv. ⋅ 32751 Zip Code

Beautiful condo located in the desirable Carrington Park community! This well-maintained unit offers a spacious layout, comfortable living spaces, and a great location close to shopping, restaurants, major highways, and UCF. Community amenities include multiple swimming pools, fitness center, playground, and more. Great opportunity for homeowners or investors alike!

508 Banyon Tree Circle Unit 202, Maitland

$139,900

2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code

Sought-after Visconti community of Maitland. The lowest 2-2 entry point currently available. This third-floor, 2-bed, 2-bath, 1,048 sqft condo features updated flooring, designer paint, LED lighting, new ceiling fans, updated faucets, and a screened patio with exterior storage. Community amenities include two pools overlooking Lake Shadow, tennis courts, lakeside walking paths, dog stations, and car wash stations, minutes to I-4, 429, downtown Orlando. Sold as-is, priced to sell.

1150 Lake Shadow Circle Unit 3304, Maitland

$260,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs Ph 02 SubDv. ⋅ 32751 Zip Code

This is the kind of first home that makes life easier. With over 1,500 SqFt, 3 bedrooms, 2.5 baths, and thoughtful updates throughout, this Maitland condo gives you room to grow without the heavy upkeep of a single family home. The remodeled kitchen features quartz counters, stainless steel appliances, and updated cabinetry, while downstairs tile flooring keeps maintenance simple. Enjoy a large dining area, separate living room, laundry room, enclosed patio, and attached garage. Upstairs, the spacious primary suite opens to a balcony overlooking the courtyard. The community pool, lake access, and HOA covered exterior maintenance add even more value, all in a location close to Maitland favorites, Winter Park, and downtown Orlando.

868 Town Circle Unit 123, Maitland

$549,000

5 Beds ⋅ 3 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

This AMAZING!, spacious 5-bedroom, 3-bath split-level home is located in a fantastic neighborhood and is packed with standout features. Upstairs, you’ll find beautiful engineered hardwood flooring throughout the main living areas, with carpet in the bedrooms and tile in the baths. A stunning screened-in porch overlooks the backyard and pool, offering a perfect spot to relax or entertain. The bright and airy formal living room provides plenty of space, while the dining room includes sliding doors that lead out to the porch. The large eat-in kitchen offers ample cabinet storage and even features a convenient pass-through window to the porch/outside bar—ideal for hosting. The upper level includes three bedrooms two bathrooms. Just a few steps down, the lower level opens to a massive family room with tile floors set to entertain family and friends with two additional bedrooms with carpet and a full bath. Tile flooring runs throughout this level. Additional highlights include outdoor spa , updated windows, a re-piped plumbing system, updated Electrical, and a well-maintained interior full of character. The home comes with paid in full solar panels and a Terminix termite bond and Well Maintained sprinkler system on well. Washer/Dryer are located in the garage. The garage include cabinets for additional storage. The yard features mature Citrus trees and Magnolia trees adding to the home’s charm. With its flexible layout, inviting screened porch, and beautiful salt water pool area, this home truly has it all.

1511 Glastonberry Road, Maitland

$1,695,000

4 Beds ⋅ 5 Baths ⋅ Lake Colony Ph 02 SubDv. ⋅ 32751 Zip Code

Priced for quick sale! Modern, mediterranean lakefront residence in one of Maitland’s most desirable GATED communities, positioned on a private cul-de-sac atop a natural rise. Set on over 1.3 acres with approximately 179 feet of frontage on Lake Jackson (ski lake), the property offers a rare combination of elevation, privacy and expansive water views in a central Maitland location with quick access to I-4, downtown Maitland and Park Avenue, Winter Park. Lake Colony Estates is conveniently located across the street from Orangewood School. The home was custom built by Keith Groninger, a 10-time Parade of Homes winner. A tree-lined drive leads to a paved driveway and a welcoming entry with imported hand-crafted 8-foot wood doors and tile roof. Inside, the foyer opens to a dramatic great room with 20-foot cathedral ceilings, clerestory windows and a floor-to-ceiling wood burning fireplace, butlers pantry and wet bar. The home has been refreshed with white interior paint, enhancing the natural light and giving the interiors a timeless backdrop. The gourmet kitchen is designed for both function and gathering, featuring 3cm granite countertops, a large island, 5-burner gas cooktop with custom stone and mortar arch detail, tumbled marble backsplash and vaulted ceilings with exposed wood beams sourced from Pennsylvania. Expansive lake-facing pocketing windows frame Lake Jackson and open the chef’s kitchen to the screened porch for effortless outdoor dining and entertaining The first-floor primary suite features engineered hardwood floors, direct access to the outdoor pool and a spacious bath finished in tumbled marble with a soaking tub, dual vanities and walk-in shower. A large custom walk-in closet provides generous storage. Upstairs, three oversized bedrooms each offer ensuite baths and a large bonus room overlooking the lake. Outdoor living is centered around the covered, screened porch, lakefront setting and gated pool. The private and expansive lawn -179 feet of shoreline, complemented by a private boathouse (newer lift) with direct access to Lake Jackson for boating, skiing, jet skis, canoes, paddleboards and more! Also, enjoy sunrise views over Lake Jackson! Additional features include two new ACs, oversized three-car garage, amazing storage and closet spaces, mature and new landscaping and carefully maintained architectural detailing throughout. Four point, roof certification and wind mitigation reports will be provided by the sellers. Seawall maintained by HOA. No flood insurance required on the home.

1244 E Lake Colony Drive, Maitland

$169,900

2 Beds ⋅ 1 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

Amazing upgraded two-bedroom, one bath Condo in the gated waterfront community at Visconti in Maitland with features of spacious living and comfortability. This stunning Condo Unit features with large windows letting in plenty of natural light and giving the common living area a fresh air feel. The dining/living combo opens to a big, screened patio through sliding glass doors. The kitchen overlooks the living and dining room and contains a full suite, including the refrigerator, range, dishwasher, disposal and plenty of cabinet and countertop. The bedroom is also including a large walk-in closet. This unit has oversized laundry room that includes full-size washer and dryer.Visconti community comes with professional maintenance of Ponds, professionally landscaped and well-maintained common areas as well as a BEAUTIFUL Resort Style Pool and Club House along with tennis court, fitness, basketball court, car washing area ext. Primely located close to all shopping, entertainment areas and just minutes to major highways, I4. You don't need to look any further for your Dream Home! Schedule your viewing today! Note: Some of the pictures are showing the virtual staging of the unit and the furnitures are not included to the listing

1375 Lake Shadow Circle Unit 11203, Maitland

$190,000

2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

Virtually Staged. Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the sought-after Visconti community, where comfort, convenience, and lifestyle come together. Located on the third floor, this light-filled residence features soaring vaulted ceilings that create an open, airy feel, complemented by abundant natural light throughout. Ideally positioned just steps from the clubhouse, you’ll enjoy effortless access to resort-style amenities, including a sparkling pool and fully equipped fitness center—perfect for both relaxation and an active lifestyle. This move-in ready condo is an excellent opportunity for both homeowners and investors alike. With quick access to I-4, commuting to Downtown Orlando is easy, while the shopping, dining, and entertainment of Altamonte Springs are just minutes away. Opportunities like this in Visconti don’t last—schedule your private showing today.

1100 Lake Shadow Circle Unit 2307, Maitland

$155,000

1 Beds ⋅ 1 Baths ⋅ Visconti West Condo SubDv. ⋅ 32751 Zip Code

Nice one-bedroom unit on the ground floor featuring brand-new laminate countertops in both the kitchen and bathroom, along with stainless steel appliances. Located in a gated, resort-style community offering top amenities including a pool, fitness center, tennis and basketball courts, playground, clubroom, and car wash. All in an excellent Maitland location!

1400 Lake Shadow Circle Unit 10103, Maitland

$467,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

Updated 2 bedroom 2 bathroom located on the second floor of sought after Moorings Lakefront Community with spectacular views of Lake Maitland of the Winter Park Chain of Lakes. The condo offers a large screened-in balcony overlooking Lake Maitland. The open floorpan offers a split plan with a generous size master retreat with a private door to the balcony and a secondary ensuite. The updated spacious kitchen features stainless steel appliances and a breakfast nook situated in a bay window. The dining living room combo is very spacious making it perfect for relaxing or entertaining. The condo offers washer and dryer in the unit as well as a private storage closet on the same floor just across the hall. The Moorings Lakefront community offers an amazing recently updated pool and spa area along a large clubhouse. Whether you're looking for a primary residence or a low-maintenance lakefront retreat, this condo and community offers an amazing combination of comfort and convenience.

204 Quayside Circle Unit 201, Maitland

$362,500

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

This beautiful Maitland Florida town home feels like living in a gated resort! 3 bedrooms, 2 1/2 baths, plus garage and loaded with upgrades including hardwood floors on both levels, crown molding, tall wood cabinets, stone counters and so much more. Welcoming entry foyer with half bath, kitchen with island sink, large breakfast bar, stainless appliances, granite counters and custom backsplash. Inviting living room and dining area offer plenty of space for entertaining, french door opens to private covered porch which overlooks the rear yard. Upstairs the ensuite primary bedroom has a walk-in closet, great covered balcony area and a dual sink bathroom with glass enclosed shower. Additional 2 bedrooms in the front of the upstairs share a hall bath and laundry closet with washer and dryer included. Montacino is a gated European feeling award winning community with amazing pool area, lake frontage and a convenient location to shopping and i4. This townhouse has a quiet location within the community offering privacy in the back area. All exterior maintenance is included (roof and paint too)! HOA dues include new fiber with internet and channel package and all Montacino amenities.

1393 Benevolent Street, Maitland

$175,000

2 Beds ⋅ 2 Baths ⋅ Visconti West Condo SubDv. ⋅ 32751 Zip Code

Welcome to Visconti! A Gated Waterfront Community in the Heart of Maitland. Step into an easy, low-maintenance living with this move-in ready 2-bedroom, 2-bath condo located on the third floor, offering added privacy and a peaceful, elevated feel. With all new flooring and fresh interior paint, this home is completely refreshed and ready for its next owner. The split floor plan layout offers a comfortable and functional flow, ideal for both everyday living and entertaining. Natural light fills the space, creating a bright and inviting atmosphere throughout. Whether you’re starting your day or winding down in the evening, this home delivers a relaxed, low-stress environment that truly feels like home. Located within the highly desirable Visconti community, residents enjoy resort-style amenities including a sparkling pool, fitness center, clubhouse, tennis and basketball courts, playground, and scenic walking paths with a waterfront gazebo. The gated entry and beautifully maintained grounds enhance both privacy and curb appeal. The HOA includes water service and valet trash, helping simplify your monthly expenses and making condo living even more convenient. Positioned in one of Maitland’s most central locations, you’ll have quick access to I-4, 414, and 434, with nearby shopping, dining, and entertainment options including Maitland Promenade, Winter Park Village, Cranes Roost Park, and Uptown Altamonte. Downtown Orlando is just a short drive away. If you’re looking for a fully updated, move-in ready condo in a gated community with strong amenities and an unbeatable location, this one checks all the boxes.

1440 Lake Shadow Circle Unit 8305, Maitland

$113,000

1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

Great opportunity to own this 1-bedroom, 1-bathroom first-floor unit in a desirable and well-maintained community! This property offers a comfortable and functional layout with easy first-floor access, perfect for both homeowners and investors alike. Currently tenant-occupied with a lease in place through June 30, 2026, providing immediate rental income with future flexibility for personal use. Residents enjoy access to excellent community amenities, including a sparkling pool, fitness center, and playground, all within a lovely and welcoming environment. Conveniently located near major highways, shopping, dining, and entertainment, this property offers both lifestyle and investment potential. Don’t miss this versatile opportunity!

2422 Branch Way Unit 100, Maitland

$299,000

2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code

Elegantly renovated two-bedroom, two-bath second-floor condo in the gated community of Sun Bay Club on Lake Destiny in Maitland. Vaulted ceilings and abundant windows create a bright, airy atmosphere throughout. The gourmet kitchen has been fully updated with 42-inch custom hardwood cabinets, Zodiaq (Cambrian) quartz countertops, a Kohler farmhouse sink, stainless steel appliances, and porcelain wood-plank floors. The kitchen opens to the dining and living areas, featuring a built-in desk, wood-burning fireplace, custom built-ins, clerestory windows, and triple sliding doors leading to a private balcony with a storage closet. The split floorplan includes the primary suite with a walk-in closet and a renovated bath with dual vanities, hardwood cabinets, designer fixtures, a glass-block shower, and natural light from a private skylight. The secondary bedroom has two wall closets and an upgraded bathroom with custom cabinets, a tub, and a skylight. Meticulously maintained with pride of ownership reflected throughout. Features include double-door entry, knockdown ceilings, designer finishes, ample storage, and an interior laundry closet. Additional updates include a new Carrier AC (2023), a new hot water heater (2025), and a new tile roof with gutters, downspouts, and skylights (2024). Sun Bay Club offers a beautiful lakefront pool, lake access with a boat ramp, a tennis court, a dog park, a community meeting room, and a car wash area for residents. Its central location is just minutes from I-4, RDV Sportsplex, Publix, shopping, and dining. Downtown Maitland, Winter Park, and Orlando are only a short drive away.

1000 Winderley Place Unit 239, Maitland

$250,000

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Welcome to Lake Maitland Terrace. Corner unit with screened in porch and lake view. As-is property.

1140 S Orlando Avenue Unit K10, Maitland

$599,000

2 Beds ⋅ 2 Baths ⋅ West Cove Condo SubDv. ⋅ 32751 Zip Code

TURN KEY AND RENOVATED IN SOUGHT-AFTER WEST COVE!! Wake up to breathtaking sunrises with a stunning, unobstructed view stretching across Lake Maitland—the largest lake in the highly sought-after Winter Park Chain of Lakes—from this beautifully renovated, truly turnkey condominium. All flooring, bathrooms, fixtures, paint, AC, water heater, sliding door to balcony, kitchen/appliances, and closet systems have been painstakingly updated to the highest level, making for an unparalleled opportunity to simply move right in and begin enjoying immersive lake views. The primary suite has been reimagined and has its own ensuite bath and a new built-in closet with copious storage, complete with signature views of Lake Maitland. This spacious residence offers an ideal central location, just moments from an array of dining options, Lake Lily Park, Enzian Theater, and convenient access to Interstate 4 via Lee Road or Maitland Boulevard. The monthly association fee—lower than most lakefront communities—provides exceptional value and includes access to lakefront docks (with boat slips available on a first-come basis), a fitness center, an inviting lobby for entertaining, a heated pool and spa, a grilling area with seating, storage for canoes, kayaks, and paddleboards, assigned and guest parking, laundry facilities on every floor, Spectrum cable and internet, as well as water, sewer, and trash services. This property may be under audio/visual surveillance.

