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$650,000
4 Beds ⋅ 3 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code
In the gates of one of Winter Park’s most desirable communities, this elegant single-story residence offers an exceptional opportunity to experience refined Florida living in the sought-after enclave of Hawk’s Crest. Spanning more than 1,700 square feet, the home blends timeless architecture with a thoughtfully designed layout that balances comfort, style and functionality. From the moment you enter, soaring ceilings and expansive windows fill the interior with natural light, creating an inviting and sophisticated atmosphere. Ceramic tile flooring extends throughout the home, offering a clean and cohesive design while providing durability for everyday living. The living and dining areas connect seamlessly, creating an ideal setting for intimate evenings and effortless entertaining. At the center of the home, the kitchen serves as a natural gathering space, thoughtfully designed with style and functionality in mind. It features premium appliances, crisp white cabinetry and a spacious island, all while overlooking the main living areas for a seamless connection throughout the home. Updated lighting throughout the residence adds a refined modern touch and enhances the warm ambiance of the home. The primary suite offers a peaceful retreat, complete with a spacious walk-in closet and a spa-inspired bath designed for relaxation. Additional bedrooms provide flexibility for guests, family or a dedicated office space, each thoughtfully designed with comfort in mind. Outside, beautifully maintained grounds cared for by the HOA allow residents to enjoy the surrounding landscape without responsibility of maintenance. Life in Hawk’s Crest offers a lifestyle that extends far beyond the home itself. Residents enjoy access to resort-inspired amenities, including a swimming pool, clubhouse, fitness center, splash pad, playgrounds, dog park and private access to Lake Howell. The community also hosts popular monthly food truck gatherings and offers everyday convenience of Park Maitland Preschool, Kelly’s Ice Cream and Foxtail Coffee just at the community entrance. Ideally just minutes from Park Avenue’s celebrated dining and shopping, top-rated schools and Winter Park’s cultural destinations, this residence presents an exceptional opportunity to enjoy one of Central Florida’s sought-after lifestyles.

1098 Wildmeadow Run, Winter Park
$452,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 8 SubDv. ⋅ 32792 Zip Code
Virtually Staged. Beautifully renovated pool home in the highly desirable Eastbrook community of Winter Park, featuring major recent upgrades including a new AC system, windows, doors, and flooring throughout the home. This move-in ready 3-bedroom, 2-bath residence sits on an oversized 0.30-acre corner lot in a quiet cul-de-sac with no HOA. The home offers a bright open-concept layout with abundant natural light and a seamless flow between the living, dining, and kitchen areas—ideal for both everyday living and entertaining. The updated kitchen features modern cabinetry, stainless steel appliances, and generous counter space. Both bathrooms have been tastefully renovated, and the spacious bedrooms provide comfort and flexibility. Step outside to a private backyard with a sparkling pool and plenty of outdoor space perfect for relaxing or hosting gatherings. Additional highlights include a 1-car garage, roof replaced in 2016, updated electrical, and a newer water heater (2021). Located within the top-rated Seminole County school district and just minutes from Park Avenue, Rollins College, shopping, dining, museums, and Winter Park Hospital. A fantastic opportunity to own a beautifully updated home in one of Central Florida’s most desirable locations.

2020 Cocos Court, Winter Park
$589,900
3 Beds ⋅ 2 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code
Stunning upgraded 3 bed 1.5 bath home just under 1400 sq ft of living space in the desirable Brookshire community of winterpark, nestled amongst many new build million dollar homes right next door. Situated on a large .20 acres lot this property serves as the perfect investment property, new build lot, or move in ready home.

2492 Brookshire Avenue, Winter Park
$430,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Updated 4-bedroom, 2-bath home in a premium Winter Park location with NO HOA and a spacious backyard. This home is currently in the final phase of renovation and has already undergone major upgrades, including remodeled bathrooms, updated kitchen, new flooring, upgraded electrical, new AC System and a newer roof. The interior has been thoughtfully modernized, offering a bright open layout ideal for comfortable living and entertaining. The property is being sold in its current condition; exterior improvements will not be completed, giving the future owner the opportunity to finish and customize the exterior to their preference. Conveniently located near shopping, dining, schools, and major roadways.

Winter Park
$215,000
2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code
Charming Updated Home in Prime Winter Park Location Welcome to this beautifully updated home located in the highly desirable area of Winter Park. Combining comfort, style, and convenience, this property offers a thoughtfully designed open floor plan that creates a seamless flow between the main living spaces, making it ideal for both everyday living and entertaining. The home features two well-sized bedrooms and two full bathrooms, providing comfort and privacy for residents and guests alike. The spacious living room and dining room are filled with natural light, creating a warm and inviting atmosphere perfect for gatherings, relaxing evenings, or hosting family and friends. The kitchen is both elegant and functional, showcasing solid wood cabinets, beautiful stone countertops, and a full set of included appliances. With its stylish finishes and practical layout, this space is perfect for preparing meals while staying connected to the rest of the home. Several valuable updates have been made to the property, adding both appeal and peace of mind for future owners. The home features a NEW roof, brand-NEW appliances, NEW AC and NEW electrical panel , all enhancing the overall quality and efficiency of the property while reducing potential maintenance concerns. Ideally located near a main road, this home offers easy access to shopping, dining, and daily conveniences while still maintaining a peaceful residential feel. The property is also situated close to well-regarded schools, making it an excellent option for families or anyone looking to enjoy the benefits of living in one of Winter Park’s most sought-after communities. This is a fantastic opportunity to own an updated home in a prime location. Schedule your private showing today and discover everything this Winter Park property has to provide.

