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$499,000
4 Beds ⋅ 2 Baths ⋅ Winter Woods Unit 01 SubDv. ⋅ 32792 Zip Code
Under contract-accepting backup offers. PRICE REDUCED!!! ROOF 4 yrs. old, newer A/C, In-ground Pool. Enclosed Patio — a beautifully maintained turnkey home nestled in the heart of Winter Park, one of Central Florida’s most sought-after communities. Surrounded by renowned golf courses, top-rated Seminole County schools, lush parks, and family-friendly neighborhoods, this exceptional residence offers the perfect blend of comfort, convenience, and the elevated Winter Park lifestyle buyers are searching for. This spacious 4-bedroom + office home is completely move-in ready and vacant — just bring your furniture and clothes and start living! From the moment you walk through the front door, you’ll love the bright open-concept layout filled with natural light, updated finishes, granite countertops, modern appliances, and an inviting wood-burning fireplace that creates the perfect family gathering space. Designed for entertaining and Florida living, the oversized Florida room/lanai overlooks a stunning private pool and beautifully landscaped fenced backyard, creating the ultimate indoor-outdoor experience. Whether hosting weekend BBQs, pool parties, holiday gatherings, or simply relaxing after work, this home was built for making memories. Additional highlights include: • 2,092 square feet of living space • 4 bedrooms plus dedicated office/bonus room • Large open kitchen with granite countertops and abundant cabinet space • Spacious primary suite with pool views • Huge covered Florida room perfect for entertaining • Private in-ground pool • Full irrigation system and landscaped yard • Wood-burning fireplace • NO HOA • Attached 2-car garage plus additional parking • Fully fenced backyard for privacy and pets • Move-in ready condition Located in the highly desirable Winter Woods/Lake Howell area, this home is centrally positioned near major highways including SR-417, I-4, Howell Branch Road, and SR-436, making commuting to Downtown Orlando, Winter Park Village, UCF, Orlando International Airport, beaches, shopping, dining, and all Central Florida attractions incredibly convenient. Winter Park is known for its charm, tree-lined streets, upscale dining, boutique shopping, beautiful golf communities, and strong sense of community. Families love the area for its excellent schools, nearby parks, recreational amenities, and safe neighborhood atmosphere. This is more than just a home — it’s a lifestyle opportunity in one of Florida’s premier communities.

2217 Sussex Road, Winter Park
$610,000
3 Beds ⋅ 2 Baths ⋅ Garden Lake Estates Unit 3 SubDv. ⋅ 32792 Zip Code
Tucked peacefully at the top of a cul-de-sac in the sought-after Garden Lake Estates community, this lakefront residence offers a rare blend of serenity, timeless character, and effortless Florida living. From the first approach, the home feels warm and welcoming, mature landscaping frames the paver drive, and a charming front porch sets the tone for the relaxed, inviting style carried throughout. Inside, the home’s thoughtful split-bedroom layout and multiple gathering spaces create a natural flow for both everyday comfort and entertaining. The formal living and dining areas lead seamlessly into the heart of the home, where a cozy wood-burning fireplace anchors the family room. The kitchen lives warm and inviting, with rich wood cabinetry, granite countertops, stainless steel appliances, and thoughtfully designed glass-front display cabinets. A convenient pass-through connects the kitchen to the sunroom, keeping the cook part of the conversation and offering glimpses of the lake. Combined with the adjacent dining areas, this space supports both casual meals and memorable gatherings with ease. Just beyond, a light-filled sunroom becomes a true showcase space, expanded with tongue-and-groove ceilings, skylights, and panoramic views that draw the outdoors in. This room lives beautifully as a lounge, reading retreat, or entertaining extension, opening directly to the home’s outdoor living areas. Designed for connection to nature, the rear of the home opens to a large screened lanai and an extended lakeside deck, capturing wide sparkling views of Garden Lake. Morning sunrises, evening reflections, and gentle breezes set the backdrop for daily living. Step down to the flagstone patio or the beautifully landscaped yard for even closer access to the shoreline, perfect for launching a kayak or savoring the peaceful setting. Every detail has been tastefully appointed, from updated baths to well-maintained finishes that reflect pride of ownership. The primary suite enjoys privacy and garden views, while two additional bedrooms create versatility for guests, office space, or multigenerational living. This neighborhood is a quiet, established enclave offering a uniquely calm, tucked-away feel while remaining close to everything. A short drive brings you to Winter Park’s signature lifestyle, shopping on Park Avenue, an exceptional dining scene, medical centers including AdventHealth Winter Park, and convenient access to major roadways for commuting or travel. Nearby higher education anchors such as Rollins College and Full Sail University, along with major regional employers, add to the area’s vitality. Schedule your private tour today!