1100 S Orlando Avenue Unit 306, Maitland

$324,000

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

Offered at a newly improved price, this highly desirable residence at Maitland Harbour is located within a boutique 38-unit lakefront condominium community nestled in the heart of Maitland. Ideally positioned on Lake Maitland—the largest lake on the Winter Park Chain of Lakes—this intimate and picturesque enclave offers access to the entire chain and a truly exceptional waterfront lifestyle. A hidden gem, Maitland Harbour blends timeless Mid-Century Modern architecture with the serenity of lakefront living. Designed by renowned architect Manfred Lopatka, a protégé of Frank Lloyd Wright, and built in 1964, the community reflects a distinctive Central Florida interpretation of classic modernist design. Inside this beautifully updated 2-bedroom, 2-bath residence offering 952 square feet, you will find light-filled living space with a clean, cohesive aesthetic throughout. The kitchen, renovated in 2020, features quartz countertops, a subway tile backsplash, open wood shelving, and a pass-through to the dining area, creating both functionality and visual connection to the main living space. The open-concept living and dining areas are bright and inviting, with warm-toned wood flooring and neutral finishes. The primary suite is a true retreat, complete with updated flooring (2020), soft natural light, newly added barn-style closet doors for improved storage access, and direct access to the private balcony—ideal for enjoying morning coffee or evening breezes. The en-suite bath, renovated by a previous owner, features neutral finishes and a glass-enclosed shower. The secondary bedroom is spacious and offers consistent updated flooring and fresh paint, and is located adjacent to a full guest bath with recent updates including vanity, lighting, and fixtures. Additional improvements include a new refrigerator (2023), new windows (2024), new HVAC (2025), and fresh interior paint (2025/2026). The community has completed major improvements including new roofs, pool enclosure, and exterior paint, and both the milestone inspection and structural integrity reserve study have been completed and are available for review. Residents enjoy a full suite of lakefront amenities including a waterfront pool, courtyard, boat slips, fishing pier, kayak storage, community room, private storage, covered parking, and an expansive entertaining deck overlooking Lake Maitland. The location is adjacent to historic Fort Maitland Park and directly across from Lake Lily, the heart of Maitland’s Cultural Corridor, known for concerts, the Maitland Art Festival, and the Sunday Farmers Market, and is just a short walk to the Enzian Theater and local dining, with easy access to Winter Park’s Park Avenue offering premier shopping, restaurants, museums, and year-round events. Enjoy low-maintenance lakefront living with beautiful interior spaces, a private balcony, and access to one of Central Florida’s most sought-after waterfront settings.

1000 S Orlando Avenue Unit B25, Maitland

$1,010,000

4 Beds ⋅ 4 Baths ⋅ Dixie Terrace SubDv. ⋅ 32751 Zip Code

PRICE REDUCTION, Incredible price for this property! LOCATION, LOCATION, LOCATION! Ideally situated just off Park Avenue in the highly desirable Maitland/Winter Park area, this beautifully maintained home offers the perfect blend of charm, functionality, and convenience. Featuring 4 bedrooms and 3.5 bathrooms, the home welcomes you with elegant formal living and dining spaces enhanced by detailed trim work, crown molding, and updated lighting. The spacious kitchen is designed for both everyday living and entertaining, showcasing a large quartz island and seamlessly overlooking the inviting family room, highlighted by a stunning fireplace. Step outside to a private backyard retreat complete with a spacious deck and covered patio—ideal for enjoying Florida’s outdoor lifestyle and hosting gatherings year-round. The primary suite, located on the second floor, offers a peaceful escape with its own private balcony—perfect for morning coffee or evening relaxation. The spa-like primary bathroom has been fully updated with a large walk-in shower, freestanding soaking tub, and modern finishes, along with an expansive walk-in closet featuring custom built-ins. Additional highlights include a freshly painted interior, a newer roof (2023), a fully fenced yard, large shed and beautifully landscaped grounds with irrigation and mature fruit trees. The extended driveway leads to a detached 2-car garage equipped with an electric vehicle charging station for modern convenience. Home is zoned for Winter Park Highs school and Dommerich Elementary. It is also conveniently located just minutes from Enzian Theater, Park Maitland School and the top shopping and dining destinations Winter Park has to offer, this move-in ready home delivers exceptional living in one of Central Florida’s most sought-after locations.

1610 Lyndale Boulevard, Maitland

$504,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code

LAKEFRONT PARADISE ON LAKE MAITLAND AND THE WINTER PARK CHAIN OF LAKES. Cue the Jimmy Buffett music as you arrive home to your own serene tropical lakefront paradise here at The Moorings on Lake Maitland. The pace feels a bit more relaxed here on the water! This beautiful, move-in ready FULL lakefront condo is located on the third floor of building 3 which is closest to the water. Imagine every day feeling like a tropical vacation in this coveted community with no outside maintenance for you to tend to. Step onto the elevator and effortlessly arrive at your front door. Step inside to find breathtaking panoramic views of sparkling Lake Maitland through oversized glass doors leading to your own private balcony. Enjoy lake views from every single room, even from both bathtubs! Start your mornings with quiet reflections on your peaceful balcony with the soothing sounds of nature and the lake waters gently lapping on the shoreline. Wind down your evenings visiting with friends on the community lawn or expansive dock under painted skies with cool lake breezes. Launch a kayak from the community dock and explore the wonders and natural beauty found throughout the coveted Chain of Lakes. Have your own boat? Newly renovated Fort Maitland Park is next door with day parking and a convenient boat launch. And from time to time, it’s possible that a private boat slip at The Moorings could come available for private purchase or lease. The spacious interior of this condo offers a pleasing neutral color palette with luxury vinyl wood flooring in the living area and primary suite. Attractive oversized tile graces the foyer, kitchen, dining alcove, bathrooms, and balcony. The current décor leans into a vintage Florida tropical vibe allowing you to easily envision the vacation-every-day-feeling! The spacious foyer includes a walk-in storage closet. The well-appointed kitchen is outfitted with custom wood cabinetry, gorgeous granite counters, stainless appliances, a closet pantry in the hall, and glorious water views from the large pass-through opening with breakfast bar. Dine with friends surrounded by water views from the dinette, from the main dining area (currently used as additional living area), or from your balcony. No worries about lugging laundry to a community space--enjoy a double door laundry closet. The combo living dining area is currently set up as all living space providing wonderful entertaining and lounging opportunities. Wake up every morning to serene water views in this private primary suite with double windows for unobstructed views and French door access to the balcony. The beautiful en-suite has a granite dual sink vanity, walk-in closet, and a garden soaking tub and shower with water views as well! Imagine the relaxing baths you could have here! BR two has cozy carpet and a double door closet with easy access to the hall bath with granite sink vanity and a tub/shower. This is a tranquil community with abundant privacy, but opportunities abound for connection if you’d like. The clubhouse has regular gatherings and events, and the recently refurbished pool and spa are ideal for total relaxation or for connecting with friends. Popular restaurants such as Luke’s, Antonio’s, and Athena’s are found just outside the community and a stone’s throw will land you at Enzian Theater with Eden Bar, the Maitland Art Center, all of the wonderful cultural venues and retail establishments of Winter Park and Orlando, and so much more. Welcome home!

206 Quayside Circle Unit 302, Maitland

$599,900

4 Beds ⋅ 3 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code

Virtually Staged. Short Sale. Welcome to this beautifully maintained 4-bedroom, 3-bathroom pool home offering the perfect blend of space, style, and location! From the moment you walk in, you’ll love the open layout and rich hardwood floors that create a warm and inviting atmosphere throughout. Designed for both everyday living and entertaining, this home features a dedicated office plus separate living, dining, and family rooms—giving everyone their own space while still feeling connected. The updated fireplace serves as a stunning focal point in the main living area, enhanced by natural light pouring in through the skylights. Recent upgrades provide added peace of mind and value, including a paver driveway and new gutters installed in 2019, full home re-pipe in 2021, air ducts sealed and new insulation added in 2021, a new pool pump and new AC compressor (one unit) in 2022, and new bedroom flooring in 2023.The kitchen is a true standout with 42” cabinetry, granite countertops, and newer stainless steel appliances, all overlooking the main living areas for seamless entertaining. A built-in wet bar adds the perfect touch for hosting gatherings and holiday celebrations. Retreat to the spacious primary suite and enjoy large closets throughout the home, providing ample storage for every lifestyle. Step outside to your private backyard oasis featuring a sparkling pool and expansive deck—ideal for relaxing weekends, outdoor dining, and Florida sunshine year-round. Located with easy access to Uptown Altamonte, I-4, 436, and Maitland Boulevard, this home places you just minutes from Lake Lily, Winter Park Village, Downtown Winter Park, and Cranes Roost—offering endless options for dining, shopping, parks, and entertainment. This home truly checks every box—space, updates, location, and a pool to top it all off! ????

448 Stonewood Lane, Maitland

$235,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Grove Condo Ph D SubDv. ⋅ 32751 Zip Code

Now is your chance...3 BR 3 BA Townhome great location close to I-4 and 17/92, Community pool, newer roof (4 yrs) Quiet dead end Street Enter through gate or garage door. Back door opens to laundry room with brand new water heater, brand new garage door opener and a washer and dryer, then into the galley kitchen with a new stainless steel fridge. You have a dining room living room combo and one bedroom and full bath on first floor. Lots of closet space. Front door opens to wooded area and small front porch. Upstairs there are 2 bedroom suites. One bath has shower one with tub. One offers a balcony with lake view overlooking green area. Big closets. Brand new carpet staircase and upstairs bedrooms. This home is close to fine dining restaurants, shopping, hospital, winter Park Village and downtown Maitland Lake Lily and 2 farmers markets. Nice quiet walkable neighborhood.

1550 Gulfview Drive Unit 444, Maitland

$448,500

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

Seller to pay up to one year of HOA! Wake up to shimmering lake views and unwind each evening with breathtaking Florida sunsets in this beautifully refreshed 2-bedroom, 2-bathroom condo. From the moment you step off the elevator, you’re welcomed into a light-filled, open-concept living space highlighted by oversized glass sliding doors that lead to a private enclosed patio—seamlessly blending indoor and outdoor living. The kitchen is both bright and inviting, featuring upgraded cabinetry, a spacious eat-in area, and a large island designed for effortless entertaining. Thoughtful updates throughout include upgraded flooring, brand-new carpet installed just six months ago, and a newer AC unit replaced two years ago for added comfort and peace of mind. Custom-tailored curtains complete the space with a refined, polished finish. cThe primary suite offers a quiet, private retreat with its own bath, while the split-bedroom layout ensures comfort and privacy for guests. Life at The Moorings is centered around a relaxed, lakeside lifestyle—complete with a community pool, heated spa, clubhouse, lushly landscaped grounds, and direct access to Lake Maitland on the Winter Park Chain of Lakes. Spend your days on the lakefront dock or hosting poolside gatherings, then enjoy the convenience of walking to local favorites like Luke’s and Antonio’s or exploring Maitland’s newly designed downtown with green spaces, farmers markets, and vibrant community events.

204 Quayside Circle Unit 504, Maitland

$1,090,000

5 Beds ⋅ 5 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code

HARD TO FIND SKI LAKEFRONT! Classic traditional beauty – ready for a lucky buyer to make home. Stunning water & sunset views over Lake of the Woods from most living areas. Enter into the impressive foyer with curved stairway; light & bright large formal rooms with French doors to wrap around covered porch; Large open kitchen, wood cabinets, granite tops, stainless appliances and breakfast nook to sip coffee and bird watch! Inviting family room with fireplace and custom built in surrounds. First level guest suite and full bath; elevator serves to 2nd level huge Master suite, with open deck and lake views; Master bath, dual vanities, Jacuzzi tub and shower, walk in closet. 2 additional large sunny bedrooms share Jack & Jill bath, 3rd upstairs bedroom is ensuite with a large walk in closet. Lovely landscape provides privacy and beauty. New boathouse and dock are ready for action! Super side entry 3 car garage, storage, huge utility room. Survey, pool plan available. Seminole County Schools PLUS excellent Private Schools within a few miles. Neutral colors, tile roof. Bring your water skis, knee boards, fishing poles & kayaks! Sold As-is; seller may consider decor credit with acceptable offer!

1256 Wellington Terrace, Maitland

$130,000

1 Beds ⋅ 1 Baths ⋅ Visconti West Condo SubDv. ⋅ 32751 Zip Code

Virtually Staged. Water views, major system upgrades, and the best value in Visconti. This beautifully updated 1-bedroom, 1-bath condo is priced $16,000 below the next comparable unit in the community and features over $15,000 in recent improvements, including a brand-new Goodman 2-ton 14.3 SEER HVAC system (2025), a new water heater with an expansion tank (2026), and stylish shaker kitchen cabinets (2025). Enjoy tranquil pond views from both the living room and bedroom, with a large sliding glass door leading to your private balcony. The open-concept layout offers abundant natural light, built-in shelving, and a functional floor plan designed for comfortable everyday living. A separate laundry room adds extra convenience and storage. Located within the gated Visconti community, residents enjoy resort-style amenities including two swimming pools, a fitness center, clubhouse, tennis and basketball courts, and scenic paths. HOA fees include water, sewer, and trash service. Conveniently located just minutes from I-4, Downtown Orlando, Winter Park, Altamonte Springs, major employers, shopping, dining, Walt Disney World, Universal Orlando, and Orlando International Airport. Whether you're a first-time homebuyer, downsizing, or seeking a low-maintenance investment property, this move-in-ready condo offers exceptional value and location. Mortgage savings may be available for buyers of this listing.

