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$299,000
3 Beds ⋅ 1 Baths ⋅ Ridge High 1st Add SubDv. ⋅ 32792 Zip Code
Virtually Staged. Prime Winter Park Opportunity – Original Terrazzo Floors, Solid Block Construction & Endless Potential Discover an exceptional opportunity to own a classic Winter Park home priced at just $299,000. Situated on a generous 0.20-acre lot, this 3-bedroom, 1-bath concrete block home offers 1,208 square feet of living space and the perfect foundation to create your dream home or next investment. Built in 1960, this home showcases beautiful original terrazzo floors, a timeless feature that has become increasingly desirable and can be restored to complement today's popular mid-century modern and contemporary designs. The functional floor plan, abundant natural light, and solid construction provide the ideal canvas for renovation while preserving the home's authentic character. Major improvements have already been completed, including a roof replacement in 2021 and an HVAC system installed in 2018, allowing the next owner to focus on bringing their personal vision to life. To help buyers visualize the possibilities, one of the listing photos features an AI-generated renovation concept illustrating the home's exciting transformation potential. Location is everything, and this home delivers. Nestled in one of Central Florida's most sought-after communities, you'll enjoy convenient access to Downtown Winter Park, Park Avenue, Baldwin Park, Winter Park Village, Rollins College, AdventHealth, top-rated dining, shopping, parks, and major roadways. Whether you're looking to restore a classic mid-century home, renovate for resale, or customize a home that's uniquely your own, opportunities like this under $300k in Winter Park are becoming increasingly rare. Bring your vision and unlock the incredible potential of this Winter Park gem.

2168 Ridge Drive, Winter Park
$575,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Modern Ranch Gem on a Corner Lot | 4 Bed | 2 Bath | 2,126 Sq Ft | Screened Pool | No HOA | Winter Park, FL Welcome to this beautiful 4-bedroom, 2-bathroom ranch-style home in Winter Park Estates! Situated on a desirable corner lot with no HOA, this spacious 2,126-square-foot home offers flexibility, comfort, and plenty of room to enjoy Florida living. The inviting floor plan features a huge bonus room, perfect for a media room, home office, playroom, gym, or additional living space. The updated kitchen offers a fresh, modern feel while maintaining a practical layout. Step outside to your screened-in pool and spacious outdoor area, ideal for relaxing, entertaining, and enjoying the Florida sunshine year-round. With four bedrooms, two full bathrooms, a generous bonus room, a corner lot, and no HOA restrictions, this home offers an exceptional combination of space and convenience in Winter Park. You will be close to charming downtown shops, restaurants, parks, and easy access to Orlando amenities, all while enjoying a quiet residential setting. A must-see for buyers looking for a move-in-ready home with room to live, work, and entertain!

2641 Carvell Court, Winter Park
$439,000
3 Beds ⋅ 2 Baths ⋅ Village Green SubDv. ⋅ 32792 Zip Code
Virtually Staged. This is the one!! Welcome home to this beautifully updated 3-bedroom, 2-bath POOL HOME with NO HOA!! RECENT MAJOR IMPROVEMENTS include a durable 2022 metal roof, a 2023 whole-house repipe, a 2023 A/C system, 2023 hot water heater, a 2022 pool filter, and a 2021 pool pump. Additionally the windows were replaced in approximately 2012 and the electric panel was replaced in 2011/2012. Inside, the RENOVATED KITCHEN is literally at the heart of the home and features stainless-steel appliances, granite counters, solid wood soft-close cabinetry and a farmhouse sink looking out to the pool area. Luxury vinyl plank flooring enhances the main living areas and BRAND NEW carpet adds comfort to the bedrooms. Both bathrooms have been UPDATED and the guest bathroom has been fitted with a walk-in accessible Jacuzzi tub. The freshly painted exterior provides attractive curb appeal. Step outside to your FULLY FENCED private backyard and swimming pool...perfect for relaxing, entertaining, and enjoying the Florida lifestyle. A storage shed is also included. Located in Seminole County with a desirable Winter Park address, the home is convenient to shopping, dining, parks, Full Sail University, UCF, SR 417, and Aloma Avenue. It is zoned for TOP RATED Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High School. With major improvements already completed, this inviting pool home is ready for its next owner. Schedule your showing today!!