1489 Aster Court, Winter Park
$730,000
4 Beds ⋅ 2 Baths ⋅ Kenilworth Estates SubDv. ⋅ 32792 Zip Code
Discover the perfect blend of mid-century modern architecture and contemporary living in this beautifully updated 4-bedroom, 2-bath residence offering over 2,500 square feet of thoughtfully designed space. Situated on a spacious lot in a private cul-de-sac, this home features an inviting open floor plan, soaring vaulted ceilings, and abundant natural light that highlights its clean lines and modern finishes. The heart of the home is the expansive and sleek kitchen, showcasing contemporary espresso cabinetry, quartz countertops, stainless appliances, and a generous breakfast bar with seating for 4. An additional living space/bonus room adds versatility for work, play, or entertaining. The updated hall bathroom features an extended quartz countertop, tiled tub/shower, and striking basketweave-patterned flooring, complementing the home’s timeless aesthetic. Retreat to the private primary suite, complete with a walk-in closet, recessed lighting, and a beautifully finished ensuite bathroom offering a double vanity with quartz countertop, added cabinetry for storage and a spacious frameless glass enclosed shower with double shower heads. The home also includes a generous laundry/mud room with built-in cabinetry and sink, recessed lighting, and ceiling fans throughout. The fully fenced backyard provides exceptional outdoor living with ample room to garden, play, or entertain, and includes a utility shed to provide tons of storage. Ideally located, this home is just minutes from Winter Park Pines Golf Course, Cady Way Pool, parks, and tennis courts, with convenient proximity to the AdventHealth, Crosby Wellness Center, and major educational institutions including UCF, Rollins College, and Full Sail University. Enjoy access to top-rated Winter Park schools—Brookshire Elementary, Glenridge Middle, and Winter Park High—and a lifestyle enriched by nearby amenities such as the shops and restaurants and Baldwin Park Village Center and scenic walking paths along Lake Baldwin. This is a rare opportunity to own a stylish mid-century modern home in one of Winter Park’s most desirable and connected locations. ROOF - 2025 HVAC - 2019 ELECTRICAL - 2019 PLUMBING - 2019/2022 WATER HEATER - 2019

1213 Lindenwood Lane, Winter Park
$197,382
2 Beds ⋅ 2 Baths ⋅ Oaks Condo SubDv. ⋅ 32792 Zip Code
Winter Park gem! This tastefully updated 2-bedroom, 2-bath corner unit with a spacious patio offers a rare opportunity in a boutique community of only 11 residences, surrounded by million-dollar homes. The unit was repiped in October 2025 and features high-quality enhancements including plantation shutters, built-in closets, a hurricane-rated sliding glass door, smart recessed lighting throughout, a smart fan with light kit in the primary bedroom, and a Nest thermostat. The airy kitchen boasts granite counters with backsplash, soft-close cabinetry, and stainless steel appliances. An open floor plan connects the living and dining areas—ideal for entertaining. The owner’s suite includes a large walk-in closet, custom built-in storage, and a spa-like bathroom. Enjoy a large private balcony overlooking the community pool—perfect for morning coffee or hosting friends. Centrally located, this home is within walking distance to Glenridge Middle School and minutes from grocery stores, AdventHealth, Baldwin Park’s shops and scenic trails, and the dining and boutiques of Park Avenue. Just 15 minutes to Downtown Orlando and under 30 minutes to Orlando International Airport. Zoned for the highly regarded Winter Park school district. HOA fee includes water, pest control, and exterior insurance, and the community is pet-friendly. Excellent option for first-time buyers, downsizers, investors, or students attending Rollins or Full Sail. Call for your private tour today!