1275 Lake Shadow Circle Unit 13206, Maitland

$1,800,000

4 Beds ⋅ 5 Baths ⋅ Woodbridge SubDv. ⋅ 32751 Zip Code

Pre-Construction. To be built. Come build your dream home on this exceptional homesite in the heart of Maitland. This stunning new construction single-family residence will feature 4 bedrooms, 4.5 bathrooms, and 3,567 square feet of thoughtfully designed living space across two stories, showcasing sleek modern finishes and open-concept living ideal for today’s lifestyle. Set on a 0.26-acre cleared lot surrounded by majestic oak trees, the home offers a rare sense of privacy and tranquility while still enjoying all the conveniences of city living. Designed for both comfort and entertaining, the home will include spacious living and dining areas, a gourmet kitchen, and generously sized bedrooms, plus a luxurious primary suite retreat. The outdoor space provides ample room to create your ideal backyard oasis, perfectly complementing the home’s modern design. Located less than a mile from Maitland Community Park, you’ll enjoy nearby sports courts, scenic trails, picnic pavilions, and playgrounds. Just a short walk away are Seminary Lake and the SunRail Maitland station, offering effortless access to recreation and commuting alike. This pre-construction opportunity is a rare chance to own a brand-new custom-style home in one of Maitland’s most desirable and well-connected neighborhoods.

1130 Mechanic Street, Maitland

$2,850,000

5 Beds ⋅ 5 Baths ⋅ Lake Maitland Owl Preserve SubDv. ⋅ 32751 Zip Code

Nestled within the 9-acre Lake Maitland Owl Preserve, this striking contemporary residence—crafted by acclaimed green builder E2 Homes offers a rare blend of architectural distinction, privacy, and natural beauty. Surrounded by protected conservation land, the home delivers a serene retreat just minutes from the vibrant lifestyle of Winter Park. Designed by internationally recognized architect Jose Vengas, the home showcases dramatic ceiling heights, clean modern lines, and expansive glass walls that flood the interiors with natural light while blurring the line between indoor and outdoor living. The thoughtfully designed open-concept floor plan centers around a show-stopping chef’s kitchen featuring custom cabinetry, a statement marble backsplash, and a full suite of premium Sub-Zero and Wolf appliances perfect for both elevated entertaining and everyday living. Living and dining spaces flow effortlessly to a covered outdoor lounge with a fully equipped summer kitchen, overlooking a resort-style pool and spa designed for year-round enjoyment. Whether hosting guests or unwinding in private, this outdoor sanctuary is truly exceptional. All five bedrooms are generously sized private suites, each offering spa-inspired bathrooms with refined finishes and custom detailing. The primary suite is a true retreat, featuring a luxurious bath experience and expansive walk-in closets designed for both beauty and function. A first-floor owner’s suite provides exceptional flexibility for multi-generational living or guest accommodations, while the upper level reveals gallery-style walkways and an elegant terrace that highlights the home’s architectural artistry. With nearly 5,000 square feet of meticulously curated living space, this exceptional estate delivers modern sophistication in one of Central Florida’s most exclusive and private enclaves—just moments from Winter Park’s renowned dining, boutiques, and cultural destinations.

350 Northwind Road, Maitland

$996,000

2 Beds ⋅ 3 Baths ⋅ Isaac Vanderpools Addition To Mailand SubDv. ⋅ 32751 Zip Code

Maitland Architectural Gem - History Meets Modern Luxury. Step into over a century of charm in this extraordinary Victorian-inspired home, originally built in 1901, which was updated with Hardi-plank concrete siding. The great room and end suite expansion was completed in 2000 and has 3,474 Sq ft of living space. Nestled on Maitland’s Historical Trail (#31), this distinguished home has been featured in leading design and lifestyle magazines and blends historic character with thoughtful enhancements, including stained-glass windows, beamed cathedral ceilings, and sweeping wood floors throughout. 2025 new installation of wood floors in the Library, Bonus room, Great-room, upstairs hall, and main suite. The spacious great room with soaring ceilings and a dramatic wood-burning/gas fireplace sets the tone for entertaining, while the formal dining room with magnolia wood walls and vintage built-ins offers elegance for gatherings. The eat-in kitchen is a chef’s dream with a 2nd food prep sink and a wine/entertaining bar. A new stainless gas stove top and a new stainless dishwasher were added in 2025. Three new disposals were added in 2024. Retreat to the master suite, complete with tongue-and-groove wood ceilings, magnolia wood walls, and an ornate wood-burning fireplace! Newly tiled shower (12/2023), dual walk-in closets, and a cozy reading nook. An upstairs balcony overlooks the great room, providing a serene vantage point. The guest wing offers a large separate suite for visitors, with a full bath including a tub and a shower. Thoughtfully designed spaces for comfort and convenience. Outside, a Louisiana-style courtyard with hand-laid brick, mosaic waterfall fountain, and lush landscaping creates an inviting space for relaxation and entertaining. Enjoy the large, newly screened front porch with a ceiling fan for extra breezy comfort. Perfect for morning coffee or sunsets. (re-screen 10/2024) Every detail has been maintained and thoughtfully enhanced, ensuring peace of mind while preserving the home’s historic essence. New Washer hookups converted from gas to electrical (2025). NEW ROOF (2/2024). The newly installed A/C Unit is a Bosch 5 Ton 15-seer, including a new electrical breaker box and a new Tankless water heater installed (8/2024). Updated Balcony (7/2024). Newly recessed lighting in the library and hall (10/2024). All garden lighting installed (10/2024). All new gas lines and valves installed (7/2024). The entire home was re-plumbed (12/2023). Conveniently located, you’re just minutes from Winter Park’s dining, shopping, and cultural scene, and nearby Lake Sybelia and Lake Lily Park. Combine history, luxury, and lifestyle in a home where every corner tells a story and where yours is yet to unfold.

251 W Ventris, Maitland

$1,199,500

5 Beds ⋅ 4 Baths ⋅ Wellington SubDv. ⋅ 32751 Zip Code

Welcome home to one of the best-kept Maitland secrets, the neighborhood of Wellington. This lakefront home enjoys over 125 feet of linear frontage on Lake of Woods, a spring-fed skiable lake. Home is nearly 3,200 square feet, four bedrooms, three baths with incredible sunset views. Home is spacious with a first-floor primary suite and other bedrooms upstairs with generous flex space. Living space features a wood-burning fireplace with a vaulted ceiling and wood beam architectural accents. Two separate covered porches and screened pool make entertaining a breeze. Other features include solar power energy system (paid in full), newer roof, 2024 air conditioner, updated Hardie board siding, new windows, leaf guard gutter system, replumbed and more. This location is pristine close to many amenities and major roadways. This is a unique opportunity to enjoy lake life at its best.

1232 Wellington Terrace, Maitland

$749,900

2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code

LAKEFRONT - Enjoy condo living at its finest from the top-floor Lake Maitland penthouse with million-dollar water and above treetop views, and beautiful panoramic sunrises from multiple rooms. This 9th-floor, 1,685 SF residence features 2 bedrooms, 2 baths, 2 multi-purpose rooms, and an open-concept kitchen, dining, and living area. Centered on the west cove of Lake Maitland, the largest of the Winter Park Chain of Lakes. The primary suite offers a spacious bath with an oversized walk-in shower and walk-in closet. The second bedroom includes guest bath access and a 6-ft soaking tub. Interior features include engineered wood flooring, plantation shutters, grand crown molding, and custom built-ins, display areas and doors. Three sets of French doors open to two balconies overlooking the lake. Balcony features electric hurricane shutters and a private 6’x5’ storage closet. A place of serenity, peace and beauty; with an energy of quiet, expansiveness and closeness to nature. Community amenities include resort-style pool and spa, boat docks, kayak racks, fitness center, clubhouse, and on-site management. Walk to Enzian Theater, Lake Lily Park, community center, library, dining, farmers market; minutes to Park Ave, Whole Foods, Winter Park Village, and major roads.

1100 S Orlando Avenue Unit 956, Maitland

$399,000

3 Beds ⋅ 4 Baths ⋅ Ultra Vista Condo SubDv. ⋅ 32751 Zip Code

Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a sense of privacy and comfort. The thoughtfully designed layout offers flexibility and convenience across two levels. The main floor features a spacious primary bedroom complete with a walk-in closet and private bathroom. Also on the first level is a welcoming living area with vaulted ceilings, creating an open and airy feel, along with a dining space that looks out through French doors. The kitchen is well-appointed with stainless steel appliances, stone countertops, and ample workspace, making it ideal for everyday living and entertaining. A screened rear porch extends the living space outdoors, perfect for relaxing or enjoying Florida evenings. Upstairs, you’ll find a second primary bedroom with an attached bathroom, offering a private retreat for guests or multi-generational living. A third bedroom, also with its own bathroom, is located just off a landing that overlooks the living area below, adding architectural interest and an open-concept feel. Significant updates completed in 2024 enhance both comfort and long-term value, including a new roof, upgraded air conditioning system with a 10-year manufacturer warranty, fully updated plumbing, and modern electrical improvements with new breaker boxes, switches, and receptacles. Interior finishes include wood flooring on the main level, luxury vinyl plank flooring upstairs, tile in wet areas, energy-efficient Low-E double-pane windows, recessed LED lighting throughout, and updated fixtures in the kitchen and closets. The exterior was freshly painted in 2025, adding to the home’s curb appeal and move-in-ready condition. With its low-maintenance design, versatile floor plan, and unbeatable location near Winter Park’s Park Avenue and the scenic Chain of Lakes, this home presents

1994 Kenaston Road Unit 1994, Maitland

$1,100,000

4 Beds ⋅ 4 Baths ⋅ Lake Sybelia Cove Ph 01 SubDv. ⋅ 32751 Zip Code

Nestled in the QUIET, oak tree lined and GATED community of LAKE SYBELIA COVE, this CUSTOM-built TUSCAN-style home offers a respite from the outside world and over 3,000 sq. ft of incredibly beautiful and tranquil living space along with the convenience of daily walks around Lake Sybelia. This IMMACULATE 4-bedroom, 3.5-bath residence features thoughtful design and QUALITY CRAFTSMANSHIP throughout. The GOURMET KITCHEN is equipped with custom cabinetry, granite countertops, an onyx backsplash, a GAS cooktop, and stainless steel appliances, including premium additions like a Viking FRENCH DOOR wall oven, Wolf steam oven, and Bosch dishwasher. On the main floor, the primary suite provides convenience and privacy, along with a second bedroom and full bath. Upstairs, two additional bedrooms each open to private BALCONIES—one offering an impressive VIEW of LAKE SYBELIA. Elegant tray ceilings with crown molding accent the living room, dining room, and primary bedroom. Marble tile flooring flow seamlessly throughout the home, complemented by red oak stairs with wrought iron railings and wide 7.5-inch baseboards. Built for comfort and efficiency, the home includes a RADIANT BARRIER for energy savings, foam-insulated masonry walls on the first floor for better insulation and sound reduction, a whole-house water filtration system, and a GAS water heater. Outdoor spaces include a screened back patio, updated balconies with new drains and flooring, front porch pavers, French drains, and gutters on both the front and back.Recent updates ensure the home is move-in ready. Here are a few of the most recent improvements. NEW tile roof (2023), Exterior painting (2023), Marble flooring installation (2023), Interior painting (2024), Upstairs and downstairs Carrier heat pump HVAC systems (2024 and 2025). Additional enhancements from prior years include CUSTOM front doors and Plantation Shutters on all windows. Located in an excellent school district and just 3 miles from the RDV Sportsplex, this home is conveniently close to the dining, shopping, and all the cultural amenities of MAITLAND and nearby WINTER PARK. Make sure to see the attached video and 3D VIRTUAL Walk Through.

890 Cranes Court, Maitland

$199,000

2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

*HUGE PRICE REDUCTION* Step into effortless living with this beautifully maintained 2-bedroom, 2-bath condo nestled in a highly sought-after gated community! From the moment you enter, you’re greeted by stunning luxury vinyl flooring that flows seamlessly throughout, setting the stage for a bright, open-concept layout that’s perfect for both relaxing and entertaining. The stylish kitchen shines with updated granite countertops and a convenient breakfast bar—ideal for morning coffee or hosting friends. Each spacious bedroom offers its own private retreat, complete with walk-in closets and en-suite bathrooms featuring upgraded vanities for a sleek, modern feel. Unwind on your private balcony with new travertine flooring, where peaceful fountain views create the perfect backdrop for your morning or evening escape. Enjoy added convenience with in-unit laundry and the peace of mind of an AC system replaced in 2021. This vibrant community truly has it all—resort-style pool, clubhouse, fully equipped fitness center, tennis and basketball courts, scenic walking paths, and a charming gazebo overlooking serene lake views. Perfectly located in Maitland, you’re just minutes from shopping, dining, the charm of Park Avenue in Winter Park, and major highways—giving you the ideal blend of tranquility and accessibility. This is the lifestyle you’ve been waiting for!

1325 Lake Shadow Circle Unit 12202, Maitland

$230,000

2 Beds ⋅ 2 Baths ⋅ Ultra Vista Condo SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. This beautiful condo in the heart of Maitland—just minutes from Winter Park, Altamonte Springs, and more—truly has it all! Featuring new floors, a new roof, new windows, new HVAC, new plumbing, fresh interior and exterior paint, new fixtures, and new vanities, this home offers years of worry-free living with everything already taken care of. Outside, enjoy a private parking space, a crystal-blue community pool surrounded by stunning mature trees, and the most welcoming neighbors. Inside, you’ll love the soaring ceilings in the main living space filled with abundant natural light, plantation shutters throughout that elevate every room, beautifully remodeled bathrooms, and a shopper’s dream primary closet—fully walk-in and wraparound. The open living area leads to a screened patio, perfect for relaxing or entertaining, while the primary bedroom even has its own private patio. And you can cozy up by the wood-burning fireplace in the cooler months. With FHA and VA approval, along with conventional and cash options, this move-in-ready condo is accessible to a wide range of buyers. Schedule your private showing today and see for yourself what makes this home so special!

551 Finchley Road Unit 551, Maitland

$243,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs Ph 02 SubDv. ⋅ 32751 Zip Code

Experience lakeside living in this elegant 3-bed, 3-bath townhome in the heart of Maitland! This 1,575 sq ft residence offers refined, comfortable living with tranquil lake views. The townhome features two upstairs ensuite bedrooms—one with a private balcony overlooking the lake, a perfect spot to enjoy your morning coffee—and a convenient first-floor bedroom that provides space and ease. Enjoy a large patio ideal for entertaining, plus community amenities including a pool and park. Prime Maitland location near Maitland City Centre, SunRail, I-4, and upscale dining and shops. Currently leased through 2/2026, this serene lakeside townhome offers the rare flexibility of a strong investment today and a sophisticated primary home tomorrow. Experience the beauty and convenience of Maitland living—book your private tour today!