4858 Tangerine Avenue Unit 4858, Winter Park
$415,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 16 SubDv. ⋅ 32792 Zip Code
All photos with furniture have been virtually staged*Welcome home to 3246 Athena Drive in beautiful Winter Park! Fully renovated 3-bedroom, 2-bath home offering 1,600 sqft of move-in ready, flexible living space. This thoughtfully updated home features a bright open layout, new flooring throughout, a completely updated kitchen with modern cabinetry, countertops, and stainless steel appliances. This home boasts a family room, with stone fireplace, and a living room off the kitchen. Each are flexible spaces that can be used as TV/living/Gaming rooms or comfortable sitting areas to relax and entertain. The kitchen is in the center of the house and connects each living space creating an ideal layout for everyday living and entertaining. This home also has a split bedroom plan. The primary bedroom on the left side of the home has a large closet and en-suite bathroom that has been fully renovated with beautiful finishes. The second and third bedrooms are located on the opposite side of the home and separated by a short hallway connected to the guest bath featuring double sinks with Carrera marble counters and modern finishes as well as an open linen closet. Bedroom 2 has oversized sliding windows and a large closet and gets great natural light. Bedroom 3 is the perfect size and can also be used as a large home office. There is a large screened porch through the sliding door for entertaining and watching sports and movies after a long week, and very spacious backyard for hosting. Conveniently located near Historic Downtown Winter Park/ Park Avenue which hosts a weekly Farmer’s Market. A-Rated Seminole County Schools, shopping, coffee shops and more! Move right in and enjoy modern living in a beautifully renovated home in a great location!

3246 Athena Drive, Winter Park
$300,000
3 Beds ⋅ 3 Baths ⋅ Winter Green SubDv. ⋅ 32792 Zip Code
Offering the comfort and feel of a single-family home with the convenience of townhome living, this beautifully maintained two-story residence features 3 bedrooms, 2.5 baths, and a private courtyard conveniently located in Winter Park. Sliding glass doors throughout the home fill the interior with natural light and create a seamless connection to your private outdoor courtyard. Inside, the spacious layout is complemented by low-maintenance tile flooring throughout and a cozy wood-burning fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with granite countertops, stainless steel appliances, and a newer refrigerator, while the generously sized bedrooms provide comfortable retreats. The primary suite features two closets and an ensuite bath with dual sinks. Major system updates provide exceptional peace of mind, including a brand-new roof and HVAC system installed in January 2026, along with fresh exterior paint, newer gutters (approximately three years old), and a newer fence. The washer and dryer convey, making this home truly move-in ready. The community offers an exceptionally low HOA fee of under $200 per month, adding to the home’s overall value. Ideally located with easy access to Winter Park, Maitland, Full Sail University, UCF, Rollins College, and Valencia College, as well as nearby shopping, dining, and major roadways. With its spacious design, private outdoor space, and proven rental history, this property presents an outstanding opportunity as either a primary residence or investment. Reach out to schedule your private showing now!

1515 Winter Green Boulevard, Winter Park
$865,000
3 Beds ⋅ 3 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code
Discover a rare opportunity to own a beautifully maintained home that perfectly blends comfort, style, and location. Nestled in a desirable neighborhood, this property welcomes you with inviting curb appeal and a thoughtfully designed layout ideal for both everyday living and entertaining. Inside, you’ll find spacious living areas filled with natural light, a modern kitchen featuring quality finishes and ample storage, and generously sized bedrooms that offer the perfect retreat at the end of the day. This home has been thoughtfully updated with major improvements already completed for peace of mind, including a new AC system, all new ductwork, and new insulation installed in 2020 for enhanced energy efficiency and comfort. The exterior was freshly painted in 2020, the roof was replaced in 2021, and the pool was resurfaced in 2021—perfect for enjoying warm days in your own backyard oasis. Electrical panels were updated in 2018, and the water heater was replaced in 2024, offering added reliability and value. Ideally located just minutes from Baldwin Park and the prestigious Park Avenue district, you’ll enjoy easy access to boutique shopping, dining, and community events. This home is also a short drive to Rollins College, Full Sail University, and the University of Central Florida (UCF), making it a convenient choice for professionals, faculty, and students alike. Step outside to a private backyard ideal for relaxing evenings or entertaining guests. Conveniently located near parks, schools, and everyday amenities, this move-in-ready home offers both tranquility and accessibility. if you're on the market this exceptional property is ready to welcome you home.

628 Dunblane Drive, Winter Park
$180,000
1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
This isn’t your average condo. It’s professionally updated with large rooms and more closet space than you’ll know what to do with. There’s even a washer and dryer right in the unit (no more laundry runs!), newer appliances, and parking right outside your door. On a scale from 1 to 10, this place is easily a TWENTY! Seriously, no expense was spared to make it super comfortable. You’ll love the bright living room that opens into a dining area and cozy kitchen that has been remodel and replace for today's lifestyle. There’s no carpeting flooring anywhere, making clean up easy! They even thought of the little things and replaced the following items: doors, bigger baseboards, oversize crown molding, shiplap ceilings, fancier trim work on doors, locks and knobs, updated electrical outlets and switches, brand new vanity cabinet in the bathroom, toilet and all around newer light fixtures—it’s all been done for you. The full-size washer/dryer is cleverly tucked away in the primary closet for convenience. The location? Perfect! At Four Seasons you’re just minutes from Winter Park shops and restaurants—and downtown Orlando is just a short trip away when you want some excitement. If you’re looking for comfort AND style in an unbeatable location—this is it!