1913 Woodcrest Drive Unit B, Winter Park
$130,000
1 Beds ⋅ 1 Baths ⋅ Stratford A Winter Park Condo SubDv. ⋅ 32792 Zip Code
Enjoy Winter Park lifestyle in this great, first floor, 1 bedroom 1 bath condo. Built in 1973 with a well-planned 678 sq.ft. floor plan. Featuring Laminate flooring, this condo offers a functional and inviting home. The kitchen comes equipped with a range, refrigerator, dishwasher and microwave. The oversized bedroom comes with stackable washer an dryer and two closets. New bedroom window, new sliding glass door, new bathroom vanity. Updated wiring and electrical panel. Enjoy all your community amenities including a two pools, tennis courts, clubhouse and 24/7 fitness center. The HOA covers water, trash removal, Internet, common area pest control, grounds maintenance, and exterior maintenance while the pool is maintained for your enjoyment. A convenient on-site laundry room features two washers and two dryers free of charge, and the clubhouse is available for rental for gatherings or events. Situated in a prime Winter Park location, this condo is close to grocery stores, shopping centers, and major routes like the 408, Semoran Blvd and St. Rd. 50 for quick access across the area. This condo is just 20 minutes from UCF, 10 minutes from Full Sail, Rollins College, and the vibrant Park Avenue in Winter Park. Quick access to major highways (417 and I-4), everything you need is within reach. Welcome Home!

151 Lewfield Circle Unit 4, Winter Park
$699,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 04 SubDv. ⋅ 32792 Zip Code
!! PRICE IMPROVEMENT!! This meticulously maintained POOL HOME located in the highly desirable Kenilworth Shores community could be YOURS! 3 Beds | 2 Baths | Bonus Room | This classic ranch-style residence offers a spacious and functional layout with three well-appointed bedrooms, two full bathrooms, a formal living room, dining area, and a bright breakfast nook. An additional bonus room provides flexible use — ideal as a home office, creative studio, workout space or playroom — all with tranquil views of the pool and backyard. The property features a beautifully landscaped, fully fenced yard and a private pool area, perfect for entertaining, relaxing, or enjoying the Florida lifestyle. Originally updated in 2012, the home benefits from a well-balanced and comfortable floorplan, complemented by key mechanical upgrades including a newer HVAC system and roof, and a brand-new water heater installed in 2024. With these major updates already completed, the property is truly move-in ready — offering peace of mind and lasting value. Don’t miss your opportunity to own a beautifully maintained home in a location that continues to deliver on both lifestyle and convenience. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, the location also offers close proximity to top institutions and amenities, including Rollins College (2.3 miles), Full Sail University (2.4 miles), AdventHealth Winter Park (0.9 miles), and the VA Medical Center (1.3 miles). Outdoor enthusiasts will appreciate the nearby Cady Way Trail, Blue Jacket Park, and Lake Baldwin, all within a short drive, offering walking paths, open green space, and recreational opportunities. ASSUMABLE VA LOAN at 2.25% Interest Incredible opportunity to assume the seller’s VA mortgage at just 2.25% interest. Just minutes from the vibrant centers of Baldwin Park and Park Avenue, this property provides convenient access to an array of restaurants, boutique shops, cafés, and year-round events. 676 Dunblane Drive is a rare opportunity to own a well-located, move-in-ready home in one of Winter Park’s most established and sought-after neighborhoods. Book your private showing TODAY!