7640 Village Green Dr, Winter Park
$189,900
2 Beds ⋅ 2 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code
This charming 2-bedroom, 1.5-bath condo offers a desirable townhome-style layout with spacious living areas and thoughtful storage throughout. The community features deluxe vinyl fencing installed by the HOA, along with a clubhouse and a community pool, providing great amenities for residents to enjoy. Inside, you’ll find the convenience of an in-unit washer and dryer combo, ample storage under the stairs, and a large carport with an attached storage shed. The spacious primary bedroom opens directly to a generous private balcony—perfect for relaxing or unwinding after a long day. Ideally located just 15 minutes or less from UCF, Rollins College, Valencia East, and Full Sail University, and only 20 minutes from Orlando International Airport. Whether you’re a first-time homebuyer, student, investor, or looking to make your move into Winter Park, this home delivers affordability, convenience, and excellent potential.

7468 Canford Court Unit 24, Winter Park
$765,000
4 Beds ⋅ 4 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to 1246 Verdant Glade Place in The Meadows at Hawk’s Crest, where luxury, thoughtful design, and resort-style living come together! This beautifully maintained original-owner 4-bedroom, 3.5-bath home showcases exceptional upgrades, including LVP flooring on both levels, plantation shutters, 8-foot first-floor doors, 5.25-inch baseboards, upgraded cabinetry, custom woodwork, and updated black iron stair railing. The impressive kitchen features quartz countertops, wall oven and microwave, stainless steel appliances, externally vented hood, marble tile backsplash, above- and under-cabinet lighting, and crown molding in the kitchen, dining room, foyer, and half bath. A stunning two-story custom built-in with electric fireplace, display shelving, and storage creates a dramatic focal point in the living area. The first-floor primary suite offers a tray ceiling and custom closet cabinetry, while one upstairs bedroom also features a custom closet. A private office/bonus space and upgraded laundry cabinetry add flexibility and function. Step outside to your own private resort featuring a spectacular saltwater pool and spa with sunshelf, pebble finish, fountains, and bubbler, all within a screened enclosure. Additional highlights include an epoxy-coated garage floor and overhead storage racks. The Meadows includes lawn care, a community pool, splash pad, fitness center, and gated entry. Conveniently located near shopping, dining, major roadways, Winter Park, parks, and trails. This is the Florida lifestyle you’ve been waiting for—come see it now!

1246 Verdant Glade Place, Winter Park
$520,000
4 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 13 SubDv. ⋅ 32792 Zip Code
Florida living at its best! Welcome to this beautifully appointed single-story home, ideally situated on a quiet roundabout and offering the perfect blend of comfortable living and standout outdoor space. Inside, you’ll find a stylish modern kitchen featuring QUARTZ COUNTERTOPS, sleek cabinetry, STAINLESS STEEL APPLIANCES, and a beautiful backsplash, complemented by luxury vinyl flooring and plush carpet throughout. With 2 FULL BATHROOMS, a 2-CAR GARAGE, and convenient one-level living, this home is both functional and inviting. Step outside to your OVERSIZED, FENCED BACKYARD, where a SCREENED-IN POOL AND COVERED PORCH create an ideal setting for relaxing, entertaining, and enjoying the Florida sunshine year-round. Thoughtfully updated and designed for easy living, this home offers the space, features, and outdoor lifestyle you’ve been looking for!

1905 Bonanza Ct, Winter Park
$375,000
4 Beds ⋅ 2 Baths ⋅ Wrenwood Heights SubDv. ⋅ 32792 Zip Code
Nestled in the charming locale of Winter Park, this well-loved split plan home offers a comfortable and inviting atmosphere, perfect for both relaxation and entertaining. The expansive living room seamlessly transitions into the dining room, creating an open and airy space ideal for gatherings. The kitchen is a highlight, featuring a closet pantry, stainless steel appliances, and a convenient pass-thru window to the screened-in patio, enhancing the indoor-outdoor flow. Adjacent to the kitchen, the cozy family room provides a warm setting, with sliders that open to the serene screened-in patio. The primary retreat is off the living room and provides an open concept "L" shaped closet with an ensuite bathroom. Three additional bedrooms share a hallway bathroom, providing ample accommodation. The screened-in patio connects to a generous concrete patio, expanding your living area and offering a perfect spot for alfresco dining in the privacy of a fenced backyard. This home has been lovingly maintained by its owner for over 50 years, it presents a wonderful opportunity for modern updates to suit your personal style.