806 Town Circle Unit 156, Maitland

$350,000

3 Beds ⋅ 2 Baths ⋅ Hamlet At Maitland SubDv. ⋅ 32751 Zip Code

This charming 3-bedroom, 2-bathroom single-family home with the best of Florida living. Located in the north of Orlando (Maitland - Winter Park area). 1.3 miles to the Center of Winter Park Shopping Plaza (Office Depot, UPS, Ross, Marshalls, Home Goods, Five Below, LA Fitness, Petco and Michaels, Whole Foods Markets, and Banking). Access to major highways, minutes to downtown, and Orlando's world-renowned theme parks. This 1,146 square foot home features an open-concept floor plan. Primary suite includes a walk-in closet and a private suite bathroom, plus two additional bedrooms that provide flexibility for guests, family or a home office. 1 car garage with a large driveway that accommodates 2 more cars. The property's best feature is solar panels owned outright! With an average monthly bill of $35.00!!! Don't miss your chance to make it yours - schedule a private showing today!

1033 Hamlet Drive, Maitland

$279,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code

Welcome to 920 Park Lake Circle in charming Maitland, FL — a beautifully updated 3 bedroom, 2 bath condo offering style, warmth, and unbeatable location. Step into a bright, open living space with an upgraded kitchen featuring shaker cabinetry, quartz countertops, stainless steel appliances, and designer lighting. Wood laminate flooring runs throughout all living areas, with the exception of the stairs, offering a clean and low maintenance feel. This peaceful lakefront community offers a sparkling pool and private lake access, perfect for Florida weekends. HOA covers all exterior maintenance, so you will never need to worry about lawn care or tree work. The garage door has also been recently replaced, offering added convenience and curb appeal. You’re just minutes from Maitland Community Park, with scenic walking trails, tennis courts, and playgrounds. Explore the nearby Art and History Museums Maitland, local cafés, boutiques, and downtown Maitland’s farmers market. Zoned for top rated Domerich Elementary and Maitland Middle School, and just a short drive to Winter Park and downtown Orlando, this condo blends lifestyle and location like few others.

920 Park Lake Circle Unit 36, Maitland

$540,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code

Welcome to The Moorings, a rarely available lakeside community perfectly positioned across from beautiful Lake Lily. This fully renovated 4th-floor condo combines modern elegance with stunning water views of Lake Maitland, visible right from your living room and screened-in balcony. Inside, you’ll find an open, light-filled layout with white-oak luxury vinyl flooring that sets a clean, contemporary tone. The kitchen has been completely updated with premium appliances, quartz countertops, and brass fixtures, creating a space that’s both stylish and functional. The primary bedroom suite features a spacious walk-in closet and a beautifully finished en-suite bathroom with a large walk-in shower. A second bedroom and full bath offer plenty of room for guests or a home office. Additional conveniences include an in-unit laundry room with washer and dryer, plus elevator access for easy entry. Residents of The Moorings enjoy a host of amenities, including a sparkling community pool, private boat docks, a scenic pier with seating area, a fitness center, and a clubhouse for gatherings. Located just minutes from top-rated restaurants, shopping, and entertainment in Maitland and Winter Park, this condo offers the ideal blend of tranquility and city convenience. Come experience lakefront living at its finest.

206 Quayside Circle Unit 404, Maitland

$120,000

1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

**ATTENTION INVESTORS** Take advantage of this great opportunity and Add this income producing property to your portfolio with tenant in place. Corner unit 1 bed 1 bath condo with new laminate floors and granite countertops. This second floor unit means there is no one above you and has a pool view located steps away. The mailbox and pool are only a few steps away. Location is walking distances to Publix, Starbucks and many other stores. It is also just a 10 min drive to Full Sail University and a 30 minute drive to the parks. Best location in Orlando! Best Return available!

2517 Caper Lane Unit 205, Maitland

$400,000

2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code

Breathtaking views of Lake Maitland, the largest lake of the desirable Winter Park Chain of Lakes. Enjoy sunrises across the lake from the privacy of your balcony overlooking the pool. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to I-4 and Maitland Blvd. Your association fees include access to the lakefront docks (boat slips assigned on availability basis and free of charge), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, assigned and guest parking, laundry room on each floor, cable and internet through Spectrum, plus water, sewer and trash. Elevator has secured access to your floor.

1100 S Orlando Avenue Unit 208, Maitland

$365,000

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Welcome to Montacino, a gated community offering both convenience and charm. This updated 3-bedroom, 2.5-bath townhome combines modern finishes with a comfortable, functional layout. The first floor features an open design with spacious living, dining, and kitchen areas that flow seamlessly for everyday living or entertaining. The kitchen includes granite countertops, stainless steel appliances, and a stylish backsplash, with views of the covered back porch overlooking a peaceful green space. A convenient half bath is also located downstairs. Upstairs, the primary suite offers a private balcony, walk-in closet, and en-suite bath with dual vanities and a walk-in shower. Two additional bedrooms, a full bathroom, and a conveniently located laundry closet with washer and dryer complete the second level. Recent updates include new laminate flooring downstairs, along with a new microwave and refrigerator. The home also includes a one-car garage. Residents enjoy truly maintenance-free living, with the HOA fee covering internet, cable TV, exterior pest/termite control, roof repair and/or replacement, and exterior upkeep, as well as access to a resort-style pool, beautifully landscaped grounds, and lakeside sidewalks perfect for a stroll. A transferable home warranty is also available for added peace of mind. Ideally located near I-4, Winter Park, and Downtown Orlando, this home offers the perfect balance of a peaceful retreat and city convenience.

1291 Blessing Street, Maitland

$251,500

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code

Live on Lake Maitland, part of the Winter Park Chain of Lakes, for just $250,000! This 2-bedroom, 1.5-bath condo in Lake Maitland Terrace is one of the most desirable units in the community, offering 816 square feet and a prime second-floor corner location with a screened-in front porch. Inside, you’ll find spacious living areas with bamboo flooring, plantation shutters, and abundant natural light. The porch extends your living space and is the perfect spot to quietly sip your morning coffee. Thoughtful upgrades set this home apart. The washer and dryer are conveniently located in the hallway, preserving closet space in both bedrooms. The primary bedroom features a true walk-in closet, and both bedrooms include custom closet systems that maximize storage and style. Opportunities to live on the Winter Park Chain of Lakes at this price point are incredibly rare. With its generous layout, upgraded features, and unbeatable location, this condo is a standout that won’t last long.

1140 S Orlando Avenue Unit F9, Maitland

$535,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

RARE OPPORTUNITY – Enjoy lakefront living with a PRIVATE BOAT SLIP on the Winter Park chain of lakes in this top-floor penthouse condo. The Moorings on Lake Maitland, one of Central Florida’s most coveted waterfront communities. This spacious 2-bedroom, 2-bath residence offers soaring vaulted ceilings, breathtaking lake views, and your own assigned private boat slip—a rare find on the Winter Park Chain of Lakes. Step inside to an abundance of natural light and a thoughtfully designed floor plan with no upstairs neighbors, ensuring maximum privacy and quiet. The large living area opens to a glass-enclosed sunroom with panoramic views of Lake Maitland—perfect for morning coffee or relaxing at sunset. The kitchen is bright and functional, featuring a breakfast nook and walk-in pantry. The split-bedroom layout offers privacy and flexibility. The primary suite includes a handicap-accessible bath, generous closet space, and tranquil lake views. The guest bedroom and full second bath are perfect for visitors or a home office. The laundry is conveniently located tucked off the main hall, and with custom closets in both bedrooms the amount of storage is great. For larger items the unit includes a locking storage closet on the landing, and is perfect for bikes, golf clubs, holiday decorations etc. The unit comes with one reserved covered parking space and plenty of guest parking. The complex has a newly renovated pool, hot tub & clubhouse. Whether you're looking for a primary residence or a low-maintenance lakefront retreat, this rare top-floor condo offers an unbeatable combination of comfort, convenience, and waterfront access. Live the Florida lake lifestyle—schedule your private showing today!

202 Quayside Circle Unit 404, Maitland

$150,000

1 Beds ⋅ 1 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

This third floor, 1 bedroom, 1 bathroom condo is located in the gated community of Visconti in Maitland near local shops, restaurants, schools, Maitland Boulevard, and I-4. Features include a spacious living room with vaulted ceilings, a lovely kitchen, a large bedroom with walk-in closet, laundry room, and balcony with a storage room. The Visconti community offers a variety of amenities to include a resort style swimming pool, clubhouse with business center, gym, basketball and tennis courts, a playground, and a car wash area.

1125 Lake Shadow Circle Unit 5305, Maitland

$515,000

3 Beds ⋅ 4 Baths ⋅ Preserve At Maitland SubDv. ⋅ 32751 Zip Code

This home does more than check boxes. It tells a story. Minutes from downtown Winter Park, this modern residence offers the kind of design and layout that transforms daily routines into meaningful moments. Step inside to find tall ceilings, wide-plank wood floors, and a chef’s kitchen with quartz countertops, a gas range, and space to gather, cook, and connect. Each bedroom is a private suite with its own bathroom and custom closet system. A walk-in pantry, linen closet, dedicated laundry room, loft, and oversized two-car garage provide smart storage and flexibility. The floor plan supports both quiet mornings and lively evenings with room to grow, recharge, and entertain. Upstairs, the primary suite opens to a private balcony and a large patio perfect for a quiet coffee or a vibrant sunset gathering. The backyard is fully fenced and features premium LifeProof turf installed in November 2024. Outdoor outlets on both floors, a built-in gas line for grilling, and a paver patio create an ideal setup for open-air living. Recent upgrades include a roof, A/C, and water heater installed in 2020, along with a UVC light in the air handler to enhance air quality. The community offers access to Lake Howell Creek for fishing and kayaking, shared green space, and a low-maintenance lifestyle with a friendly neighborhood feel. With easy access to Park Avenue, major highways, restaurants, and shopping, this home is a refined blend of design, comfort, and location. It is ready for its next chapter.

2162 Lake Howell Preserve Court, Maitland

$2,475,000

6 Beds ⋅ 6 Baths ⋅ Packwoods Plan/Maitland SubDv. ⋅ 32751 Zip Code

The Winter Park Chain is the context; the shoreline of Lake Minnehaha is the setting. A three-story, columned home opens with an honest, crafted tone: new low-profile concrete tile roof, operable cypress shutters with hand-forged hardware, Chippendale balustrades, and a beveled front door offering almost 6,200 sq. ft. curated for light, views, and everyday lake living. Inside, the home is bright and airy—sunlight does the work here. A direct foyer sightline leads you to a rear wall of French doors that draw in a calm, even glow of natural light across heart-of-pine floors and disciplined millwork: raised-panel wainscot, multi-step crown molding, and architectural beams. Those doors open to a full-length covered lanai; beyond, a heated saltwater pool and spa step down to a deep backyard and a private dock with a covered boat slip and adjoining lounge deck. The kitchen is built to perform so life feels easy. Morning coffee, weeknight pasta, Saturday crowds, it handles all of it. Sub-Zero refrigeration with additional refrigerator drawers, a Thermador six-burner gas range, two dishwashers, and a warming drawer. Granite counters surround a prep island with rinse sink; the peninsula takes the laptops and late plates. A dry bar with wine cooler ties to the dining room for effortless pours and keeps glassware close at hand. Just off the family room, the primary suite claims a quiet corner and opens to the lanai; coffee at sunrise, warm light at day’s end. A large custom walk-in closet answers storage; the bath finishes the suite with tumbled marble, Kohler fixtures, and a cast-iron vintage tub. At the center of the first floor, a deliberate service run keeps daily life organized: powder bath, temperature-controlled wine cellar, a straight sightline to the first of two laundry rooms and the garage entry ending at a private interior stair to a secluded in-law/guest suite with its own full bath. It’s independent, quiet, and ideal for long stays or live-in support. The main stair brings you to a second level arranged with intent. One wing holds three bedrooms around a shared bath. An office corridor carries you to the lake-view great room under a coffered ceiling; triple French doors open to the full-length upper veranda. Another bedroom on this wing enjoys its own veranda access with a full bath close by. Above it all, the third floor is a generous, flexible loft fit for a screening room, billiards or game lounge, studio, gym, or a collector’s library with practical storage tucked to the edges. Quiet systems match the craft: Cat-5 wiring, surround sound, central vacuum, and two laundry rooms. Recent updates keep the essentials current: new HVACs (2020, 2021) and a new dock (2024). Zoned for Maitland Middle and Winter Park High, this home is tuned to everyday rhythm: water out back, light throughout, spaces that work the way you live. From lanai shade to the last light on the lake, it delivers on its promise—an honest, crafted place where the architecture serves the life it keeps.

604 Minnehaha Lane, Maitland

$160,500

1 Beds ⋅ 1 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

Wake up to views of the gentle shimmer of Lake Shadow in this beautifully refreshed 1-bedroom, 1-bath top-floor condominium in the desirable GATED COMMUNITY of Visconti West. Tucked away on the 3rd (top) floor, this home offers a PEACEFUL RETREAT with no neighbors above and sweeping water views from both the bedroom and your PRIVATE BALCONY. Step inside to a fresh, airy interior with BRAND NEW CARPET and an open floor plan designed for both relaxation and entertaining. The Kitchen is a modern delight, featuring STAINLESS STEEL APPLIANCES, solid surface countertops, a sleek backsplash, and a breakfast bar—perfect for lingering over morning coffee or casual meals with friends. Just off the Kitchen, a separate Laundry Room with washer and dryer adds convenience. The Living Room flows naturally to the COVERED, SCREENED-IN BALCONY, where the lake provides a tranquil backdrop to your morning routine or evening unwind. Enjoy the added bonus of a STORAGE CLOSET on the balcony, perfect for keeping seasonal decor or outdoor gear. The spacious Bedroom with a generous WALK-IN CLOSET, feels like a personal sanctuary with a large window framing the water and soft natural light filling the space. Life at Visconti West means RESORT-STYLE AMENITIES at your doorstep—swim in the sparkling pool, stay active in the fitness center, meet friends at the clubhouse, or enjoy the playground and sports courts. Water service and VALET TRASH are included in your HOA, giving you more time to enjoy the things you love. Perfectly situated near I-4 and SR-414, you’re minutes from DOWNTOWN MAITLAND, the charm of WINTER PARK VILLAGE, scenic CRANES ROOST PARK, and the dining and shopping of UPTOWN ALTAMONTE. With Downtown Orlando just 15 minutes away, you’ll have the best of both worlds—serene lakefront living and vibrant city access. Don’t miss this opportunity for TOP-FLOOR PRIVACY, gorgeous lake views, and a vibrant community—schedule your private showing today!