676 Dunblane Drive, Winter Park
$172,500
2 Beds ⋅ 2 Baths ⋅ Four Seasons Condo SubDv. ⋅ 32792 Zip Code
A Wonderful Opportunity Awaits!! Discover the ease of low-maintenance living in this well-maintained GROUND-FLOOR unit in the always-popular Four Seasons community. Currently leased for $1,800/month to an excellent tenant who would love to stay (month-to-month with 60-day notice), this condo offers built-in stability for investors or a smooth transition for future owner-occupants. Inside, enjoy luxury vinyl flooring throughout, an in-unit washer & dryer, an updated electrical panel, A/C replaced in 2016, and an updated primary bath. The primary bedroom features a spacious walk-in closet, adding great storage and functionality. Four Seasons residents enjoy a host of amenities, including an onsite manager, two pools, tennis court, shuffleboard, clubhouse, and an exercise room. The location is unbeatable—zoned for top-rated schools and walking distance to Brookshire Elementary, Ward Park & Playground, and the Center for Health & Wellbeing, with shopping and dining just minutes away. This is a fantastic opportunity to experience Winter Park living at an affordable price. Whether you’re a first-time buyer, downsizing, or seeking a low-maintenance second home, this property checks all the boxes. Call today for your private showing—this one won’t last!

200 Saint Andrews Boulevard Unit 1905, Winter Park
$600,000
3 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. Discover the perfect blend of modern upgrades and effortless living in this beautifully updated pool home located in the highly desirable Winter Park Pines community. Set on a spacious corner lot, this move-in-ready residence features a bright open-concept floor plan filled with natural light and upgraded finishes throughout. The remodeled kitchen offers quartz countertops, upgraded appliances, 42" cabinets, and a sleek ceiling-mounted range hood with remote, all flowing seamlessly into the main living areas. A contemporary electric fireplace adds warmth and style, while sliding glass doors lead out to the private backyard and pool area—perfect for gatherings, relaxation, and enjoying the Florida sunshine. This home includes an extensive list of updates such as a 2018 roof, brand-new windows, new air conditioner, 2017 water heater, updated PEX-A plumbing, new pool equipment, new blinds, modern LED lighting, all-new interior and exterior doors, and new ceiling fans in every bedroom. Both bathrooms have been beautifully remodeled, and the home features updated flooring, enhanced baseboards, and refreshed landscaping for a clean, modern feel. Additional convenience comes from the spacious 2-car side-entry garage, providing excellent storage and functionality. A mounted 65" TV is also included with the home. Conveniently located in the highly desirable Winter Park area, close to Downtown Orlando and major highways, shopping, dining, parks, and top-rated schools—Winter Park High, Glenridge Middle, and Aloma Elementary—this property offers the ideal combination of comfort, style, and accessibility. A just minutes from Cady Way Park Trail and Winter Park Pines golf course and is just a short drive to Orlando International & Executive Airports, UCF, Valencia College, Disney, Universal and Florida’s stunning East Coast beaches. All information pertaining to the property is deemed reliable, but not guaranteed. Information to be verified by the Buyer. Be advised that cameras may exist recording audio and video inside/outside the property, such as ring doorbells. Photos are digitally enhanced and could be altered, please verify.

2817 Fitzooth Drive, Winter Park
$420,000
3 Beds ⋅ 2 Baths ⋅ Bel Aire Pines SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully updated Winter Park home offering modern finishes, strong mechanical upgrades, and a spacious open layout. Major improvements include a brand-new roof installed in October 2025, new windows and sliding door (2024), and a new A/C system (2020), providing long-term comfort and efficiency. Inside you’ll find new porcelain tile flooring installed in 2022, neutral interior tones, and abundant natural light flowing through the main living areas. The kitchen was fully renovated in 2022 and features upgraded cabinetry, corian countertops, pantry storage, and stainless steel appliances. All bedrooms include walk-in closets, and the primary suite showcases an updated dual-sink vanity and a walk-in shower, while the guest bath offers granite countertops, a tub/shower combo, and direct access to the screened lanai. Stepping outside, the property sits on a generous corner lot with mature landscaping and multiple outdoor spaces perfect for entertaining. The backyard features new pavers added in 2024, a covered outdoor grill/kitchen station, a gazebo, fruit trees, garden beds, an enclosed lanai, and a storage shed. The home also offers a shaded carport, a two-car garage, an irrigation system spourced from a private well, and a beautifully maintained front exterior with stone façade and lush greenery. To complete the package, this residence enjoys a prime Winter Park location just minutes from Costco, Publix, Full Sail University, UCF, Rollins College, Baldwin Park, Downtown Orlando, 417, Orlando Executive Airport, shopping, dining, and numerous conveniences.