200 Saint Andrews Boulevard Unit 705, Winter Park
$567,000
5 Beds ⋅ 3 Baths ⋅ Winter Woods Unit 03 SubDv. ⋅ 32792 Zip Code
Discover this completely renovated 4-bedroom pool home plus office with custom built-ins (could be a 5th bedroom) tucked away in the quiet, highly sought-after Winter Woods neighborhood. Backing up directly to the gorgeous Interlachen Golf Course, this property offers no rear neighbors—a rare opportunity in such a prime location. Extensively updated in 2018, this home features a new roof (2018), flooring, 16 SEER A/C with new ductwork, full electrical and plumbing updates, water heater, and a solar-heated (solar paid /not a lease!) pool with new pool deck, along with numerous additional improvements (see attached list for full details). The open-concept kitchen and living area center around a spacious island. The primary bedroom is generously sized, while the 2.5 bathrooms are thoughtfully updated with stylish finishes that blend comfort and functionality. A two-car garage and interior laundry room provide convenience. Step outside to your private retreat—featuring a screen-enclosed, sparkling solar-heated pool and a backyard to enjoy. Whether it’s morning coffee poolside or relaxing evenings under the stars, this outdoor setting truly shines. Ideally located just minutes from the charm of Park Avenue and vibrant downtown Winter Park, you’ll enjoy easy access to top dining, shopping,

1459 Nottingham Drive, Winter Park
$189,900
2 Beds ⋅ 2 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code
Lovely 2 bedroom, 2 bath condo with formal dining room. The building exterior features Brick, Colonial Style with Brick Paver Walkway and Beautifully Landscaped Grounds. Community Amenities include 2 Swimming Pools, Lighted Tennis Courts, Fitness Center, Car care facilities and a Clubhouse. WATER INCLUDED IN HOA FEE! Check out the Large Living Room next to the HUGE Porch overlooking the SCENIC COURTYARD. This upstairs unit has an inside stairwell leading to the entrance to the unit. The Living Room also has GREAT VIEWS of the COURTYARD beyond the Sliding glass doors! BEAUTIFUL NEW LAMINATE FLOORING IN BEDROOMS AND HALLWAY, WOOD FLOORING IN LIVING AND DINING AREAS. TILED Bathrooms and Foyer. ENJOY your coffee or favorite beverage on your Over-sized BALCONY while inhaling Fresh Air and Absorbing the PEACEFUL AND TRANQUIL VIEWS! WALK TO THE SHOPPING MALL! CLOSE to 436, bus route. GREAT SEMINOLE COUNTY SCHOOLS!! GREAT CENTRALIZED LOCATION!! WELCOME HOME!!

102 Lewfield Circle Unit 102, Winter Park
$710,000
3 Beds ⋅ 2 Baths ⋅ Golfside Sec 03 SubDv. ⋅ 32792 Zip Code
Offering 25k BELOW appraised value!! Buyer financing fell through, act quickly this one wont last long. In one of Winter Parks most sought after neighborhoods, take a look at this exceptional 3-bedroom, 2-bathroom pool home with an additional bonus space. Completely reimagined with a designer’s eye, this residence blends high-end aesthetic with the ultimate peace of mind—with a newer roof, A/C, and water heater. Step inside to a Sun-filled sanctuary featuring new luxury vinyl plank flooring and gorgeous tile. The heart of the home is the brand-new chef’s kitchen, featuring custom white oak wood cabinetry, rare Taj Mahal quartzite countertops, and elegant champagne bronze finishes throughout. The kitchen flows seamlessly into the living areas, where new tile work elevates the wet areas for a cohesive, upscale feel. Work from home in style in the dedicated bonus room, an ideal footprint for a private office or creative studio. This home features true functionally for a family to live in everyday. This one of a kind home features a custom in home laundry room, custom vanities, a fireplace made to enhance the homes aesthetic & custom doors through the entire home. Beyond the interior, your private Florida lifestyle awaits. Retreat to the expansive screened-in pool, patio and large backyard. Located just steps from the Winter Park Pines Golf Course and the scenic Cady Way Trail, this home offers more than just a renovation—it offers a lifestyle. Enjoy easy access to the clubhouse for dining, top-rated schools, and the vibrant culture of downtown Winter Park. With every detail thoughtfully curated and major systems already updated, this is the turnkey masterpiece you’ve been waiting for.

1108 Fairway Drive, Winter Park
$739,000
5 Beds ⋅ 3 Baths ⋅ Golfside Golf Course Sec 01 SubDv. ⋅ 32792 Zip Code
Welcome to 2625 Summerfield Rd in Winter Park, FL. A beautifully maintained pool home on one of Winter Park’s most picturesque tree-lined streets. What makes this home so rare? It has 5 bedrooms, 3 full bathrooms, a split floor plan, and a private pool with full screen enclosure in a highly sought-after Winter Park location. That combination is incredibly hard to find in Winter Park, Florida. The split-bedroom floor plan provides privacy and functionality. The spacious primary suite opens directly to the pool and features generous closet space. A convenient Jack and Jill bathroom connects two secondary bedrooms, while a dedicated pool bath adds flexibility for guests and entertaining. New tile flooring throughout most of the home creates a clean, cohesive look. Formal living and dining rooms provide elegant gathering spaces, centered around a charming fireplace focal point. The kitchen offers Corian countertops, warm cabinetry, and a functional breakfast bar overlooking the family room. Sliding glass doors lead to the private pool with full screen enclosure, waterfall feature, and variable speed pump, all surrounded by a fenced yard with mature privacy hedges. Major system updates include a 2022 roof, 2021 water heater, automated hurricane shutters, backup generator, upgraded alarm system, and refreshed attic insulation. Ideally located near Winter Pines Golf Club, Park Avenue dining and shopping, AdventHealth Winter Park, and the Crosby Wellness Center. Enjoy easy access to the Cady Way walking and biking trail, nearby parks, pickleball courts, Rollins College, UCF, Full Sail University, Baldwin Park, and Orlando International Airport. This address reflects the walkable charm, tree-lined beauty, and established character that make Winter Park one of Central Florida’s most admired communities.