4963 Tangerine Avenue, Winter Park
$770,000
4 Beds ⋅ 3 Baths ⋅ Preserve At Hawks Crest SubDv. ⋅ 32792 Zip Code
Virtually Staged. Welcome to one of the most uniquely positioned homes in the highly sought-after gated community of Hawk’s Crest. This former Meritage model home sits on a premium corner lot just steps from the clubhouse and resort-style amenities, and is one of the few corner homes in the community permitted to have a private fenced backyard. With more than 2,100 square feet of thoughtfully designed, energy-efficient living space, the home showcases an impressive collection of upgrades and finishes selected to highlight the best Hawk’s Crest has to offer. From the moment you enter, high ceilings and an inviting entryway set the tone. As a former model, the home features upgraded interior doors, cabinetry, baseboards, bathroom vanities, and custom details throughout. The expansive kitchen is designed for both everyday living and entertaining, featuring 42-inch cabinetry, granite countertops, double ovens, a walk-in pantry, stainless steel appliances, and a large center island with pendant lighting overlooking the living and dining spaces. The spacious owner’s suite offers a true retreat with an oversized walk-in closet and en-suite bath featuring dual vanities and a walk-in shower. Three additional bedrooms, two full bathrooms, and a generous laundry room with a utility sink and custom built-in drop zone provide plenty of space, storage, and everyday functionality. Outside, the covered lanai opens to a private fenced backyard surrounded by lush landscaping and complete with a fire pit, an ideal setting for entertaining, pets, or simply enjoying the outdoors. Hawk’s Crest residents enjoy an impressive collection of amenities including a resort-style pool, clubhouse, fitness center, splash pad, playgrounds, dog park, virtual guard gate, and access to Lake Howell. Former model home. Rare fenced corner lot. Extensive upgrades. And one of the shortest walks to the clubhouse in the entire community. This is an opportunity that truly stands apart in Hawk’s Crest.

2286 Marsh Sedge Lane, Winter Park
$575,000
4 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Welcome home to this beautifully presented 4-bedroom, 3-bath home located in Winter Park Estates. Offering a comfortable single-story layout and solid block construction, this home combines character, functionality, and inviting indoor and outdoor living spaces. Step inside to a spacious living area that flows naturally into the kitchen and adjoining living spaces, creating an excellent layout for everyday living and entertaining. One of the standout features is the private in-ground pool, creating a wonderful backyard setting for relaxing, entertaining, and enjoying Florida's year round outdoor lifestyle. The property also offers an attached garage, additional storage, and a functional layout designed to make the most of the home's space. Located in an established Winter Park neighborhood with no HOA, this property offers added flexibility without monthly association fees. The location provides convenient access to shopping, dining, parks, entertainment, and major roadways throughout Winter Park and the greater Orlando area. With its 4-bedroom, 3-bath layout, private pool, block construction, and desirable Winter Park location, this home offers a combination of space, convenience, and Florida living that is difficult to find.

2627 Ambergate Road, Winter Park
$450,000
3 Beds ⋅ 2 Baths ⋅ Oakcrest-516 SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bathroom home nestled in a quiet and desirable Winter Park neighborhood. From the moment you arrive, you’ll appreciate the lush new front landscaping and inviting curb appeal. Inside, the open-concept floor plan creates a spacious and welcoming atmosphere, complemented by soaring vaulted ceilings and beautiful brand-new tile flooring throughout the home. The thoughtfully designed split floor plan provides excellent privacy, with the primary suite separated from the additional bedrooms. The spacious living areas flow seamlessly into the kitchen and dining spaces, creating an ideal layout for both everyday living and entertaining. Fresh, modern finishes throughout make this home truly move-in ready. Step outside to your brand-new backyard pavers, creating a beautiful outdoor space perfect for relaxing, entertaining, or enjoying Florida’s year-round sunshine. With a 2-car garage, stunning updates, beautiful landscaping, and a peaceful neighborhood setting, this Winter Park home offers the perfect combination of comfort, style, and location.

7384 Grand Avenue, Winter Park
$299,900
3 Beds ⋅ 2 Baths ⋅ Temple Terrace Annex SubDv. ⋅ 32792 Zip Code
Virtually Staged. This charming 3-bedroom, 1-bathroom Winter Park home offers 1,520 square feet of comfortable living space and plenty of flexibility. The spacious living areas provide room for relaxing and entertaining, while the bedrooms can accommodate a primary suite, guest room, home office, or additional personal space. The outdoor deck and pergola create additional space for dining, entertaining, or relaxing, while the generous yard provides room for outdoor activities and future possibilities. Conveniently located near shopping, dining, parks, major roadways, and everyday amenities, this home offers an opportunity to enjoy the Winter Park area.