3236 Knottypine Avenue, Winter Park
$320,000
3 Beds ⋅ 2 Baths ⋅ Wrenwood Heights SubDv. ⋅ 32792 Zip Code
Location Location Location!! This 3 bedroom 2 bath home is situated on a cul-de-sac and is waiting for its new owner. This home features a kitchen with solid surface countertops that is open to the family room. Primary bedroom has an en-suite bath and walk in closest. The back of the home features a screened patio and spacious fenced backyard. New electrical panel in 2024, HVAC system 2020. Separate workshop in the backyard with electric. This home is waiting for the new owner to make it their own!!

5117 Cypress Court, Winter Park
$495,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 06 SubDv. ⋅ 32792 Zip Code
Exceptional land opportunity in the heart of Winter Park! This just-under-¼-acre homesite offers the perfect canvas to build your custom dream residence. Surrounded by multi-million-dollar homes, this prime location places you minutes from Baldwin Park, Winter Park Hospital, Cady Way Park, and the renowned shops and dining along Park Avenue. Enjoy close proximity to top-rated restaurants, boutique shopping, and everyday conveniences. A rare find in one of Central Florida’s most sought-after neighborhoods — the value is truly in the land.

625 S Lakemont Avenue, Winter Park
$400,000
3 Beds ⋅ 2 Baths ⋅ Suburban Homes SubDv. ⋅ 32792 Zip Code
Welcome to this beautifully renovated 3-bedroom, 2-bath home located in Seminole County — a rare find in Winter Park with NO HOA OR CDD! This delightful residence offers a perfect blend of modern updates and practical features throughout. Enjoy bright, inviting living spaces, a functional layout, and a master suite featuring its own private exterior door, offering added convenience for guests, multigenerational living, or potential rental use. This home has been thoughtfully renovated from top to bottom, featuring modern appliances, fresh interior and exterior paint, and a new septic system (2025) — giving you peace of mind for years to come. Additional Upgrades Completed in 2024 Include: - New roof (2025) - New electric panel (2024) - Hurricane-rated, energy-efficient double-pane windows - New plumbing - New water heater (2024) - New interior & exterior doors with updated hardware - New bathroom fixtures - New soffit venting - Motion-activated exterior lighting - All-new blinds throughout the home - Fully fenced backyard perfect for pets, privacy, and entertaining Located in a quiet Winter Park neighborhood close to great schools, shops, dining, and major roadways, this beautifully updated home is truly move-in ready. Offered at $404,990, this property delivers exceptional value, comfort, and convenience. Don’t miss your chance — schedule your showing today!