2625 Summerfield Road, Winter Park
$1,350,500
4 Beds ⋅ 4 Baths ⋅ Brookshire Heights 1st Add SubDv. ⋅ 32792 Zip Code
Virtually Staged. Welcome to this aesthetic custom luxury home in an unbeatable Winter Park location.From the moment you arrive, the custom landscaping and automated lighting make a statement, day or night.At the center of the home, the chef's kitchen is both a showpiece and a performance space. A commanding 48-inch Z-Line gas range with 8 Italian-made brass burners anchors the room, complemented by Café luxury appliances, a stainless steel refrigerator, quartz countertops, and custom cabinetry. The walk-in pantry with floating shelves and under-shelf lighting adds both beauty and function. An indoor wine bar with built-in cabinetry and wine refrigerator enhances the entertaining experience, while an upstairs beverage station keeps every level equally equipped.The primary suite is a full spa experience. The glass enclosed shower features a rain head, body jets, and handheld fixtures. A soaking tub, dual vanities with quartz counters, and a generously proportioned walk-in closet complete the retreat. Imported aged brass designer light fixtures are included in the sale. Philips Hue smart lighting synchronizes every indoor and outdoor light in one app, and a smart security camera system with fingerprint keypad entry completes the tech package. The outdoor living experience rivals the interior. A covered lanai with a fully equipped summer kitchen, including a built-in grill, dedicated refrigerator, and generous prep space, flows into a landscaped courtyard designed with an Italian villa, Mediterranean feel. As evening falls, intentional landscape lighting transforms the grounds into an intimate setting perfect for al fresco dinners, fireside gatherings, or projecting the big game under the stars. Walk to pickleball courts, athletic fields, and a premier wellness facility. Park Avenue's celebrated boutiques and dining are just minutes away. New construction of this caliber is increasingly rare in Winter Park. Schedule your private showing today. The furniture and décor, curated by a professional design team, are negotiable, making it possible to move in with the full look already in place.

2454 Brookshire Avenue, Winter Park
$218,000
3 Beds ⋅ 3 Baths ⋅ Village/Whisperwood SubDv. ⋅ 32792 Zip Code
Welcome home! You've found it, a spacious end unit townhome style condo with private 1 car garage with extra storage space. Open floorplan first floor, when you walk in the front door you walk into a huge living room/dining room combination room with views out the back of your private screened patio overlooking a pond. The kitchen features lots of counter space, breakfast bar on the kitchen island and all appliances included! upstairs you will find a HUGE master suite with walk-in closet and ensuite bathroom with dual vanities, separate water closet and shower. Down the hall you have your indoor laundry closet, as well as two additional bedrooms with view of the pond. Easy commute to Downtown, Baldwin Park, Winter Park with quick access to the 408 and 417!

7117 Swallow Run Unit G1, Winter Park
$925,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code
An entertainer’s dream in the heart of Winter Park, just minutes from Park Avenue, this impeccably renovated residence in the highly desirable Kenilworth Shores community offers true turn-key luxury. Enjoy utilities and water provided by the City of Winter Park, known for some of the lowest utility rates in Florida, along with underground power lines for added reliability and peace of mind. This thoughtfully reimagined 3-bedroom, 2-bath home showcases vaulted ceilings and a light-filled open-concept design that blends modern elegance with effortless functionality. The stunning kitchen serves as the centerpiece of the home, featuring a dramatic 10-foot island, custom soft-close cabinetry throughout, quartz countertops, designer backsplash, and stainless-steel appliances. Seamless connectivity to the dining and living areas makes entertaining a breeze, with ample space for a cocktail bar, coffee bar, or both. Hardwood flooring flows through the main living spaces, complemented by energy-saving LED lighting throughout and enhanced smart features including Phillips Hue lighting. An expansive sunroom offers exceptional flexibility, ideal as a home office, playroom, or additional entertaining space. The primary suite is a serene retreat with large sliding windows overlooking the private backyard. The spa-inspired bathroom has been completely remodeled with quartz counters, custom vanities, and a beautifully tiled shower. Custom closets, blackout shades in every bedroom, and refined finishes add comfort and sophistication throughout. Step outside to a true resort-style oasis. The modern heated and chilled saltwater pool and spa features a sun shelf, and natural marble pool deck. In 2022, the pool was upgraded with smart technology, allowing you to control features from anywhere. The maintenance-free backyard is complete with plush turf and mature juniper trees for year-round beauty and easy upkeep. A fully equipped summer kitchen includes a deluxe grill, beverage refrigerator, and farmhouse sink, perfect for outdoor entertaining. The climate-controlled garage functions as a flexible bonus space, featuring custom cabinetry, laundry sink, and smart Samsung washer and dryer. Additional improvements include: new roof (2023), new insulation (2024), backyard and pool completion (2022), gutters and guards (2024), new soffits (2025), whole-home water softener / reverse osmosis system in the kitchen (2002), garage door and opener (2021), attic ladder (2021), stainless steel kitchen appliances (2021), updated plumbing, electrical, windows, doors, landscaping, driveway, and garage floors. A transferable whole-home warranty can optionally be conveyed from day one of ownership, offering added peace of mind. A rare opportunity to own a fully renovated, move-in-ready modern home in one of Winter Park’s most sought-after neighborhoods, with no HOA, just minutes from Park Avenue, Baldwin Park, Rollins College, and Winter Park High School.