1400 Lake Shadow Circle Unit 10306, Maitland

$190,000

3 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

OWNER MOTIVATED! PRICED TO SELL!! Resort style living in this sought after gated community located near the Maitland Exchange. A rare find to have a 3 bedroom with Dual Master suites, 2 full baths located on the 2nd floor in Building 7 just steps away from the 2 Lakefront Pools, Fitness Room and a well appointed Clubhouse for special events. This unit features a fully equipped kitchen with granite countertops, all the appliances, a dedicated pantry and a separate closet with a full size Washer/Dryer. This spacious Floor plan features two Master Suites with ceiling fans and generous sized Walk-in Closets. The Living Room has built -in shelves, ceiling fan and sliding glass doors to access the screened in balcony. There is also a separate storage closet located on the balcony. Monthly fees include: Water, Sewer, Valet trash pick-up just outside your front door, Pest control, Termite Bond & Building insurance which takes care of the roof and exterior maintenance. The many amenities include: a car wash kiosk, lighted tennis and basketball courts, playground, Clubhouse, Fitness room and 2 Resort style pools surrounded by Tropical Landscaping. This is a pet friendly community! See attachments for more info on Visconti West. Prime location with easy access to I-4 for a quick commute downtown or to the beaches, convenient to the RDV Sports Complex, Restaurants, Shopping and more. Call and schedule your private showing today!

1460 Lake Shadow Circle Unit 7204, Maitland

$476,500

4 Beds ⋅ 2 Baths ⋅ Stonewood SubDv. ⋅ 32751 Zip Code

“Back on the market due to buyer financing. No fault of the seller.” STONEWOOD. This desirable community is located in Maitland, Seminole County City limits. This four bedroom, two bath, beatiful lakefront home awaits you! Do not miss out on this wonderful opportunity. Stonewood subdivision is a beautiful area under beautiful mature oak trees with a well kept yard. The home sits high above with the view of the lake. In addition, the home has vaulted ceilings and a wood burning fireplace. Two of the rooms are walled with Pella windows looking over the lake. The kitchen and dining area are adjacent to one another and have Pella doors leading to the outside deck. The floors are a combination of carpet, large light tiles, and Bruce wood floors. This home is located near churches, schools, the Maitland Center and I4, all conviently located in Central Florida. Make this home your very own to enjoy!

449 Forestwood Lane, Maitland

$275,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Grove Condo Ph B SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Welcome to this exquisitely renovated home offering the best value in the maintenance-free community of Park Lake Grove! This stunning 3-bedroom, 3-bathroom property features 1,328 square feet of beautifully updated living space and a rear-facing, fully enclosed one-car garage. Every inch of this home has been thoughtfully renovated with quality and style in mind. Step into the gorgeous NEW kitchen featuring custom NEW cabinetry, sleek granite countertops, and a full set of brand-NEW stainless steel appliances, making it as functional as it is beautiful. The kitchen flows seamlessly into the living space, where premium luxury laminate flooring offers a sophisticated look with superior durability and comfort. The main level includes a convenient guest room with sliding doors that opens to a private, tiled courtyard with a quaint garden area—perfect for relaxing or entertaining and a fully renovated bathroom . No front-facing neighbors provide enhanced privacy while enjoying the serene front patio and upstairs balcony, offering peaceful wooded views. Upstairs, you’ll find TWO oversized PRIMARY SUITES EACH WITH IT'S PRIVATE BATHROOM, each designed as a personal retreat. The front-facing suite features a private balcony, ideal for morning coffee or unwinding in the evenings. Additional highlights include: Brand New tankless water heater, New AC system, New washer and dryer included in a spacious laundry room with ample storage, Fresh interior paint, fully renovated kitchen and bathrooms! Located in the highly desirable Park Lake Grove community in Maitland, close to Winter Park's best dining, shopping, and cultural attractions. The HOA includes exterior building maintenance, landscaping, a community pool, and access to a private dock on Park Lake—perfect for relaxing by the water. This is truly a move-in-ready home offering worry-free homeownership and luxury living in one of Central Florida’s most sought-after areas. Don’t miss out—schedule your private showing today!

1618 Gulfview Drive Unit 417, Maitland

$170,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code

PRICE REDUCTION! LOCATION! LOCATION! LOCATION! INVESTOR SPECIAL! This 3-bedroom, 2.5-bath condo in the heart of Maitland offers unbeatable convenience, just minutes from shopping, dining, and easy access to I-4. BRAND NEW AC! All bedrooms are located upstairs, with spacious layouts. The garage has been converted into a bonus room with A/C, perfect for a home office, gym, or additional living space. Enjoy your own private, fenced patio, and take advantage of the community amenities including a sparkling pool, a dock on Lake Gem, and beautifully maintained landscaping with mature trees. Zoned for top-rated schools. This is a prime opportunity for investors or anyone ready to unlock this home’s full potential. Don’t miss it! Call today for your private showing.

860 Park Lake Circle Unit 53, Maitland

$6,650,000

4 Beds ⋅ 6 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

Sold data entry.

119 Whitecaps Circle, Maitland

$425,000

2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code

Wake up to every sunrise from your bedroom window looking straight down the long view of Lake Maitland, the largest lake of the desirable Winter Park & Maitland Chain of Lakes. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to Interstate-4 from Lee Road or Maitland Blvd. The primary bedroom looks out to the lake, has a spacious walk-in closet and offers an ensuite bath complete with tub and shower combo. The guest bedroom has built-ins within the closet, a shelf above the bed, and an adjacent bath with shower. In the hallway is a ventless washer & dryer. The kitchen is fully equipped with GE appliances (fridge, microwave, range, dishwasher), solid wood cabinets with both doors and drawers, and a pass-through to the dining area for entertaining. The dining and living areas create an open great room with views of the lake through the 8’ slider doors. This unit is being sold As-Is and is move-in ready except for replacing the carpet, but it is priced to give you the opportunity to renovate as you wish as this is the most sought after lakefront condominium complexes in the area. Note that the schools are Dommerich Elementary, Maitland Middle and Winter Park High. The monthly association fee (lower than most lakefront complexes) includes access to the lakefront docks (boat slips assigned based on availability), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, laundry room on each floor, cable and internet through Spectrum, assigned and guest parking, secured elevator access, dog walking path, plus water, sewer and trash. Best of all are the views off your spacious lakeview balcony of the Space Coast rocket launches, fireworks and sunrises. This complex is financially sound with the SIRS completed and reserves fully funded, the roof was replaced in 2024, the Milestone Inspection and all repairs were completed in 2025, and the renovation of the pool & spa will be completed in July.

1100 S Orlando Avenue Unit 206, Maitland

$220,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code

Located in the heart of Maitland, this cozy, two-story townhouse features a practical layout with double ensuites and a stair lift, allowing full accessibility. Its inviting open floor plan and private courtyard are designed for everyday functionality and enjoyment. The main living space features a living-dining combination that is open to the kitchen, which boasts stainless-steel appliances and offers direct access to the courtyard, making it an ideal space for daily living and entertaining guests. This three-bedroom, three-bathroom split floor plan design offers privacy and enhances functionality; use the downstairs bedroom with its full private bathroom for guests, or as a media room, game room, hobby room, or however you see fit! Upstairs, the roomy primary suite includes a spacious corner closet for maximum storage and a private screened balcony to unwind at the end of the day. The screened balcony offers protected outdoor relaxation, while the courtyard provides a versatile private outdoor space. Recent updates include a new electric panel in 2022, and the HOA installed a new roof in 2018, ensuring peace of mind for years to come. For those hot Florida days, the community offers residents a well-maintained pool to cool off and relax. Its location is another key element. Convenient access to I-4 and Orange Avenue makes commuting and adventuring across Central Florida straightforward. Schools are just minutes away, and Downtown Orlando is easily accessible. Cultural attractions, including the Orlando Science Center and the Museum of Art, are nearby, offering fantastic entertainment and educational opportunities. Healthcare needs are well-served with hospitals close by. Schedule your showing today to experience this well-maintained townhouse firsthand with modern amenities, a convenient location, and comfortable living spaces that are perfect for your next home.

818 Park Lake Circle Unit 10, Maitland

$515,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code

Here's your chance to own an amazing penthouse condo in the sought after community, "The Moorings on Lake Maitland". Stunning high-end updates to this corner unit with vaulted ceilings and breath taking lake views include, wood floors, custom moldings and millwork, plantation shutters, completely updated kitchen (which has been redesigned to expand into the living space), solid wood cabinetry, Australian quartzite counters, mosaic backsplash, GE Profile SS appliances and an eat-in nook. The glassed-in lanai adds even more to the living space with gorgeous views of the early morning sunrise and evening moonrise over Lake Maitland, part the Winter Park Chain of Lakes. Split bedroom plan provides maximum privacy. Primary suite which opens to the lanai has fully updated bath, dual sinks, step-in shower and a spacious walk-in closet. Fully equipped laundry room, and updated spacious guest bath. So many wonderful details including lots of storage in the custom designed closets throughout and a storage room just outside the unit on the landing, within close proximity to the elevator. New AC in 2021, Reroof 2021, Structural Weatherproofing 2022, Assigned Covered Parking Space, Pool, Spa & Club House Updates. ALL THIS & walkabililty to countless restaurants and shopping!! Schedule a showing now! This one won't last!

204 Quayside Circle Unit 601, Maitland

$390,000

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

This is a well-located townhome in the gated community of Montacino. The unit has been refreshed with new paint throughout, along with new luxury vinyl on the second floor. The downstairs works well for entertaining with an open floor plan featuring Living, Kitchen & Dining areas. There is a nice-size covered rear porch just off the kitchen that faces a shady and treed green space to be enjoyed. There is also an upstairs rear balcony off of the primary bedroom that is sure to impress. The laundry is smartly located upstairs, along with a second bathroom, as well as the second and third bedrooms. This unit offers a short walk to the nicely planned pool area as well as enjoyable strolls on the sidewalk along Lake Charity.

1277 Blessing Street, Maitland

$110,000

1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

Charming 1 bed, 1 bath condo in Carrington Park! Located on the 2nd floor, this unit features vinyl floor recently upgraded from carpet, a private balcony with north-facing exposure, open parking, and access to on-site laundry. Enjoy community amenities including a pool, fitness center, and playground. Low $235/month HOA covers water, trash, exterior maintenance, and more. Please note: the updated photos are shown last in the MLS gallery. Prime Maitland location near shopping, dining, and highways. Great for first-time buyers or investors!

2520 Caper Lane Unit 206, Maitland

$1,200,000

4 Beds ⋅ 4 Baths ⋅ Maitland Club Rep SubDv. ⋅ 32751 Zip Code

Stunning Estate Home in Maitland Club! Welcome home to this renovated, 4-bedroom, 3.5 bath pool home with 2-car garage. Offering 3,870 Sf of luxurious living space including formal living and dining rooms, a home office, family room, & more. Sophisticated updates have been recently completed, including a BRAND-NEW ROOF (2024), hexagon tile in the office and living room, accent wall with fireplace, and a modern kitchen that showcases high-end black appliances, contrasting cabinets and bright white Quartz countertops, brass hardware, and a herringbone backsplash. French doors off the living, family, and primary bedroom open to the covered lanai and provide pool views from every angle within the home. The first-floor primary bedrooms is generously sized and has a gorgeous en suite that's been updated with a new double-sink vanity, new lighting, new soaking tub, and new walk-in shower with elevated subway tiling. Upstairs are 3 additional bedrooms each with ample closet space and a hall bath. You'll enjoy spending time underneath the covered lanai and taking advantage of the beautiful pool during Florida's summer months. This home offers a quiet backyard wtih a brick wall for extra privacy. Located in Maitland Club residents of this community enjoy 24-hour guard gate access, quiet streets with sidewalks for walkability, and community tennis courts. Zoned for Lake Sybelia Elementary, Maitland Middle, and Edgewater High and within minutes of highly-rated private schools there are plenty of A-rated schools just around the corner. Showings are by appointment only, schedule yours today.

960 Brightwater Circle, Maitland

$200,000

2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

Welcome to carefree living in the sought-after Visconti community of Maitland! This beautifully updated 2-bedroom, 2-bathroom condo offers 1,048 square feet of stylish comfort and top-floor privacy—with no neighbors above you. Step inside to discover newer luxury vinyl plank flooring, kitchen appliances, and fixtures. Both bathrooms have been tastefully refreshed with new vanities, new toilets, and updated fixtures and additional upgrades include a 2022 water heater, 2021 HVAC system, newer bedroom windows, and newer lighting fixtures in the kitchen, dining area, entryway, bedrooms, and living room—creating a bright and inviting space throughout. There’s also a balcony to enjoy quiet evenings on! The community features tennis courts, dog walking stations, lakeside walking paths, car wash stations and two shimmering pools overlooking Lake Shadow. You ’re also minutes to I-4 and 429 connecting you to anywhere in Central Florida and less than 15 minutes to downtown Orlando, Target , Publix, Costco and the Orlando Sportsplex (Formerly RDV) which houses Genesis Health Club, an aquatics center, and multiple sports courts. Currently tenant-occupied, the Visconti community welcomes primary owners and long-term tenants.