1915 Carrigan Avenue, Winter Park
$254,000
2 Beds ⋅ 2 Baths ⋅ Cedarwood Village SubDv. ⋅ 32792 Zip Code
Virtually Staged. LIVE THE WINTER PARK LIFESTYLE! STYLE, SPACE & LOCATION—THIS ONE HAS IT ALL! Welcome to Cedarwood Village, where easy living meets one of Winter Park’s most desirable locations, just minutes from the charm, dining, shopping, and entertainment of Downtown Winter Park and Park Avenue. This beautifully maintained 2-bedroom, 2-bath residence with an enclosed bonus room offers a spacious, light-filled floor plan designed for both comfortable everyday living and entertaining. Vaulted ceilings enhance the open living and dining areas, while the generously sized kitchen features newer appliances, abundant cabinet and counter space, plus room for a cozy breakfast table. Retreat to the oversized primary suite, complete with two large closets and sliding glass doors opening to the bonus room. The renovated primary bath adds a touch of luxury with an updated vanity and impressive custom walk-in shower. The guest bedroom offers its own sliding glass doors leading to the front patio, creating a bright and inviting space for family or overnight guests. The updated guest bath adds convenience with a washer and dryer neatly tucked away in the closet. One of the home's best features is the enclosed bonus room, offering valuable additional living space that's perfect for a home office, den, reading retreat, hobby room, or simply a relaxing place to unwind. Enjoy the Florida lifestyle without leaving the neighborhood! Cedarwood Village offers a sparkling community pool, two tennis courts, and clubhouse for residents to enjoy. And then there’s the LOCATION! Shopping, restaurants, medical facilities, and everyday conveniences are all close by, with easy access to major roadways and the boutiques, sidewalk cafés, restaurants, parks, and unmistakable charm of Park Avenue and Downtown Winter Park just minutes away. More than a home—it’s a Winter Park lifestyle. Come see why Cedarwood Village is such a special place to call home!

2477 Tahoe Circle Unit 2477, Winter Park
$420,000
3 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code
Completely renovated 3bed/2bath, split floorplan, single family home in the heart of Winter Park. With brand new roof, updated kitchen and bath, brand new stainless steel appliances, new interior and exterior paint, new porcelain tiling in all wet areas, and new laminate flooring in all bedrooms. Other highlights include a brand new front storm door, tiled screened patio and garage floors, brand new vinyl sidings, and a spacious fenced backyard, suitable for gardening, family gatherings and entertainment. Schedule, and check out this beauty today!

5588 Garden Grove Circle, Winter Park
$300,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Pines Patio Homes SubDv. ⋅ 32792 Zip Code
Virtually Staged. Welcome to 642 Warrenton Road! This freshly painted Winter Park home offers a spacious, light-filled interior with vaulted ceilings and an open layout designed for comfortable everyday living and is zoned for great schools. The generous living area features sliding glass doors that bring in abundant natural light through the dual panel sliding glass doors and provide direct access to the fully fenced backyard. The kitchen features warm wood cabinetry, light countertops, stainless steel appliances and a convenient breakfast bar overlooking the living space. Just beyond the kitchen, the dining area provides a dedicated space for everyday meals and entertaining. An interior laundry closet with washer and dryer adds extra convenience. Outdoor living is a highlight, with a private courtyard plus a fully fenced backyard surrounded by mature landscaping and plenty of green space for relaxing, gardening or entertaining. Enjoy low maintenance living as HOA includes lawn mowing. An attached garage provides additional parking and storage. Conveniently located in Winter Park with easy access to major roads including Semoran Boulevard, University Boulevard and Aloma Avenue, putting shopping, dining, schools and everyday conveniences within easy reach. With LOW HOA, this home combines generous living space, private outdoor areas and a convenient Central Florida location.

642 Warrenton Road, Winter Park
$419,900
3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code
This exceptional 3-bedroom, 2.5-bathroom end unit townhome is in pristine, move-in ready condition, combining low-maintenance living with the privacy of an end unit and the convenience of an attached 2-car garage. At the heart of the home, the impressive kitchen comes fully outfitted with elegant granite countertops and a sleek suite of stainless steel appliances, offering a stylish, high-performing hub for daily cooking and entertaining. Designed with comfort and quiet transition in mind, soft carpets on the stairs and second floor bring warmth and noise reduction to the private upstairs sleeping quarters. Spotlessly prepared and meticulously maintained from top to bottom, this turnkey residence is completely ready for a stress-free transition into a comfortable lifestyle.

1427 Broad Wing Lane, Winter Park
$148,000
1 Beds ⋅ 1 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code
Under contract-accepting backup offers. Great location! Light and bright, MOVE -IN READY! 1 bedroom, 1 bathroom on the 2nd floor in Parkview Village Condo community. Spacious living area with vaulted ceiling that allows natural light throughout the day. Tile flooring throughout, laundry closet with washer and dryer! Screened patio with relaxing views of green space. The community is centrally located near Full Sail University, UCF, Rollins College, and Valencia College, and great restaurants near by. The community offers a pool, jacuzzi, clubhouse, Dog park, and open green space to enjoy. did I mention, IT'S CENTRALLY LOCATED AND MOVE IN READY?? You won't want to miss this great condo, schedule your showing today!