667 Dunblane Drive, Winter Park
$800,000
4 Beds ⋅ 4 Baths ⋅ Meadows At Hawks Crest SubDv. ⋅ 32792 Zip Code
Welcome to this original-owner residence in The Meadows at Hawk’s Crest, where thoughtful design and exceptional privacy come together—featuring two true primary suites, one on the first floor and one on the second. Set on an oversized fenced homesite along a quiet non-thru street with no neighbor to the east, this beautifully maintained 4-bedroom, 3.5-bath home offers over 3,020 sq.ft. of living space and approximately $80,000 in luxury upgrades throughout, along with both a seller-provided home warranty and remaining builder warranty for added peace of mind. • PRIMARY SUITES—The first-floor primary suite offers a private main-level retreat with split vanities, a walk-in shower, and a spacious closet, while the second-floor primary suite features dual walk-in closets, a double-sink vanity, and walk-in shower, providing exceptional flexibility for extended stays or multigenerational living. • LIVING SPACES—The open-concept main level seamlessly connects the kitchen, dining, and family room, enhanced by quartz countertops, stainless steel appliances, an externally vented kitchen hood, luxury vinyl plank flooring throughout the first floor, and recessed lighting across the entire home, including both primary bedrooms; a dedicated first-floor office adds valuable versatility, while upstairs a generous loft and oversized game/media room create a true second living zone alongside two additional bedrooms and a full bath. • TECHNOLOGY & FEATURES—Cat5 wiring with a central hub supports modern connectivity, with the home pre-wired for security and enhanced by a Ring doorbell, exterior cameras, and smart-ready infrastructure, while storage is abundant with multiple walk-in closets, hall and linen storage, pull-down attic access, and garage ceiling storage racks. • OUTDOOR LIVING—Exterior landscape lighting, a mounted outdoor TV, and a widened paver driveway complement a private backyard with ample space for a future pool or custom outdoor oasis. • COMMUNITY & LOCATION—Lawn care is included within The Meadows, and residents enjoy resort-style amenities including a community pool, splash pad, fitness clubhouse, and virtual-guard gated entry, all conveniently located near shopping, dining, major roadways, and Winter Park attractions with quick access to Lake Howell Branch Park, the Cross Seminole Trail, and the Cady Way Trail—offering a rare combination of dual primary suites, privacy, and value priced below comparable plans currently offered in Hawk’s Crest.

1183 Wildmeadow Run, Winter Park
$200,000
2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. This low-maintenance Winter Park one-story condo just became even more affordable ... 4.99% FIXED Interest Rate for 7 years!! This is NOT a buydown... savings of $200/mo or more! This one-story corner unit is Move-in Ready offers privacy, a screened patio overlooking a serene and well-manicured courtyard, and beautiful updates. Inside you will love the updated kitchen with added storage solutions, beautiful updated bathrooms, AND all major mechanical updates already taken care of. With a New Roof, Updated Electrical, Newer A/C, Replaced Water Heater and so much more... plus the community amenities include a pool, sidewalks, pet stations, and an unbeatable Winter Park location - and this 2-bedroom, 2-bath condo offers the ideal combination of comfort, convenience, privacy, and value. Inside, you’ll find a functional split-bedroom floor plan, spacious living and dining areas, indoor laundry, and a screened patio that adds valuable outdoor living space. The one-story layout offers easy everyday living, while the corner-unit location provides added privacy and a more desirable setting within the community. The flexible floor plan works well for everyday living, guests, roommates, or even a home office setup. Located in a community with a pool and situated near shopping, dining, major roadways, and daily conveniences, this property offers easy access to University of Central Florida, Full Sail University, SR-417, FL-436, Downtown Winter Park, and Downtown Orlando. Whether you are searching for a primary residence, a first home, or a low-maintenance property in a central location, this home checks all the boxes. The special financing rate equates to a savings of approximately $213 per month. Now more than ever, if you’ve been searching for an affordable, easy-maintenance, Move-in Ready property in Winter Park ... this is your sign! Seller offering an incredible savings to help you on your path to homeownership. Terms and conditions apply. Call for details.

4864 Tangerine Avenue Unit 4864, Winter Park
$468,000
3 Beds ⋅ 3 Baths ⋅ Country Lane SubDv. ⋅ 32792 Zip Code
Move in ready and nicely updated. This 3 bedroom 2 1/2 bath home situated on a large corner lot blends modern elegance and everyday comfort. This home features a beautifully updated kitchen with high end finishes. Everything has been replaced. New roof 2025, New AC and New Plumbing. Every detail has been thoughtfully designed for effortless living. The spacious, tree covered backyard offers a serene retreat-perfect for entertaining or unwinding in the private hot tub. Bring your toys to store under the built in aluminum cover. Nestled in a highly desirable Winter Park Location, close to shopping, dining and top rated schools. This home delivers the ideal combination of luxury lifestyle, and location.

1465 Auburn Green Loop, Winter Park
$194,995
2 Beds ⋅ 2 Baths ⋅ Wrenwood Condo SubDv. ⋅ 32792 Zip Code
Move right into this beautifully two-bedroom, two-bath condominium located in desirable East Winter Park. The thoughtfully designed floor plan offers two spacious bedrooms, and bathrooms—one featuring a tub and the other a shower—providing comfort and privacy. The light-filled great room showcases attractive laminate wood flooring and sliding glass doors that open to a private, screened-in porch overlooking a sunny, landscaped courtyard—perfect for relaxing. Recent upgrades include a new AC system (May 2021), a new roof (2022), exterior paint 2025, updated bathrooms, upgraded laminate wood flooring throughout. The primary bathroom has been enhanced with a luxurious walk-in shower featuring upgraded stone and tile finishes. This unit is quietly situated in a private location within the well-maintained Wrenwood Condominiums community, offering assigned parking directly in front of the unit and access to a sparkling community swimming pool. Ideally located in East Winter Park, this community offers easy access to Park Avenue shopping and dining, Winter Park Village, Full Sail University, and nearby parks and lakes. Enjoy a vibrant lifestyle with museums, farmers markets, scenic walking areas, and the renowned Winter Park Chain of Lakes just minutes away, all while remaining close to major roadways and downtown Orlando. Schedule your private showing today.