1325 Lake Shadow Circle Unit 12303, Maitland

$8,925,000

5 Beds ⋅ 8 Baths ⋅ Adams Grove SubDv. ⋅ 32751 Zip Code

Villa Serenata, a lakefront legacy on Lake Maitland. Behind private iron gates along the storied shores of Lake Maitland, Villa Serenata presents a rare opportunity to own a distinguished Mediterranean estate on the renowned Winter Park Chain of Lakes. On approximately two acres of meticulously curated grounds, this extraordinary residence feels less like a home and more like a private resort, crafted for those who appreciate timeless architecture, thoughtful design and elevated lakefront living. A sweeping circular driveway welcomes you beneath a canopy of soaring royal palms and majestic live oaks, immediately setting the tone for what lies beyond. As the automated gate opens, the property reveals itself as a serene sanctuary where elegance and privacy coexist in harmony. The 6,634-square-foot main residence showcases interiors by acclaimed designer Ted Maines, unfolding across two levels of refined sophistication. The Mizner-inspired living room commands attention with dramatic 24-foot wood-beamed ceilings and twin walls of arched French doors, one framing sweeping views of Lake Maitland’s shimmering waters, the other opening to a sun-dappled courtyard where mornings naturally begin with coffee and quiet reflection. The upper level is devoted entirely to the primary suite, creating a private retreat complete with a heatless gas fireplace, spa-caliber bath with soaking tub and steam shower, a bespoke dressing room with custom built-ins, and a rooftop terrace with glass railings offering remarkable lake views. Three additional bedroom suites, each with an en-suite bath and generous walk-in closet, provide comfort and privacy for family and guests alike. At the heart of the home, the chef’s kitchen is equipped with Sub-Zero and Wolf appliances, custom cabinetry, and an expansive prep island designed to transition seamlessly from intimate family meals to catered gatherings of 50. The formal dining room features a dramatic curved wall of windows, turning every meal into a lakefront experience, while the richly paneled library and office offer a quiet space for focused work or relaxed reading. Complementing the main residence is a thoughtfully designed guest compound totaling 1,540 square feet. A private media pavilion delivers a state-of-the-art theater and listening room for film enthusiasts and audiophiles, while the one-bedroom guest apartment above provides a fully appointed living space with kitchen, living area and private entry, ideal for extended family, visiting guests or live-in staff. Outdoor living is equally exceptional. Resort-style travertine surrounds the pool amid lush tropical landscaping, creating a tranquil setting for sun-filled afternoons. A covered lanai with full summer kitchen flows effortlessly from the family room, while an expansive open-air terrace extends from the great room, an inviting backdrop for sunset cocktails overlooking the lake. Villa Serenata is more than a residence, it is a legacy estate, offering privacy, architectural distinction, and a lifestyle centered on one of Winter Park’s treasured waterfront settings.

1640 E Adams Drive, Maitland

$275,000

4 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Lakeside Luxury Living at Visconti West on the First Floor 4BR/2BA Condo in Maitland, FL !!!! This home features a view of Lake Shadow from all of the rooms with a flowing floorplan, tile flooring throughout the living areas, granite countertops, stainless steel appliances, and plantation shutters for an elegant, modern touch. Enjoy your morning coffee on the screened-in balcony patio, perfect for relaxing with breezes from the lake. Convenient perfect sized storage closet located in the patio area. A NEWER HVAC INSTALLED 2021, BRAND NEW SLIDING DOOR, BRAND NEW WINDOWS and A BRAND NEW ROOF! Dive into a lifestyle of comfort and convenience with resort-style amenities that make every day feel like a getaway. Enjoy the sparkling community pool, a welcoming clubhouse, perfect for social gatherings and community events, challenge friends on the tennis courts, stay active in the fully equipped fitness center, take in the tranquility sound of the private lake, or unwind along the walking trails. Additional perks include a termite bond and pest control for the homeowners peace of mind! The community has the convenience a car wash station for easy upkeep. Located within minutes to I-4 making commuting to downtown and turnpike easy, shopping and restaurants ! Schedule your showing today!!

1460 Lake Shadow Circle Unit 7102, Maitland

$396,000

3 Beds ⋅ 3 Baths ⋅ Enclave At Maitland SubDv. ⋅ 32751 Zip Code

Welcome to Montacino—a peaceful, gated oasis where style meets convenience. This 3-bedroom, 2.5-bath townhome offers timeless character and solid craftsmanship, with no rear neighbors and tranquil rear exposure. Designed with enduring finishes, the home features granite countertops, stainless steel appliances, and classic crown molding throughout the main living areas. Enjoy a functional layout with an open-concept living and dining space, a convenient downstairs powder room, and a covered back porch that provides a quiet retreat with peaceful views. Upstairs, the spacious primary suite offers a private balcony, generous closet space, and an en-suite bath. The upstairs laundry closet adds ease to daily routines. Perfectly situated just minutes from Downtown Orlando and the dining and culture of Winter Park, yet tucked away in a serene lakeside setting. The community features a resort-style pool and beautifully landscaped grounds, offering low-maintenance living in a truly charming location. Don’t miss the chance to own in one of the area's most desirable gated communities!

1379 Benevolent Street, Maitland

$253,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs Ph 02 SubDv. ⋅ 32751 Zip Code

Stunning, lakefront 3 bedroom/3 bath condo in Maitland, zoned for sought after Dommerich Elementary and Maitland Middle Schools! This updated residence offers a gorgeous lake view from a large picture window in the living room and the upstairs balcony off the primary suite. There is a private dock right out your front door to load your kayak or paddleboard into gorgeous Lake Gem. Upstairs are two primary suites with plenty of closet space and lots of natural light. The downstairs bedroom is ideal for a home office or guest room with private bath. One car garage and lovely patio area. Lots of updates including new HVAC, electrical panel, updated bathrooms, wood laminate flooring, new light fixtures, new refrigerator, and freshly painted exterior. Neighborhood includes a beautiful community pool and gorgeous landscaping and trees. Amazing location near Park Ave and Maitland City Center for shopping and restaurants. Close access to I-4 and the Sunrail station!

1152 Grove Street, Maitland

$410,000

3 Beds ⋅ 3 Baths ⋅ Enclave/Maitland A-F SubDv. ⋅ 32751 Zip Code

Welcome to turnkey, modern living in the gated community of Montacino (Enclave at Maitland)! This upscale townhome has been beautifully renovated, with a stylish kitchen offering newer top-of-the-line GE Café appliances (2022) including an induction range, a brand-new dishwasher, and gorgeous white quartz countertops, plus neutral wood-like LVP flooring for durability (up the stairway and throughout the 2nd floor)…NO carpet! The open floorplan is ideal for entertaining, with a fresh and airy living/dining/kitchen combo enhanced by bright, custom Benjamin Moore paint. Upgraded lighting, mirrors, and hardware throughout add a luxurious, designer feel. Off the kitchen, a covered rear patio faces an expansive lawn wrapped in trees, providing outdoor enjoyment and completely maintained by the HOA. Upstairs, the spacious Primary Retreat awaits, with a large sitting area (also great for a desk or an exercise bike!), a balcony overlooking the lawn below, a custom walk-in closet by California Closets, and a modern en-suite bath featuring dual sinks and an upgraded TOTO Washlet bidet. Down the hall sits 2 more bedrooms, a full bath, and a laundry closet with storage shelves over the newer Whirlpool washer & dryer. Turnkey living is enhanced by the convenience of multiple storage closets, a downstairs powder room, and a 1-car garage with built-in cabinets and storage racks, plus plenty of guest parking right outside. Walk to the expansive resort-style pool or along the sidewalk overlooking Lake Charity, and drive just 10 minutes to the vibrant shops and eateries of downtown Winter Park or downtown Orlando. Experience the perfect blend of low-maintenance, luxury living in this charming, Montacino home!

1342 Benevolent Street, Maitland

$399,900

3 Beds ⋅ 3 Baths ⋅ Enclave At Maitland SubDv. ⋅ 32751 Zip Code

Prime location in the gated community of Montecino! This beautifully updated 3-bedroom, 2.5-bath townhouse offers a bright and modern layout with new laminate flooring throughout the first floor. The fully renovated kitchen features granite countertops, a stylish backsplash, and newer stainless steel appliances, all overlooking the open porch and peaceful green space—ideal for relaxing or entertaining. Upstairs, the spacious master suite boasts a cozy sitting area, private balcony, walk-in closet, and an en-suite bath with dual granite vanities and a walk-in shower. Additional updates include new carpet upstairs, a remodeled half bath (2023), and a new water heater. Washer and dryer are included. The home also offers a one-car garage and is partially furnished for added convenience. Maintenance-free living in a beautiful community with access to a sparkling pool and scenic lake views. Conveniently located just minutes from I-4, shopping, dining, and Downtown Orlando!

1267 Blessing Street, Maitland

$106,000

1 Beds ⋅ 1 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

Spacious 1-bedroom, 1-bath condo in the desirable Carrington Park community, ideally located in the highly sought-after Maitland/Winter Park area. This well-maintained unit features updated flooring, a new A/C system, and a functional layout. Residents enjoy excellent amenities, including multiple pools, a fitness center, and a clubhouse. An outstanding investment opportunity in one of Central Florida's most desirable rental markets, with convenient access to I-4, SunRail, Downtown Orlando, Winter Park, shopping, dining, major employers, and top educational institutions. The property is currently leased through February 28, 2027, providing immediate, stable rental income from day one.

480 Banyon Tree Circle Unit 100, Maitland

$267,500

2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code

RARE and RENOVATED 2-BED / 2-BATH Condo in GATED SUNBAY CLUB! Fall in love with the secluded placement of this remodeled condominium with its own staircase leading to a dedicated entryway and double entry door. Upon entry, experience the immediate openness of the living space. Volume ceilings, two large transom windows, open floorplan adjoining the living room, dining room and kitchen make this the most functional floorplan in the entire community. DINING/LIVING: Remodel includes granite countertops, hardwood cabinetry with crown detailing, an under-mount sink, built-in trash receptacle and large window make this cooking area a joy for every meal’s preparation. A dining room large window creates an eating space where every meal will feel like a five-star experience. A wood burning fireplace flanked by built-in shelving, and a sliding door leading to your large private balcony sets a mood you’ll love settling into every evening. ENTIRE DWELLING: Owner’s suite shares access to the private balcony. Additional upgrades include two renovated bathrooms, upgraded storage in owner’s walk-in closet, gorgeous shower with glass door and glass block wall. The entire home has been freshly carpeted and painted in a neutral palette will perfectly compliment your own taste of décor and furnishing. Ample guest-bedroom with dual reach-in closet provides all the storage you’ll ever need! HVAC (2023), WATER HEATER (2017) provide peace of mind. SUNBAY CLUB: This small enclave of 68 condominiums offers a uniquely private living experience. Behind the iconic blue gates, you will find a beautiful community enhanced with fountains, open grassy areas, a tennis court, lakefront swimming pool and a boat launch perfect for your paddleboard. Sunbay Club replaced all tile roofs, gutters/downspouts, skylights in 2024. CONDO FEE INCLUDES: CABLE & HIGH-SPEED INTERNET (Spectrum). Fee also covers: Gated Entry, Exterior Maintenance (building/roof), Common-Areas, Landscaping/Irrigation, Lighting/Ponds Maintenance, Pool/Clubhouse Upkeep, Master Insurance Policy (buildings). Combined, these community services reduce your ownership costs tremendously!! LOCATION: Access within minutes World-Class “RDV Sportsplex” (Genesis HealthClub), Interstate-4 (Express), Publix, shopping & dining options. Downtown Maitland, Winter Park and Orlando are only a minutes away. Come see why this is the address you will want to call YOUR NEXT HOME !!

1000 Winderley Place Unit 237, Maitland

$387,000

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code

Sunny and bright 5th floor condo in the coveted Moorings on Lake Maitland is now available! With lake views from both the living room and breezy lanai, this condo is a wonderful opportunity for those seeking the relaxing Florida lifestyle. This 2 bedroom, 2 bath condo has an inviting master suite with an elegant, recently remodeled en suite bath featuring a walk in rain shower and custom vanity. Wood floors and a roomy walk in closet completes the suite. A secondary bedroom also has its own updated bath for plenty of privacy for your guests. A spacious and welcoming great room has a view of Lake Maitland from the tree tops. Open to the kitchen, the great room has plenty of room for both a living and dining room. One of the best features of this condo is the expansive lanai to sit and read, entertain or simply relax. Additional recent additions and updates include sunny new windows, a new stove and microwave. The association recently installed a new roof as well in 2023. The washer and dryer are conveniently tucked in the unit. This condo also includes a large storage closet in the hall across from the unit for all the extras! The Moorings is one of the favorite condo developments in the area with beautiful landscaped grounds and direct access to Lake Maitland with 150 feet of waterfront, an easy access walking path, a large dock and boat slips. A recently renovated, community pool adds to the luxury of Florida living. The Moorings is directly across from Lake Lily and a quick walk to many delicious Maitland restaurants. Stroll over to Lake Lily for the Maitland Art Festival, the Maitland library and Sundays at the Farmer’s Market. In addition, Winter Park is just 10 minutes away with golfing, shopping and dining on Park Ave. Some furniture is available for purchase as well. Cats only on upper floors. Move in ready for a quick close! This peaceful, private and serene condo is just what you are looking for! Please schedule your appointment today!

206 Quayside Circle Unit 504, Maitland

$160,000

1 Beds ⋅ 1 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

Upgraded one-bedroom, one bath Condo in the gated community at Visconti in Maitland with features of spacious living and comfortability. This stunning Condo Unit features with large windows letting in plenty of natural light and giving the common living area a fresh air feel. The dining/living combo opens to a big, screened patio through sliding glass doors. The kitchen overlooks the living and dining room and contains a full suite, including the refrigerator, range, dishwasher, disposal and plenty of cabinet and new granite countertop. The bedroom is also including a large walk-in closet. This unit has oversized laundry room that includes full-size washer and dryer. The unit is fully updated with a new floor and paints. Visconti community comes with professional maintenance of Ponds, professionally landscaped and well-maintained common areas as well as a BEAUTIFUL Resort Style Pool and Club House along with tennis court, fitness, basketball court, car washing area ext. Primely located close to all shopping, entertainment areas and just minutes to major highways, I4. You don't need to look any further for your Dream Home! Schedule your viewing today!

1400 Lake Shadow Circle Unit 10105, Maitland

$390,000

2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code

This charming move in ready furnished (furniture valued at approx. $7,500) first-floor unit is situated in the highly desirable Maitland Harbour condominium complex, nestled in the heart of Maitland. This intimate and picturesque community is ideally located on Lake Maitland and offers access to the entire Winter Park Chain of Lakes. Recently fully remodeled, the unit features stylish décor, abundant natural light, and stunning views of the community pool and Lake Maitland. Every detail, from the fixtures to the window treatments, has been thoughtfully chosen to make this a truly move-in-ready home. The complex is beautifully landscaped with lush tropical foliage and oak trees, complemented by a refreshing lake breeze. Enjoy afternoons on the lake, where you can indulge in water skiing, fishing, kayaking. The unit also benefits from a new roof, a completed milestone inspection, and an up-to-date reserve study. Conveniently located, this property is adjacent to Fort Maitland Park, across from Lake Lily, and just a short distance from downtown Maitland, where you can enjoy the weekend farmers market. It is also minutes from Rollins College, the University of Central Florida, Full Sail University, and the vibrant historic district of Winter Park, known for its fine dining and boutique shopping along Park Avenue.