3014 Antique Oaks Circle Unit 120, Winter Park
$305,000
3 Beds ⋅ 2 Baths ⋅ Windward Square Sec 3 SubDv. ⋅ 32792 Zip Code
Under contract-accepting backup offers. Just Listed for Sale in Winter Park - Windward Square. Lovely 3/2 townhouse. Low HOA. Community pool and playground. Great location.

2370 Barbados Drive, Winter Park
$164,900
2 Beds ⋅ 2 Baths ⋅ Lancelot/Winter Park SubDv. ⋅ 32792 Zip Code
Perfect for Investor or Owner Occupied. Why pay rent when you can own. This beautifully maintained 2-bedroom, 2-bathroom first-floor unit boasts an open floor plan with the kitchen being open to the living room/dining area and features a breakfast bar. Includes a full suite of Whirlpool stainless steel appliances, including Refrigerator, Microwave, Flat top Range/oven, Dishwasher. Additionally a washer and Dryer in Laundry Closet. Community features a pool/clubhouse. Excellent school zone which includes desirable Winter Park School High School, Glenridge Middle School. An ideal location that makes a Great Rental Investment property or owner occupied. Location, Location, Location... with only a few minutes to downtown Orlando, UCF, Valencia, Full Sail, Rollins College, theme parks, beaches, airport, highways 417 & 408, entertainment, dining & shopping. Whether you're looking for a primary residence or a long-term investment opportunity, this property combines location, functionality, and value in one of Orlando's most connected areas. Call now for your private showing, will not last.

3651 N Goldenrod Road Unit A103, Winter Park
$179,900
2 Beds ⋅ 2 Baths ⋅ Lancelot/Winter Park SubDv. ⋅ 32792 Zip Code
LOCATION! Welcome to this beautifully maintained 2-bedroom, 2-bathroom second -floor-unit condo in Winter Park, offering comfort, convenience, and peace of mind, with major updates completed in august 2026. A fully renovated with new flooring, updated fixtures. The kitchen has also been, stone countertops, and a full suite of stainless steel appliances. Located near the University of Central Florida, Full Sail University, and SR-417, this condo offers quick access to major commuting routes, shopping, dining, and everyday essentials. Whether you're looking for a primary residence or a long-term investment opportunity, this property combines location, functionality, and value in one of Orlando's most connected areas.

Winter Park
$249,900
4 Beds ⋅ 3 Baths ⋅ Whisperwood Condo SubDv. ⋅ 32792 Zip Code
OWNER FINANCE may be available with down payment. Unique 4 Bedroom 3 bath unit. Perfect for investors looking to rent to college attendees at UCF and surrounding or for larger families needing 4th bedroom. Lots of upgrades including 2 new bathrooms, new laundry room, new flooring and lots of new paint. Brand new AC system installed in 2025 and hot water heater in 2022. Granite counters, stainless appliances, ceiling fans and tons of storage. Rear screened and covered lanai off living room, covered and open rear private yard/ garden off kitchen and private balcony off master bedroom. Minutes to UCF, lots of shopping and all major highways

7487 Canford Court Unit 5, Winter Park
$415,000
3 Beds ⋅ 2 Baths ⋅ Autumn Glen Ph 3 SubDv. ⋅ 32792 Zip Code
Welcome to this inviting 3-bedroom, 2-bathroom pool home in the Autumn Glen neighborhood of Winter Park, offering over 1,100 square feet of comfortable living space. As you step through the front door, you are immediately greeted by the bright, open-concept design, with natural light flowing throughout the home and creating a warm and welcoming atmosphere. To your left, the kitchen takes center stage with beautiful marble countertops, stainless steel appliances, an abundance of cabinetry and storage, and a charming farmhouse sink. The kitchen seamlessly opens to the dining area and living room, creating one connected space that is perfect for entertaining, relaxing, and making memories. Just off the entryway to your right, French doors open to one of the bedrooms, currently being used as an office, offering flexibility for a home office, guest room, or additional space to fit your lifestyle. Continuing into the living room, you'll find the primary bedroom tucked just beyond, offering a comfortable retreat filled with natural light. The primary suite features a closet and a private bathroom complete with a walk-in shower and stylish gold accents throughout. From the living room, follow the hallway to the third bedroom, which features its own closet, with the guest bathroom conveniently located nearby for easy access from both the bedrooms and main living areas. As you make your way outside, the home truly comes to life with a fully fenced backyard designed for enjoying the Florida lifestyle. The pool and hot tub combination creates the perfect place to cool off, unwind, or entertain, while the spacious patio provides plenty of room for soaking up the sun, gathering with friends, or enjoying late-night fires under the stars. Whether you're enjoying your morning coffee in the bright kitchen, relaxing in the living room, or spending summer evenings by the pool, this home offers a comfortable and inviting space to create memories. Conveniently located near shopping, dining, major highways, and Seminole County schools, this home offers the perfect blend of comfort, lifestyle, and convenience in Winter Park.