4790 Tangerine Avenue Unit 4790, Winter Park
$300,000
3 Beds ⋅ 2 Baths ⋅ Coronation Add SubDv. ⋅ 32792 Zip Code
Absolutely stunning, well maintained, MOVE-IN READY 3 bedroom, 2 bath home with a two-car garage, tucked away on a quiet cul-de-sac in the heart of Winter Park and with NO HOA!! Step through your screened porch and inside to luxury vinyl flooring gracefully flowing throughout the entire home, complemented by fresh interior paint that gives the space a crisp, modern look. The kitchen is both functional and inviting, offering real wood cabinetry, granite-inspired countertops, a tiled backsplash, stainless steel appliances, an oversized pantry, and a generous breakfast bar that opens seamlessly to the living and dining areas, perfect for entertaining or everyday living. The primary suite provides a comfortable retreat with a walk-in closet featuring a custom organizer and sliding doors that lead directly to the backyard oasis. Its en-suite bath has been thoughtfully refreshed with new toilet, new vanity, and updated fixtures for a bright, polished finish. The split floor plan enhances privacy, while the secondary bedrooms are ample size and include custom closet organizers and updated ceiling fans with light. The guest bathroom has also been refreshed with new toilet, vanity, mirror and fixtures to match the home’s clean, cohesive feel. Major improvements include a NEWER ROOF and HVAC system (2021), NEW WINDOWS & SLIDERS, a newer electrical panel, and a newer water heater, offering both comfort and peace of mind. Step outside to a massive FULLY FENCED backyard with endless possibilities for entertaining, gardening, play, or simply relaxing. Space like this is hard to come by in Winter Park at this price point. Come see this home for before it is too late! Ideally located just minutes from Costco, Publix, Full Sail University, UCF, Rollins College, Baldwin Park, Downtown Orlando, the 417, Orlando Executive Airport, and countless shopping and dining options, this home combines comfort, updates, and convenience in one compelling package. If you’ve been looking for a well-cared-for home in a prime location with real outdoor space and meaningful upgrades already completed, this one is worth your attention. Schedule your private showing, TODAY!

3209 Royal Street, Winter Park
$172,000
2 Beds ⋅ 2 Baths ⋅ Goldenrod Villas Condo SubDv. ⋅ 32792 Zip Code
Welcome to Goldenrod Villas of Winter Park, where location, layout, and UNLIMITED POTENTIAL come together in this 2-bedroom, 2-bath single-story condo ready for your vision and personal touch. Ideal for investors, first-time buyers, or anyone looking to create a space tailored to their own style, this home offers STRONG BONES and a FUNCTIONAL FLOOR PLAN that simply needs a cosmetic refresh to truly shine. Inside, you’ll find an OPEN-CONCEPT LAYOUT where the Living room, Dining area, and Kitchen flow effortlessly together, creating a spacious feel perfect for everyday living or entertaining. The Kitchen features pantry shelving, a CONVENIENT LAUNDRY CLOSET, and a COZY EAT-IN AREA for casual dining. The Living Room is bright and welcoming, complete with a ceiling fan and sliding glass doors that open to a SIZEABLE ENCLOSED, SCREENED BACK PATIO. This extended outdoor living space includes a storage closet and overlooks a SPACIOUS, FENCED BACKYARD — a rare and desirable feature that provides privacy and room to relax. The Primary Suite offers generous proportions, a ROOMY WALK-IN CLOSET, and a private en-suite bath. Sliding glass doors from the bedroom also lead directly to the screened patio, adding a PEACEFUL INDOOR-OUTDOOR CONNECTION.. The second bedroom is impressively sized with its own HUGE WALK-IN CLOSET and easy access to the second full bath. Residents of Goldenrod Villas enjoy a SPARKLING COMMUNITY POOL and well-maintained grounds, all while being perfectly positioned in the heart of Winter Park. Just MINUTES AWAY, you’ll find the shops and restaurants of WINTER PARK VILLAGE and the charming boutiques and dining along Park Avenue. Outdoor enthusiasts will appreciate EASY ACCESS to the Cady Way Trail, while nearby Rollins College and Full Sail University add to the vibrant community atmosphere. Major roadways including 436, 417, and 408 are CLOSE BY, making commuting simple and convenient. With its UNBEATABLE LOCATION and endless possibilities, this condo is a fantastic opportunity to renovate, personalize, and BUILD EQUITY in one of Central Florida’s most sought-after areas. Bring your creativity and make it your own!

7733 Country Place Unit G2, Winter Park
$165,000
1 Beds ⋅ 1 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Experience elevated living in this beautifully appointed 1-bedroom, 1-bath residence located on the second floor in the heart of Winter Park, Florida. The home showcases elegant wood-look tile flooring throughout, creating a seamless, upscale aesthetic with both style and durability. The primary bedroom is enhanced with classic plantation shutters, offering timeless sophistication, privacy, and beautiful natural light control. Step onto your private balcony overlooking the resort-style pool, providing a serene backdrop for morning coffee or evening relaxation. Designed for modern convenience, the residence includes a private in-unit washer and dryer, elevating everyday comfort. Perfectly positioned just minutes from Park Avenue, enjoy immediate access to Winter Park’s renowned cafés, fine dining, boutique shopping, and cultural attractions, as well as close proximity to Rollins College. This refined condo seamlessly blends luxury, lifestyle, and location, making it an exceptional opportunity in one of Central Florida’s most desirable neighborhoods.