1000 S Orlando Avenue Unit 4, Maitland

$1,000,000

5 Beds ⋅ 4 Baths ⋅ Versailles SubDv. ⋅ 32751 Zip Code

A home of distinction in the quaint cul-de-sac neighborhood of Versailles in Maitland. Tucked away in an area anchored by Lake Minnehaha where sidewalks frame the streets and are canopied by mature trees, this home rests on almost a ½-acre lot. This two-story 3,175-square-foot residence enjoys timeless architecture with four bedrooms, 2.5 baths in the main house and one bedroom and full bath with generous living space in the casita. The guest house offers so many possibilities and adds charm and function unique to this home. The main house welcomes you in through a gracious foyer with a mosaic tile inlay and opens to living and dining spaces where windows were added to invite in natural light. Kitchen is completely renovated with custom built in-set shaker cabinets manufactured in the Tennessee foothills, marble countertops with Kohler farmhouse sink, marble subway tile backsplash, and Thermador gas range stovetop and stacking oven and microwave combo. A peninsula style counter for ease of entertaining and counter dining. Kitchen and family spaces combine with a fireplace focal point flanked by windows, a space for entertaining with doors that lead to covered porch and screened pool. Green space is abundant in the backyard and front where the home wraps the cul-de-sac corner. Artisan millwork features include crown molding, wainscotting throughout the downstairs and guesthouse, custom-built desk and credenza and custom-built cabinets in family room. The primary bedroom upstairs is spacious with French doors opening to second story deck that provides a peaceful retreat and space for alfresco dining. Primary bath includes a double sink vanity, large linen closet and oversized shower. The guest house is an incredible bonus to this special home and underwent complete renovation in 2020 which included a full bath restoration with designer tile selections, updated large soaking tub and vanity with marble countertop, and updated baseboards and wainscotting. Vaulted ceilings add spacious feel and all-weather awnings with metal roof add to the character. Other upgrades to home include new roof and skylights 2024, Hardie board siding with low maintenance and long-term life, upgraded air-conditioning units in main home and guest house, updated pool pump, storage shed, mature landscaping, recessed lighting and an incredibly large lot for the area. Versailles neighborhood is a quaint community with only 65 homes and zoned for great Orange County Schools which include Lake Sybelia, Maitland Middle and Winter Park High Schools and easy travel to nearby private schools. Access to Interstate 4 is close as well as major roadways. A quick visit out the back gate to the Maitland Community Park provides excellent entertainment options including two playgrounds, basketball, racquetball, and six tennis courts and fitness trails. Versailles neighborhood residents have access to Lake Minnehaha through a dedicated lake lot. A paved walking path that leads straight to Publix and many dining options including Pizza Bruno, Foxtail Coffee, Starbucks and more. Lifestyle abounds at this property and a home like this doesn’t come up often. Call today for a private showing.

1002 Versailles Court, Maitland

$465,000

2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code

Luxury Corner Unit with Stunning Lake Views – Fully Remodeled Experience breathtaking lake views from this fully remodeled, 2-bedroom, 2-bathroom luxury corner unit in the heart of Maitland. With 1,248 sq. ft. of beautifully designed space, this home is flooded with natural light from multiple exposures, setting it apart from other units in the building. Property Features: - Exclusive Corner Unit: Enjoy more privacy and an abundance of natural light from extra windows. - Complete Luxury Renovation: Every detail has been upgraded with high-end materials, from designer flooring to custom cabinetry and quartz countertops. - Stunning Lake Views: Take in expansive waterfront views from your private balcony and living room. - Spacious Open Layout: Floor-to-ceiling windows create an airy, inviting atmosphere with tons of natural light. - Gourmet Kitchen: Features top-of-the-line stainless steel appliances, a stylish backsplash, and a modern waterfall island, perfect for entertaining. - Spa-Inspired Bathrooms: High-end vanities, marble finishes, and a glass-enclosed rain shower create a retreat-like feel. - Large Primary Closet: The primary bedroom features a spacious closet, providing ample storage without compromising space. - Peaceful Retreat: While the primary bedroom does not have a lake view, it offers a quiet and private atmosphere for ultimate relaxation. Thriving Community & Growing Investment Potential: - Booming Development: Maitland is experiencing rapid growth with new construction, shopping centers, and supermarkets, making it an ideal place to invest. - Increasing Property Values: As the area continues to develop, property values are steadily rising, offering a great long-term investment opportunity. - Resort-Style Amenities: Enjoy access to a pool, fitness center, clubhouse, and beautifully maintained landscaping. - Prime Location: Just minutes from Park Avenue in Winter Park, offering world-class dining, shopping, and entertainment. - Top-Rated Schools: Zoned for Dommerich Elementary (9/10) and Winter Park High (7/10). Convenient & Connected: Close to major highways, downtown Orlando, and Orlando International Airport. **Updates & Maintenance:** - Brand-New Water Heater and newer AC in the unit. - The roof of the community has just been replaced, and the entire building has been fully painted, adding to the appeal of this well-maintained property. This rare corner unit offers unmatched lakefront views, natural light, and is located in a high-growth area with rising value. Schedule your private showing today!

1100 S Orlando Avenue Unit 301, Maitland

$2,150,000

5 Beds ⋅ 6 Baths ⋅ Sheridan Place SubDv. ⋅ 32751 Zip Code

This stunning contemporary lakefront residence, completed in 2019, offers almost 6,000 square feet of refined living space with magnificent elevated views of Lake Catherine. Thoughtfully designed with elegant finishes, this two-story, five-bedroom, 5.5-bath residence, plus office/media room and open flex/lounge area that showcases a bright/open floor plan enjoying expansive walls of glass windows/doors that frame the serene waterfront setting. The main level features sleek porcelain tile flooring, soaring ceilings, and sun-drenched interiors. Two separate back-to-back fireplaces connect the formal dining area and living room, while the spacious family room is bathed in natural light. The modern kitchen boasts a large island, high-end appliances, a hidden pantry and laundry room, and a built-in coffee maker. The first-floor primary suite offers lake views, a custom walk-in closet and a spa-like bath with dual sinks, a walk-in shower and a jetted soaking tub. A versatile flex space adjacent to the suite is ideal for a fitness area, office or private retreat. A floating staircase leads to the second level, where a generous bonus room/game room, two additional bedroom suites with walk-in closets and en-suite baths, and another flex room await. The expansive second-floor balcony overlooks the sleek glass-railed pool and provides uninterrupted lake views. A separate parcel across the street includes a private covered dock on the 21-acre Lake Catherine, ideal for kayaking and paddleboarding. The two-car garage, accessed through a gated rear entry, adds convenience and security. In a tranquil, private setting, yet minutes from Maitland’s cultural corridor as well as the vibrant shopping and dining of Park Avenue, this exceptional property seamlessly blends contemporary luxury with lakeside tranquility.

641 Lake Catherine Drive, Maitland

$210,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Grove Condo SubDv. ⋅ 32751 Zip Code

SELLER MOTIVATED, REDUCED! Rare opportunity for spacious condo with beautiful lake, pool and open space view condo in the desirable Park Lake community of Maitland. Close to major transportation routes, employment centers, Park Avenue/Winter Park, Alt. Spgs. and downtown Orlando. Freshly painted. 3/3 with TWO PRIMARY SUITES on 2nd floor with EN-SUITE bathrooms, one of which has a walk-in whirlpool tub and private balcony overlooking greenspace, pool and lake. Downstairs bedroom with adjacent full bath can also be used as den, office or mother-in-law bedroom and has sliding glass door to private courtyard. Great for any generation(s). Many recent bath and kitchen upgrades as well as relatively recent AC, water heater and dishwasher. All rooms have ceiling fans and all bathrooms have exhaust fans. Freshly painted. New circuit breaker panels. Recent re-roof, paint and fences by Condo Association. SEE FLOOR PLAN FOR LAYOUT AND DIMENSIONS (No warranties as to accuracy- confirm for Buyer) MUST SEE !!!

607 Waverly Lane Unit 403, Maitland

$3,200,000

4 Beds ⋅ 3 Baths ⋅ Hollieanna Shores 1st Add SubDv. ⋅ 32751 Zip Code

One of a kind and once in a lifetime opportunity! A stunning lakefront peninsula with panoramic views off the north shore of Lake Maitland, the largest lake on the famed Winter Park Chain of Lakes, is now available. The estate is surrounded on 2 sides with approximately 300ft of lake frontage, 1.54 acres total and .7 acre dry. The home was designed by Nils Schweizer, a student and representative of Frank Lloyd Wright in Central Florida. Was later renovated adding a pitched roof and screened lanai with a pool/spa overlooking the lake! The 4 bedroom, 2.5 bath and 3 car-garage home with workshop has an abundance of windows and viewing areas to capture the beauty of central Florida lakes. This unmatched property has sunrise and sunset views looking out to Dog Island, Summerland Avenue tip, and the Isle of Sicily. The paver-drive and walkway lined with crepe myrtles, plumeria trees and hanging stag horn ferns welcome guests to the covered front porch and the dramatic foyer. Steps lead to the upper living room with wood floors, fireplace and 3 walls of glass and a balcony for breathtaking views of Lake Maitland. Nearby is an office with built-ins, ceiling fans and French doors opening to the immaculate landscape. The east wing leads to the primary bedroom having gorgeous views of sunsets, built-ins, fireplace and spacious contemporary bath: oversized walk-in shower, whirlpool tub, dual vanities and closets. Nearby is the dining room and custom kitchen. The dining room has built-ins and glass sliders to covered pool lanai - perfect for al fresco dining with pool and lake views. The kitchen has designer cabinets, granite counters, butcher block island and pass-through window to the pool wet bar. The kitchen sitting bar opens to the family room with wood floors, a breakfast nook and sliders to the screened pool lanai with 270 degree views of water! The north wing has 3 additional bedrooms and a full bath. The bonus room with vaulted ceilings, fans and glass sliders is ideal for a personal gym, theatre, or large den: it opens to either the 3-car garage or paver walkway to the workshop and backyard. A year-round personal resort with noteworthy plants for the gardener, dedicated workshop, hot tub and large pool overlooking the lake The partially enclosed boat house with a sitting deck is a special spot to enjoy sunrises and sunsets! Home’s generator and 250 gallon propane tank assure you of power! Renovate the current home or start fresh to build your dream home! This property is being sold as-is. The adjacent cleared lot on 125 Whitecaps Circle is also for sale. Purchasing both properties would give the new owner a very unique and stunning peninsula parcel on Lake Maitland on the famed Winter Park Chain of Lakes! See MLS#O6279215

127 Whitecaps Circle, Maitland

$412,500

2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code

Welcome to The Moorings. This 4th-floor condo in the rarely available Moorings community is located directly across from Lake Lily. This spacious 2-bedroom, 2-bathroom unit offers breathtaking views of Lake Maitland from the living room and screened-in balcony. Step inside to discover a bright and airy living area with updated flooring, perfect for entertaining or relaxing. The kitchen and bathrooms retain their original 1980's charm, offering a unique opportunity for customization. The primary suite features a walk-in closet and an en-suite bathroom with a tub and separate shower. Enjoy the convenience of an in-unit laundry room with a washer and dryer. The building is equipped with an elevator and stairs for easy access. The Moorings offers fantastic amenities, including a sparkling community pool, boat docks, a pier with a sitting area. fitness center, and clubhouse. Conveniently located near shopping, dining, and entertainment options, this condo is perfect for those seeking a vibrant lifestyle with easy access to all that Maitland and Winter Park has to offer. This condo is available immediately.

206 Quayside Circle Unit 404, Maitland

$1,700,000

9 Beds ⋅ 7 Baths ⋅ Stonehill SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Short Sale. This home needs love ...Located on the private 57-acre ski lake, Lake Seminary, this 8-bedroom, 7-bathroom home offers breathtaking views and quick access to Winter Park, I-4, and Maitland Town Center. Featuring two master suites and a flexible use suite with a separate entrance, the home boasts a grand entry with double staircases and soaring 24-foot ceilings. The chef’s kitchen is designed for entertaining, complete with granite counters, three dishwashers, double ovens, a warming drawer, and a hidden butler’s pantry. The living room showcases coffered ceilings, a gas fireplace, and sliding glass doors that open to the screened outdoor space. Built with foam-insulated concrete tilt-wall construction, this home includes Smart House technology, a Cat-5E LAN system, audio-visual wiring, a four-zoned TRANE HVAC system. Additional highlights include a theater room with a wet bar, designed as a hurricane-safe room, and multiple laundry rooms for convenience. Outside, the covered pool area features a 30x39 ft pool and heated spa all overlooking the lake.

125 Stone Hill Drive, Maitland

$250,000

3 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

Welcome to your dream condo! This beautifully updated 3-bedroom, 2-bathroom first-floor unit with the screened lanai in Maitland, FL, offers the perfect blend of comfort and convenience. Spanning 1,243 sq. ft., this home features brand-new vinyl flooring throughout and a suite of new appliances, including a refrigerator, oven, cooktop range, hood, dishwasher, washer, and dryer. This beautiful condo comes with a private garage, a carport, and two additional storage spaces, ensuring ample room for all your needs. Enjoy resort-style living with access to community amenities, including a sparkling pool, clubhouse, tennis court, and basketball court. Located in a highly desirable area, this condo is ideal for anyone seeking a modern, low-maintenance lifestyle close to everything in Maitland. Its prime location near I-4 and major expressways ensures quick access to top attractions. Don’t miss the opportunity to make this stunning condo your new home in a gated resort-style community

1175 Lake Shadow Circle Unit 4103, Maitland

$165,000

1 Beds ⋅ 1 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code

Amazing one-bedroom, one bath Condo in the gated community Visconti in Maitland with features of spacious living and comfortability. This stunning Condo Unit features with large windows letting in plenty of natural light and giving the common living area a fresh air feel. The dining/living combo opens to a big, screened patio through sliding glass doors. The kitchen overlooks the living and dining room and contains a full suite, including the refrigerator, range, dishwasher, disposal and plenty of cabinet and countertop. The bedroom is also including a large walk-in closet. This unit has oversized laundry room that includes hook-ups for a full-size washer and dryer. The unit is fully updated with a New Carpet and paints. Visconti community comes with professional maintenance, professionally landscaped and well-maintained common areas as well as a BEAUTIFUL Resort Style Pool and Club House along with a Tennis Court, Fitness, Basketball Court, Car Washing area ext. Close to all shopping centers, entertainment areas and just minutes to major highways, I4. You don't need to look any further for your Dream Home! Schedule your viewing today!