1533 Springtime Loop, Winter Park
$3,500,000
5 Beds ⋅ 6 Baths ⋅ Kenilworth Shores Sec 01 SubDv. ⋅ 32792 Zip Code
Under Construction. Situated on a prominent corner lot in one of Winter Park's most desirable neighborhoods, this exceptional new construction residence makes an unforgettable first impression with its commanding architecture, refined craftsmanship, and remarkable attention to detail. Every element of the home has been designed to deliver a level of luxury rarely found at this price point, creating a residence that is both visually striking and exceptionally functional. A dramatic entry sets the tone from the moment you step inside, where a custom paneled feature wall and ceiling with integrated lighting create an architectural statement. Beyond the foyer, the expansive great room unfolds beneath soaring ceilings, anchored by a stunning entertainment wall featuring custom millwork, integrated LED lighting, and a sleek electric fireplace that serves as the centerpiece of the home's main gathering space. Oversized glass doors invite natural light throughout while seamlessly connecting the interior to the outdoor living areas. Designed for both everyday living and effortless entertaining, the chef's kitchen is as beautiful as it is functional. Custom cabinetry provides an abundance of storage, complemented by quartz countertops, an oversized center island, and a complete suite of premium Thermador appliances, including a built-in coffee system and paneled refrigerator. Just beyond, a spacious walk-in pantry offers extensive additional cabinetry, generous prep space, and a second dishwasher, making hosting on any scale effortless. The first-floor primary suite offers a private retreat with direct access to the backyard and resort-style pool. Its spa-inspired bath features dual vanities, an expansive walk-in shower, and a freestanding soaking tub, while the extraordinary custom closet by Hommes Design elevates everyday living with integrated LED lighting, a center island, and meticulously designed storage. A second downstairs bedroom, a highly sought-after feature rarely found in Winter Park, provides exceptional flexibility for guests, extended family, or a private home office. Upstairs, a spacious bonus room creates an additional living space complete with its own custom entertainment center, integrated LED lighting, and electric fireplace. A second primary suite, two additional generously sized bedrooms, and a private balcony complete the upper level, offering an ideal layout for large families and guests alike. The outdoor living experience is equally impressive. A covered lanai with a full summer kitchen overlooks a striking L-shaped pool with a raised spillover spa, while the oversized backyard and expansive side yard provide an exceptional amount of green space. The home also features a dedicated pool bath for functionality. Located just minutes from Cady Way Park, the Winter Park YMCA, and the boutiques and restaurants of Park Avenue, this residence also benefits from one of Winter Park's fastest-transforming corridors, where significant investment and redevelopment continue to enhance the area's long-term appeal. Combining exceptional architecture, thoughtful design, and an outstanding package of upgrades, this is a rare opportunity to own one of the most impressive new homes available in Winter Park today.

1901 Loch Berry Road, Winter Park
$569,000
4 Beds ⋅ 2 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code
Under contract-accepting backup offers. Move-In Ready Pool Home! This beautifully maintained 4-bedroom, 2-bath home features a split-bedroom floor plan with bright, open living spaces. The kitchen features soft-close cabinetry, stainless steel appliances, a pantry, ample counter space, and a breakfast nook/flex space. A screened patio overlooks the pool, fire pit, and fully fenced backyard. Both bathrooms were just renovated! The primary en-suite bath has dual sinks, a large walk-in shower, and direct pool access. The hall bath features dual sinks, a soaking tub, and a linen closet. Additional highlights include double-pane windows, an inside laundry room with utility sink, and a 2-car garage with EV charging outlet. Conveniently located near shopping, dining, parks, medical facilities, and is zoned for highly desirable schools. Schedule your private showing today!

4033 Tenita Drive, Winter Park
$349,900
3 Beds ⋅ 2 Baths ⋅ Villas Of Casselberry Ph 4 SubDv. ⋅ 32792 Zip Code
Virtually Staged. Comfort, style, and convenience come together in this beautifully maintained 3-bedroom, 2-bath home in the desirable Villas of Casselberry community. Soaring vaulted ceilings, an open floor plan, and abundant natural light create a spacious, inviting feel. The kitchen features stone countertops, ample cabinet space, and a cozy breakfast area, while the split-bedroom layout provides added privacy. The primary suite offers a walk-in closet and en-suite bath. Enjoy relaxing or entertaining on the screened patio overlooking the backyard. Community amenities include a pool, playground, and park, all just minutes from shopping, dining, and major highways for easy commuting.