200 Saint Andrews Boulevard Unit 315, Winter Park
$549,000
3 Beds ⋅ 2 Baths ⋅ Lake Waunatta Woods SubDv. ⋅ 32792 Zip Code
Nicely UPDATED Winter Park home offers a GAME ROOM and an OFFICE in addition to three bedrooms. Wonderful family home! Recent improvements include AC (2025). In 2026: NEW ROOF, Quartz counters in kitchen, new dishwasher, luxury vinyl throughout, new cabinets & Quartz counters in both bathrooms, new tub & tile in hall bath, new walk-in shower (2024) in primary bath, new lighting, all new door hardware, total interior painted. Water heater 2020 and windows & sliding door in 2018. Wood burning stone fireplace in living room. Spacious primary suite with walk-in closet. Large lot on cul-de-sac. Winter Park High School. Quiet neighborhood with easy access to UCF and Hwy. 417.

4033 Yacht Court, Winter Park
$262,500
3 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. This 3/2 is attractively priced for a fast sale, offering great value for its renovations. Located in Winter Park, it combines affordability, quality, and prime location. Each detail has been carefully chosen to ensure a comfortable living space. From the beautiful cabinets in the kitchen to the top-of-the-line appliances, quality flooring, and even down to the soft closing hinges on doors and drawers – no detail has been overlooked. What's more, this home comes with a washer and dryer for convenience. The spacious bedrooms offer ample room for relaxation and rest. If you value your car, you'll appreciate the reserved, covered parking space just steps away. Residents here at the Four Seasons Condo Assn. enjoy exclusive access to three community pools, tennis courts, shuffleboard, fitness room and clubhouse facilities. Plus, our pet-friendly HOA ensures that every member of your family is welcome. Conveniently located near Ward Memorial Park, Cady Way Park and Trails, you'll also find Advent Health Hospital nearby along with Publix, Trader Joes, Starbucks, and an array of dining options within reach. And for those seeking higher education opportunities, University of Central Florida, Rollins College, and Full Sail are all just a short Vespa ride away. Can't wait for you to see this place for yourself - it's truly something special!

200 Saint Andrews Boulevard Unit 2504, Winter Park
$430,000
3 Beds ⋅ 3 Baths ⋅ Enclave At Hawks Crest SubDv. ⋅ 32792 Zip Code
Wake up to tranquil lake views and effortless luxury in this like-new 3-bedroom, 2.5-bath townhome, built in 2022 and perfectly positioned in the highly sought-after Enclave at Hawks Crest. From the moment you arrive, this home delivers the ideal blend of modern design, serene surroundings, and unbeatable location. Step inside to a bright, airy open floor plan with soaring ceilings and abundant natural light, creating a warm atmosphere perfect for both entertaining and everyday living. The gourmet kitchen is a showstopper; sleek modern appliances, generous counter space, and thoughtful design make it a dream for cooking, hosting, or casual mornings at home. Flow seamlessly into the inviting living area and out to your private pond view patio, where peaceful water views set the scene for morning coffee or sunset dinners. Upstairs, the oversized primary suite is your personal retreat, offering a calm, spa-like ensuite bath and plenty of space to unwind. Two additional bedrooms provide flexibility for guests, a home office, or growing needs. Beyond the home, enjoy resort-style living with an amazing community pool and a location that truly shines. Kelly’s Ice Cream and Foxtail Coffee are just a one-block stroll away, and iconic Park Avenue in Winter Park is only a 10-minute drive, placing dining, shopping, and entertainment right at your fingertips. This is more than a home it’s a lifestyle of water view serenity, walkable conveniences, and modern elegance. Opportunities like this don’t come often… don’t miss your chance to call it yours. Home was stage on 1st level in the photos. Home is tenant occupied and kept immaculate. They would also be willing to stay on and rent if purchased by an investor.

1375 Merrydale Way, Winter Park
$286,000
2 Beds ⋅ 2 Baths ⋅ Coronation Add SubDv. ⋅ 32792 Zip Code
Discover this beautifully renovated 2-bedroom, 1.5 -bathroom villa in the heart of Winter Park! Nestled on a private cul-de-sac lot with no HOA, this home has been completely upgraded to offer modern comfort and style. Step inside to luxury vinyl flooring throughout, an open-concept living space, and a sleek kitchen with stainless steel appliances. The high-end bathroom remodel adds a spa-like touch, while the spacious bedrooms provide a cozy retreat. The highlight? A brand-new private pool, perfect for unwinding or entertaining in your own backyard oasis! Located just minutes from downtown Winter Park’s shopping, dining, and entertainment, with easy access to the airport, UCF, and major attractions. Whether you're looking for a starter home, investment property, or vacation retreat, this home is a rare find. Furnishings are negotiable. Schedule your showing today!