1275 Lake Shadow Circle Unit 13305, Maitland

$355,000

3 Beds ⋅ 2 Baths ⋅ Lake Faith Villas Condo SubDv. ⋅ 32751 Zip Code

PRICE IMPROVEMENT!! Welcome to your dream home at Lake Faith Villas gated community in the heart of Maitland!! This exquisite 2nd story condo offers unparalleled privacy, as it does not share walls with any other unit. With 3 spacious bedrooms and 2 modern baths, this residence is designed for both comfort and convenience, featuring a 1-car carport along with an assigned parking space. Step inside to discover a completely updated interior flooded with natural light, creating a warm and inviting atmosphere throughout. The gourmet kitchen is a chef's delight, showcasing updated European-style cabinetry, sleek stainless steel appliances, a convenient pot filler, stunning quartz countertops, and a pantry closet—ideal for culinary enthusiasts. The generous 19 x 11 primary suite is a true retreat, complete with an en-suite bath featuring a luxurious walk-in shower, a separate water closet, and an expansive walk-in closet. Enjoy outdoor living on the large covered screened-in back porch or the charming screened-in front porch, perfect for relaxation and entertaining. Located in a secure gated community, you’ll enjoy fantastic amenities including a community pool, clubhouse, and private lake access for paddleboarding and kayaking. Additional highlights include bicycle storage, ample guest parking, picturesque walking trails, close to restaurants and shopping. With quick access to I-4 and 429, plus just an hour's drive to the beach, this condo is ideally situated for all your needs. Don’t miss your chance to own this luxurious oasis—schedule your private showing today!Roof 2021, 2023 updated electrical, plumbing, HVAC and Tankless water heater. All mounted TV's included.

251 W Lake Faith Drive Unit 204, Maitland

$245,000

2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace SubDv. ⋅ 32751 Zip Code

Back On Market! Excellence and convenience in Fla Paradise! Iconic Lake Maitland Terrace is the Mid-Century Miami vibe condo community on Lake Maitland. Exceptional 2 bed 1.5 bath is on the Top Floor, corner unit. A beautiful unobstructed lake view from the oversized screened porch. Spacious with 8' ceilings and doors. Gorgeous counter height quartz eating area. Everything is open from the kitchen to the living area. Very light and airy with LVT floors throughout. All cabinets have iron hardware in the kitchen and both bathrooms. The primary bedroom has a large 1/2 bath with a big walk-in closet, a built-in dresser of drawers, and organized hanging compartments. The 2nd bedroom can be utilized as an office or guest bedroom with a built-in Murphy bed. The full bathroom ensures functionality with the same modern fixtures consistent. You'll be the proud owner of a community that is meticulously maintained. Recent efforts include painting all exteriors of the buildings and renovating the pool area. The landscaping is beautifully kept, ensuring a pristine environment. Walking distance to Eden Bar and Enzian theater, Lukes, Antonio's, Francesco's, the Shoppes at Maitland, and festive Lake Lily. This condo is turn-key ready. The pool, clubhouse, shuffleboard, and beautiful lawn areas overlook the boat dock and Lake Maitland. The condo is without the furniture that is shown in the pictures.

1140 S Orlando Avenue Unit F-16, Maitland

$365,000

2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Experience waterfront living in this beautifully updated 2-bedroom, 2-bathroom corner unit, perched on the third floor of the freshly painted West Cove building. With sweeping water views and an open, airy design, this light-filled unit effortlessly combines elegance and comfort. Crown molding frames the spacious living room, dining area, and modern kitchen, all designed to create a seamless flow perfect for entertaining. Step through French doors onto your private balcony and take in breathtaking views of Lake Maitland, the sparkling community pool, and the tranquil beauty of sunrises—on clear days, you can even catch sight of rocket launches! The balcony also includes storm shutters and outdoor storage, adding convenience to this picturesque space. Inside, the updated kitchen is a showstopper with its two-toned cabinetry in classic blue and white, complemented by gleaming Cambria quartz countertops, a stylish tile backsplash, and stainless steel appliances. A counter-height breakfast bar provides a perfect spot for casual dining, while a built-in buffet just outside the kitchen offers extra storage and prep space. The primary bedroom serves as a peaceful retreat with ample closet space and an en-suite bathroom featuring a quartz-topped vanity and a glass-enclosed shower. The second bedroom is a versatile space, perfect as a home office or guest room, with a built-in desk and a cleverly designed Murphy bed hidden behind bi-fold bookcase doors. The adjacent second bathroom boasts a quartz vanity and a tub/shower combination, ensuring comfort for guests. This unit is filled with thoughtful upgrades, including beautiful wood floors throughout the living areas, and a new A/C unit and water heater within the last five years. The building's roof was also replaced within the last two years, ensuring peace of mind. Additional conveniences include a full size stackable washer and dryer inside the unit, abundant closet space, and an assigned covered parking spot. Residents enjoy access to a host of amenities, including a heated pool and spa, a fitness center, outdoor grilling areas, kayak and paddleboard storage, a fishing dock, and a rentable lobby space. The condo fees cover cable and internet, and for added convenience, there's a shared laundry room on the same floor if ever needed. Boat slips are available at no extra charge, although there is currently a waiting list. Located within walking distance of top-notch shopping and dining, this meticulously updated home offers the perfect blend of luxury, convenience, and lakefront living. Don't miss your chance to experience the West Cove lifestyle!

1100 S Orlando Avenue Unit 308, Maitland

$222,000

2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code

One or more photo(s) has been virtually staged. Resort style living in this sought after gated community located near the Maitland Exchange. A prime second floor location in Building 6 with an amazing pond view to enjoy. This spacious 2/2 condo features Dual Primary Suites with a walk- in closet and a dedicated bathroom. An open floor plan offers a generous-size Living/Dining room combination, a fully equipped kitchen with a closet pantry, separate laundry room with a full-size Washer/Dryer. Enjoy sipping your morning coffee on your privately screened balcony overlooking the pond with a fountain. There is also an extra outside storage closet located on the balcony. Newer AC replaced 1/2023 and Bldg. 6 had a new roof completed in 2024. Monthly fees include: water, sewer, valet trash pickup just outside your front door, pest control, termite bond and building insurance which takes care of the roof and exterior maintenance. The many amenities include: car wash kiosk, lighted tennis and basketball courts, playground, Clubhouse, fitness center and 2 resort style pools surrounded by tropical landscaping. This property is eligible for THE AMERICA'S HOME GRANT PROGRAM through Bank of America for Primary Owner Occupants. Visconti West is a pet friendly community. See attachments for more information on Visconti West. Prime location with easy access to I-4 for a quick commute downtown or to the beaches, convenient to RDV Sprits complex, Restaurants, shopping and more. Schedule your showing today.

1475 Lake Shadow Circle Unit 6204, Maitland

$309,000

2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo Unit 01 SubDv. ⋅ 32751 Zip Code

Seller Accepting Backups... Absolutely STUNNING! This spacious 2nd/Top floor 2 BR, 2 BA condo offers 1,275SF of Luxuriously Updated space. Walk through the Double Door entry to find a light flooded living space with gorgeous new 24” Ceramic Tile and Recessed Dimmable LED Lighting throughout. Additional updates include a new opened up Kitchen with 42" Raised Panel Wood Cabinets, Quartz Countertops & Backsplash, Stainless Steel Appliances, Center Island and Closet Pantry. Next to the Kitchen is the Dining Area and Living Room featuring a newly faced Wood Burning Fireplace, Wet Bar with Fridge & Lighted Mirror, Vaulted Ceiling accented by a bank of windows for natural lighting and a Private Covered & Screened Balcony with a storage room. Off the Living Room is a set of Natural Wood Double Doors leading to the large Primary Bedroom which features a Luxurious En-Suite Bath and Walk-In Closet with built-in organizers. The updated bath offers a new vanity, beautiful modern mirror (with dimmable lighting options, a defogger & Bluetooth connectivity) and a Stylish Curved Shower. The second bedroom is split from the Primary, has a Private Covered & Screened Balcony and direct access to the Hall Bath which has also been beautifully updated. The Inside Laundry is conveniently located in the Hall alongside the 2018 A/C. Sun Bay is Maitland’s best kept secret as a Secluded Gated Waterfront Community. Amenities include BRAND NEW TILE ROOF and GUTTERS, CABLE TV AND INTERNET INCLUDED in the fees, a Lakefront Pool & Spa, Community Boat Ramp, Tennis Courts, Car Wash Spot and Dog Park. Sun Bay is located on Lake Destiny, Close to Maitland Office Park, I-4, 414 Maitland Exchange, RDV Sportsplex, Hospitals, Shopping and so much more! Reach Out today to set up a private showing.

1000 Winderley Place Unit 221, Maitland

$320,000

2 Beds ⋅ 2 Baths ⋅ Maitland House SubDv. ⋅ 32751 Zip Code

Fall in love with this 2/2 condo with a prime location. Maitland House is a true hidden gem across the street from the Enzian theater and a few minutes away from historic Park Avenue in Winter Park Florida. The condo is updated with granite countertops throughout and stainless steel appliances in the kitchen. The master suite is 14 x 13 and the guest room is 14 x11 and are very spacious with plenty of closet and storage space. The open floor plan and outdoor living space provides ample room for entertaining or relaxing by the tropical pool area. The Condo upgrades include luxury wood vinyl flooring, AC 2020, Pella windows 2021, hurricane shutters, and washer/dryer combination in unit itself. This floor end unit has an outdoor storage closet as well as an assigned carport space in front of the unit. The association replaced the roof in 2019 and the HOA fees include: cable, Internet, water, trash, sewer, pool, exterior maintenance, and lawn. This rare find is a special place to call home

210 Magnolia Road Unit 110, Maitland

$515,000

4 Beds ⋅ 3 Baths ⋅ Northgate SubDv. ⋅ 32751 Zip Code

(Back on the Market instant Equity house Appraised more than listed Price )Welcome to 1913 South St, a beautifully renovated gem located in a prime and highly sought-after neighborhood. This exquisite property combines modern amenities with classic charm, offering the ideal home for comfortable living. This residence features four spacious bedrooms and two fully updated bathrooms. Each bedroom is thoughtfully designed with ample closet space and large windows that canvas the rooms with natural light. The master suite is a serene retreat complete with an ensuite bathroom boasting contemporary fixtures and finishes. The heart of this home is the open-concept living area seamlessly connected to a stunning kitchen equipped with appliances, sleek countertops, and generous cabinetry space perfect for culinary enthusiasts and entertaining guests alike.this house offers a downstairs with a Second kitchen and combo dinning living room that you can have your in-laws stay in there own private space. Step outside to discover a private backyard oasis featuring landscaping a pool and porch area, making it an ideal space for outdoor dining or simply unwinding after a long day. The expansive patio provides additional room for gatherings or quiet relaxation. Conveniently located close to top-rated schools, parks, shopping centers, and dining options everything you need is just minutes away! Easy access to public transportation adds further convenience ensuring your commute times are kept minimal no matter where your day takes you in the city! This captivating property at 1913 South St isn t just about providing shelter it offers lifestyle; It represents an opportunity - For growth; Comfort And lasting memories Well-designed interiors matched perfectly exteriors place warm welcome Whoever enters Seize Now before too late Contact arrange viewing soonest!

1913 South Boulevard, Maitland

$170,000

2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

This 2-bedroom, 2-bathroom Carrington Park condo offers 1,051 square feet of living space. Featuring an open floor plan kitchen to living room combo with a spacious island for entertaining, this unit boasts vinyl flooring throughout. Both bedrooms have been updated with laminate floors and fresh paint, while the master bedroom includes a walk-in closet. Enjoy relaxation on the private balcony. The community amenities include three pools, a playground, and a gym. It is conveniently located near major highways, restaurants, and shopping centers.

2406 Branch Way Unit 204, Maitland

$318,000

3 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs Ph 02 SubDv. ⋅ 32751 Zip Code

Step into this stunning 3 bedroom, 2.5 bathroom condo located in the highly sought after community in Maitland. Fully renovated and thoughtfully updated, this home offers modern living at its finest. Enjoy sleek vinyl plank flooring throughout. The kitchen boast espresso cabinets with granite countertops and stainless steel appliances. Upstairs you will find all the bedrooms. After a long day, unwind on the screened in balcony off the master suite. Enjoy the convenience of the screened in garage. This condo truly has is all, combining style, comfort, and functionality in one perfect package. Located within minutes of shopping, dining, and highways. Don't miss your chance to make the beautifully updated condo your new home. Call for your showing today!

1155 Grove Street Unit 136, Maitland

$130,000

2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

OWNER FINANCING!! price just REDUCED. Centrally located updated condo, in close proximity to winter park, shopping, and restaurants. A shopping plaza is right next door, and within short walking distance. This larger 2-bedroom condo has just been painted and is nice and clean, new flooring, new Kitchen, renovated bathrooms. Relax on the spacious, screen enclosed porch with nice open view. Carrington Park is a well-appointed community consisting of 2 story brick buildings, and has a fitness center, community pools and a playground. Come and have a look at this great unit, and community.

440 Banyon Tree Circle Unit 102, Maitland

$250,000

2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code

Interest rates are back down! TIME TO BUY! You've been waiting for the perfect affordable and adorable property, here it is! This serene LAKEFRONT TOWNHOUSE is located on beautiful PARK LAKE in MAITLAND! Sit back, relax and let the community take care of all your needs. This 2 bedroom, 1 1/2 bath TOWNHOUSE w/ 1 car garage has been beautifully decorated, renovated and cared for. This community has two pristine pools, beautiful walking/biking paths, a community dock on a lake, is dog friendly and is a 1/2 mile from Orlando Ave. And just minutes to I-4, amazing restaurants, downtown Maitland and beautiful Winter Park. This is the life that you've been looking for. This property is priced to sell, so act fast!

808 Park Lake Circle Unit 5, Maitland

32751 Zip Code Real Estate & Homes with Balcony

Browse All 32751 Zip Code FL Properties with Balcony for Sale