5357 Orange Avenue, Winter Park
$192,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Villas Condo SubDv. ⋅ 32792 Zip Code
If you’re searching for a place that feels like home the moment you walk in—not just another condo—this one might be exactly what you’ve been looking for. Nearby to Full Sail University, UCF, restaurants, shopping, entertainment, and major road access, this property is in a prime location. Step through the covered front porch and into a bright, welcoming space with soaring vaulted ceilings, new windows installed in 2021 providing plenty of natural light, and an open layout perfect for everyday living or hosting friends. The living and dining area flow effortlessly together, centered around a cozy fireplace and stylish custom wood-and-steel staircase that instantly catches your eye. There’s even a dry bar with wine storage, because this home was designed with comfort and lifestyle in mind. The kitchen has everything you need in arm’s reach—stainless steel appliances, brushed nickel hardware, breakfast bar seating, a built-in pantry, and an easy-clean vinyl backsplash. It’s simple, practical, and ready for weeknight dinners and weekend brunch. The first-floor bedroom features beautiful wood-plank tile flooring, double closets, and a nearby updated bathroom. The laundry is thoughtfully tucked away, with extra shelving (because we all need more storage). There’s even additional storage under the stairs and in the living room to help keep things organized. Upstairs, the second bedroom feels like a private retreat with bamboo floors, plantation shutters, and its own updated bath featuring a rain shower behind seamless glass. Open the French door and step out to your fenced patio—a quiet space for morning coffee, grilling with friends, or relaxing after a long day. --Updates Include:-- 2020: New tile roofs, rain gutters & exterior paint (community-wide), 2015: HVAC, 2019: Water heater, Wood-plank tile flooring (1st floor), Bamboo flooring (2nd floor), Double-pane windows, Full-size washer & dryer, Custom staircase railing, Remodeled 2nd-floor bath with rain shower. --Community Perks You’ll Love-- Pool & clubhouse, Pondside gazebo, Tennis & basketball courts, Car wash station, Pet-friendly green spaces. If you’re looking for a move-in-ready condo that genuinely feels like a home, with thoughtful updates and plenty of personality, this is one you won’t want to miss. See why the owners fell in love with it—you might do the same.

623 Saint Johns Court Unit 623, Winter Park
$325,000
4 Beds ⋅ 2 Baths ⋅ Woodcrest Unit 01 SubDv. ⋅ 32792 Zip Code
Lovingly Maintained by original owner. This is a true 4-bedroom home with 2 bathrooms and a single car garage. Located in desirable Winter Park with easy access to major roads, convenient to shopping, the post office, restaurants, higher education, and airports. This solid built home features a split plan, large living room with a wall of closet space, easy access walk - through kitchen, screened porch overlooking the fenced back yard and beautiful oak tree for shade. Updates include NEW FLOORING, NEW ROOF, fresh interior paint, NEW ELECTRICAL PANEL, newer windows, and sewer line replaced in 2023. This home awaits your creative vision. Make it your own!

5047 Ferncrest Drive, Winter Park
$1,375,000
4 Beds ⋅ 5 Baths ⋅ Park Manor SubDv. ⋅ 32792 Zip Code
Nestled on a quiet street in the heart of Winter Park, this stunning new construction home by David Weekley Homes blends timeless design with modern comfort. Featuring 4 spacious bedrooms and 4.5 beautifully appointed baths, the home offers an ideal layout for both everyday living and entertaining. A private study provides a perfect work-from-home retreat, while the dedicated media room invites movie nights and game-day gatherings. Upstairs, a versatile loft adds flexible living space for a playroom, lounge, or fitness area. Thoughtfully designed with high-quality finishes and abundant natural light, this home delivers exceptional craftsmanship in one of Central Florida’s most desirable neighborhoods—just minutes from top schools, parks, dining, and shopping.

1807 Yorkshire Drive, Winter Park
$425,000
3 Beds ⋅ 2 Baths ⋅ Eastgate Sub SubDv. ⋅ 32792 Zip Code
The house is located in great location and features 3 bedrooms, 2 bathrooms. It sits on a corner lot and offers high ceilings throughout.

1909 Edwin Boulevard, Winter Park
$460,000
3 Beds ⋅ 3 Baths ⋅ Winter Park Estates SubDv. ⋅ 32792 Zip Code
Welcome home to this charming 3-bedroom, 3-bathroom single-family residence nestled in the quiet, established neighborhood of Winter Park Estates. Boasting the highly desirable Winter Park school district, this location offers both prestige and tranquility, yet is conveniently located near major roads which make getting around town a snap! Nearby restaurants and entertainment include Aloma Bowl, Aloma Cinema Draft House, and Park Ave. Inside, the spacious, open layout features a dedicated formal dining room, perfect for hosting, and a versatile bonus room that makes an ideal, secluded home office or flexible living space. The laundry room includes a fully plumbed 3rd bathroom. Enjoy the peace of mind provided by a newer HVAC system, water heater, and the modern convenience of recently updated bathrooms. Residents will enjoy the two-car carport equipped with a Tesla charger and nice sized shed in back for additional storage. Entertain guests or enjoy quiet evenings on the covered back patio, in the sprawling, fully fenced backyard. This home offers the quintessential Florida lifestyle—comfort, style, and an incredible setting. Don't miss this opportunity!