3204 Netherwood, Winter Park
$1,799,999
5 Beds ⋅ 5 Baths ⋅ Pervis Survey For R E SubDv. ⋅ 32792 Zip Code
Private, gated lakefront living on Bear Gully Lake one of Winter Park’s most desirable spring-fed ski lakes. Set on an expansive 137-acre body of water, this custom residence offers a rare combination of privacy, scale, and true Florida waterfront lifestyle. A circular driveway behind a private gate welcomes you to a thoughtfully renovated home designed to capture sweeping lake views. Bear Gully Lake is spring-fed and open to water vehicles, making it ideal for boating, water skiing, wakeboarding, tubing, fishing, and year-round enjoyment. The lakefront experience is exceptional, featuring a fully equipped dock with power, covered boat lift, and sun deck, perfectly positioned for enjoying stunning sunsets. Outdoor living is a highlight of the property. The expansive lanai and pool area overlook the lake and are ideal for entertaining, complete with a renovated summer kitchen featuring a grill, sink, mini refrigerator, and granite countertops. The oversized backyard provides ample space for gatherings, recreation, and pets. Inside, the home opens to a dramatic great room with vaulted ceilings, a striking stacked-stone feature wall with custom built-ins, and large sliding glass doors that fully retract to create seamless indoor-outdoor living. The space was reimagined during extensive renovations to maximize natural light and lake views. The chef’s kitchen, redesigned by award-winning designer Sandra Agurto of CCI, features all-wood cabinetry, quartz countertops, contemporary backsplash, oversized island with beverage and wine refrigerators, induction cooktop, convection ovens, and a separate full refrigerator and freezer, with abundant custom storage throughout. The primary suite is privately located in its own wing and offers serene lake views, high ceilings, and a spa-style en-suite bath renovated in 2022 with soaking tub, walk-in shower, expansive custom vanity, upgraded lighting, and private water closet with bidet. A large walk-in closet with custom built-ins completes the suite. All bedrooms feature their own bathrooms and walk-in closets, providing exceptional privacy and flexibility, with three full en-suite bedrooms ideal for guests or multigenerational living. Additional flexible spaces include a gym or bonus room suitable for formal living, dining, or a game room. Recent upgrades include a new roof (2018), new hot water heater (2024), fully fenced yard, Russound sound system, updated security system, new pool deck pavers, and a rebuilt dock with Trex decking and updated boat lift components. The home is part of a lake association with no mandatory dues, providing community updates and seasonal events such as the holiday boat parade. Conveniently located near SR-417, UCF, downtown Winter Park, and Trinity Prep, this is a rare opportunity to own a true spring-fed lakefront home on one of Winter Park’s most coveted lakes.

4469 Old Bear Run, Winter Park
$475,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Welcome home to this charming 3-bedroom, 2-bath residence in the highly desirable, NO HOA community of Winter Park Pines, conveniently located near top shopping, dining, and entertainment options. A long driveway and mature landscaping create an inviting first impression, while the 2-car carport provides covered, secure parking. Inside, you’ll find an open floorplan enhanced by travertine tile and neutral paint throughout and abundant natural light pouring in through large windows and French doors lining the back of the home. The updated kitchen features new cabinetry, granite countertops, updated fixtures, white appliances, and a cozy dinette area, perfect for casual meals. The combination living and dining areas offer an ideal layout for entertaining and family gatherings, highlighted by a modern wood-burning fireplace that adds warmth and style. The dining room opens directly to the patio, creating seamless indoor/outdoor living. All three bedrooms are generously sized. The primary suite boasts a custom closet system and an updated en-suite bathroom with a single-sink vanity and large walk-in shower. The secondary bathroom includes a single-sink vanity and a shower/tub combination. Out back, an open patio overlooks a fully fenced yard, offering plenty of room to add a pool or simply enjoy a safe space for pets and play. A laundry room/workshop with mini-split, located off the kitchen and carport, provides exceptional extra storage and versatility. Double pane windows throughout and side sound and security windows provide peace of mind and lower electric bills. This well-maintained home blends comfort, functionality, and location—a wonderful opportunity in Winter Park Pines.

2748 Lion Heart Road, Winter Park
$1,670,000
5 Beds ⋅ 5 Baths ⋅ Brookshire Heights SubDv. ⋅ 32792 Zip Code
Welcome to this stunning modern custom smart home, a true statement of luxury and design offering 3,033 square feet of impeccably curated living space with 5 bedrooms and 4.5 bathrooms. From the moment you arrive, the pavered driveway, architectural lighting, and manicured landscaping set the tone for a home built for both elegance and ease. The heart of the home is bathed in natural light, thanks to oversized picture windows that frame every space beautifully. Wide-plank wood flooring, 7.5” baseboards, crown molding, and custom lighting elevate the open-concept design, while built-in cabinetry and floating shelves add warmth and sophistication. This home was designed to entertain effortlessly—indoors and out. The gourmet kitchen is nothing short of exceptional, featuring top-of-the-line Thermador appliances, a gas cooktop, built-in convection ovens,quartz countertops, and custom cabinetry to the ceiling with extra under-island storage. A fully equipped extra prep kitchen enhances functionality, while a wine refrigerator and elegant finishes make hosting unforgettable gatherings seamless and stylish. The luxurious primary suite is a private sanctuary, offering generous space and serene ambiance. The spa-inspired ensuite boasts dual sinks, a soaking tub, and refined finishes throughout. Two expansive walk-in custom closets provide exceptional storage and organization, completing a retreat designed for comfort, indulgence and a peaceful view of the pool. Four additional bedrooms—each thoughtfully designed—offer flexibility for family, guests, or home offices. Custom closets and beautifully appointed bathrooms ensure comfort and privacy for everyone. Step outside to your own private oasis. The smart saltwater pool features a sun shelf and advanced automation, perfect for relaxation or entertaining. A motorized screen encloses the lanai, creating a seamless indoor-outdoor living experience. The fully outfitted outdoor kitchen includes a grill, sink, and refrigerator, ideal for al fresco dining. Pavered patios, landscape lighting, and lush surroundings complete the resort-style feel. This home is equipped with EV chargers, electric shades, a second laundry room upstairs, a full security system with cameras, gutters, termite bond, and a smart pool system, blending cutting-edge technology with peace of mind. Perfectly situated near top-rated schools, popular restaurants, and the Winter Park Pines golf course, this home offers both convenience and lifestyle—an entertainer’s dream in an unbeatable location.

501 Darcey Drive, Winter Park