3328 Hamlet Loop, Winter Park
$675,000
4 Beds ⋅ 3 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to a premier opportunity in the the coveted Winter Park. This beautifully maintained 4-bedroom, 2.5-bathroom home is located in The Meadows – an alcove in the gated Hawks Crest community – and offers buyers a turn-key opportunity to crack into the Winter Park market. With 1,770 square feet of thoughtfully designed living space, this home strikes the perfect balance between functionality and flow, featuring a living/dining combination anchored by the kitchen in the heart of the home. The central dining configuration is equally suited for quiet evenings or effortless entertaining, while the living room offers versatility as a spacious indoor retreat, or an indoor-outdoor oasis, complimented by the glass sliders. Before entering the primary suite, find three secondary rooms - two guest bedrooms and an office - along with a full guest bathroom and a powder bath, making every day living hassle-free and providing ample privacy. In the primary en-suite, unwind and enjoy the pleasures of a spacious retreat featuring an over-sized walk-in shower. This home is only 4 years young, so newer appliances and core components provide peace of mind, and an upgraded Tesla level 2 charger makes it fully equipped to suit every homeowner's needs. This home is just a short walk to the community amenities which include a clubhouse, pool, fitness center, turf lawn with a putting green, playground, dog park, and a private community dock on to Lake Howell. The 24-hour gated community provides peace of mind, all within easy reach of A-rated Seminole County schools (Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High), major employment corridors, the Orlando International Airport, and everything that Orlando has to offer. This is the kind of opportunity that doesn't come along often. Contact us to schedule your private tour today!

1122 Wildmeadow Run, Winter Park
$229,900
3 Beds ⋅ 3 Baths ⋅ Hidden Oaks Condo Ph 01 SubDv. ⋅ 32792 Zip Code
Welcome To This Beautifully 3 Bedroom, 2.5 Bathroom Condominium Located in the Desirable Hidden Oaks Community. Offering Updated Living Space, This Home Combines Comfort, Style, and an Unbeatable Location. Step Inside to a Spacious and Inviting Family Room Featuring Beautiful Laminate Flooring, Abundant Natural Light, and an Open, Welcoming Atmosphere. The Updated Kitchen Is Sure to Impress with Quartz Countertops, Stainless Steel Appliances, and A Sliding Glass Door That Opens to a Private Patio—Perfect for Relaxing or Entertaining. Upstairs, You'll Find All Three Bedrooms and Two Full Bathrooms, including a Generously Sized Primary Suite with a Walk-In Closet and Large Front-Facing Windows That Fill the Room with Natural Light. Residents of Hidden Oaks Enjoy a Peaceful Setting with Access to a Community Swimming Pool, Assigned Parking, And Plenty of Guest Parking. Ideally Located Just Minutes from Major Highways 408 And 417, This Home Is Only 4 Minutes from Full Sail University, Minutes from the University of Central Florida (UCF), Downtown Orlando, and Conveniently Close to Valencia College, Rollins College, Winter Park Shopping and Dining, Restaurants, and Everyday Conveniences. The Property Is Also Zoned for Highly Desirable Winter Park Schools, Making It an Excellent Choice for Homeowners and Investors Alike. Don't Miss This Move-In-Ready Opportunity in One of the Area's Most Convenient Locations!

7413 Belle River Court Unit 3, Winter Park
$284,000
3 Beds ⋅ 2 Baths ⋅ Windward Square SubDv. ⋅ 32792 Zip Code
All play and no work! This beautifully maintained 3-bedroom, 2-bath townhouse offers the perfect combination of comfort, convenience, low HOA fees, and an unbeatable Winter Park location. Whether you're a first-time homebuyer, downsizing, or looking for a low-maintenance lifestyle, this home checks all the boxes. Step inside to discover a bright, open floor plan highlighted by vaulted ceilings and dramatic clerestory windows that flood the home with natural light. The thoughtfully designed split-bedroom floor plan provides added privacy, while the spacious primary suite features a walk-in closet and sliding glass doors leading to your own private, fenced backyard. The kitchen offers a comfortable eat-in dining area, abundant cabinet space, and an oversized pantry for exceptional storage. An enclosed laundry room adds everyday convenience, while recent updates provide peace of mind, including a brand-new roof (2026), newer A/C, updated plumbing, updated electrical panels, and fresh interior paint. Step outside to your covered patio with a convenient storage closet, overlooking a fully fenced backyard—the perfect place to relax, entertain, or enjoy your morning coffee. With low HOA fees, you'll also enjoy outstanding community amenities, including three swimming pools, tennis courts, a playground, a clubhouse, and a private south gate providing quick and convenient access in and out of the community. Ideally located just minutes from Downtown Winter Park, you'll love being close to Park Avenue, shopping, dining, entertainment, top-rated schools, and major highways, making commuting throughout Central Florida quick and convenient. If you've been searching for an affordable, move-in-ready home with major system updates, fantastic amenities, low HOA fees, and an exceptional Winter Park location, this is the one you've been waiting for. Schedule your private showing today!

2653 Cayman Way, Winter Park
$599,000
3 Beds ⋅ 2 Baths ⋅ Lake Waunatta Wods SubDv. ⋅ 32792 Zip Code
MOVE IN READY! New roof, new bathrooms, new kitchen, new floors, new electrical panels and more. Located in the beautiful lake community of Lake Waunatta Woods. Large private lot on greenbelt. 3 bedroom, 2 bath POOL home with 2 masters and split floor plan. The second master has outside entrance for option to use as a mother-in-law suite or rental. Spacious living room/dining room, family room, laundry room and 2 car garage. Beautiful pool area with screened porch and two patios. Just minutes to UCF and Full Sail University. Easy access to 417 and 15 minutes to downtown Winter Park, walk to Publix and Target. Fast closing available. Don't miss this gem, pack your bags and live life in this mini retreat that you will call home!

4026 Tenita Drive, Winter Park
$495,000
3 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 5 SubDv. ⋅ 32792 Zip Code
Welcome to 5316 Halyard Court, a beautifully updated pool home nestled in the heart of Winter Park. This move-in-ready residence offers the perfect blend of modern finishes, comfortable living spaces, and an incredible backyard designed for enjoying the Florida lifestyle. From the moment you arrive, you'll appreciate the inviting curb appeal, updated front entry, and thoughtfully maintained interior. Inside, the home features an open and functional layout accented by luxury wood-look flooring throughout, neutral designer colors, crown molding, recessed lighting, and abundant natural light. The spacious living areas flow seamlessly together, creating an ideal setting for both everyday living and entertaining. The generously sized bedrooms provide flexibility for families, guests, or a home office, while the updated bathrooms offer clean, contemporary finishes. The primary suite serves as a comfortable retreat with its own private en-suite bath. Step outside to your own private oasis featuring a sparkling in-ground pool surrounded by an expansive travertine paver deck, a screened lanai perfect for year-round relaxation, and a fully fenced backyard shaded by mature trees. Whether you're hosting weekend barbecues, enjoying a quiet evening by the pool, or letting pets and family play, this outdoor space offers endless possibilities. Additional upgrades include owned solar panels for enhanced energy efficiency and long-term savings, an attached two-car garage, and a spacious lot that provides both privacy and room to enjoy the outdoors. Ideally located, this home is just minutes from Downtown Winter Park and the renowned Park Avenue shopping and dining district, Rollins College, Full Sail University, AdventHealth Winter Park, UCF, Valencia College, and numerous parks, golf courses, and recreational amenities. Convenient access to SR-417, SR-436, University Boulevard, and Aloma Avenue makes commuting throughout Central Florida simple and efficient. Combining an exceptional location with modern updates and resort-style outdoor living, 5316 Halyard Court is a rare opportunity you won't want to miss.

5316 Halyard Court, Winter Park
$289,900
2 Beds ⋅ 3 Baths ⋅ Lazy Oaks Condo SubDv. ⋅ 32792 Zip Code
Virtually Staged. DISCOVER THE SERENE BEAUTY OF THIS WINTER PARK TWO-STORY TOWNHOME! Located in the SOUGHT-AFTER Lazy Oaks community. Blending contemporary style with everyday convenience, GORGEOUS 2-BEDROOM, 2.5-BATHROOM, 1-CAR GARAGE HOME. From the moment you step inside, you’ll be greeted by an OPEN-CONCEPT LIVING AREA filled with NATURAL LIGHT, creating a warm and inviting atmosphere. Cook like a pro in the BRAND NEW KITCHEN featuring NEW QUARTZ COUNTERTOPS and SLEEK STAINLESS STEEL APPLIANCES—perfect for culinary enthusiasts. This home is LOADED WITH UPGRADES, including: Newer Roof with 30-Year Shingles, New Laminate Flooring Throughout, Renovated Bathrooms with New vanities, Fresh Interior & Exterior Paint, New Light Fixtures, Faucets, Toilets, Water Heater from 2020, HVAC System from 2015. With affordable condo fees, this home offers both comfort and peace of mind. Located in a wonderful community, you'll enjoy easy access to shopping, major roads, and just minutes away from the vibrant Park Avenue. This move-in-ready home truly has it all! All measurements are approximate and should be verified by the buyer. Virtual Staging was added to some of the pictures.

5210 Lazy Oaks Drive Unit 5210, Winter Park