714 Denton Road, Winter Park
$750,000
4 Beds ⋅ 2 Baths ⋅ Greenview At Winter Pines SubDv. ⋅ 32792 Zip Code
The home you’ve been waiting for—an exceptional Winter Park residence offering a private pool and golf views. Situated at 1712 Golfside, this property welcomes you with a picturesque oak-lined street, a paver driveway, and timeless architectural character. Every element has been designed to deliver a sophisticated blend of comfort, style, and effortless living. This beautifully reimagined four-bedroom, two-bath home offers a modern open-concept layout featuring a wood burning fireplace and a stunning NEW kitchen. Custom cabinetry, stainless steel appliances, and an oversized quartz island with extra storage create a seamless space for gatherings and everyday enjoyment. Laminate flooring flows throughout the home, enhancing its clean aesthetic, while French doors extend the living space outdoors for a natural connection between indoor relaxation and poolside entertaining. The primary suite is a private retreat featuring a flexible office, nursery, or sitting area; a spacious walk-in closet with custom built-ins; and an elegantly modern en-suite bath with warm tones, a walk-in shower, and refined fixtures. Additional bedrooms offer generous space, plantation shutters, and well-appointed closets, contributing to the home’s balanced and thoughtful layout. Outdoors, the residence continues to impress with a NEWLY RESURFACED, HEATED POOL and spa, accessible from multiple rooms for effortless flow. A covered patio, mature landscaping, fenced yard and expansive pool deck create an ideal setting for morning coffee, quiet moments overlooking the chipping green, or hosting guests in a serene, resort-like environment. This premier location provides rare proximity near Winter Park Pines Golf Club, Cady Way Trail, pool, playground, tennis and pickleball courts, Ward Park, and A-rated schools (Brookshire Elementary, Glenridge Middle, Winter Park High), this home is equally close to Rollins, Baldwin Park, Park Avenue, UCF, and Full Sail. Also conveniently nearby are AdventHealth Winter Park, Crosby Wellness, and everyday shopping, where convenience meets connection. Recent upgrades include a 2022 ROOF, plumbing and electrical improvements, and extensive interior updates completed in 2024, including new flooring and a full kitchen renovation. A transferable home warranty adds an additional layer of assurance. 1712 Golfside delivers a refined living experience in one of Winter Park’s most desirable settings, offering the perfect balance of luxury, comfort, and everyday ease.

1712 Golfside Drive, Winter Park
$470,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code
Located in an established Winter Park neighborhood, 502 Dunblane Drive offers an opportunity for those looking to build new or invest in a property with plenty of potential. This 3-bedroom, 2-bath home sits on a well-sized lot in the 32792 area of Winter Park and features a private backyard, perfect for relaxation, gardening, or entertaining. The property is ready for a full renovation or reconstruction, making it an ideal canvas for builders, investors, or anyone looking to create a custom residence from the ground up. The existing structure provides a basic footprint, but the true value lies in the land and the flexibility it offers. Whether you envision designing a modern new build, developing an income-producing property, or taking on a remodel, this lot serves as a canvas for your ideas. Located just minutes from everyday conveniences, the property offers quick access to shopping, dining, parks, and reputable Winter Park schools. Nearby roadways make commuting simple, while the surrounding community provides a peaceful residential setting with strong long-term appeal. With its favorable location, private backyard, and extensive potential for redevelopment, 502 Dunblane Drive offers a unique opportunity to design your ideal home in a well-established Winter Park community.

502 Dunblane Drive, Winter Park
$370,000
3 Beds ⋅ 2 Baths ⋅ Kenilworth Shores Sec 03 SubDv. ⋅ 32792 Zip Code
For sold data purposes only, value is in the land.

513 Dunraven Drive, Winter Park
$418,000
3 Beds ⋅ 2 Baths ⋅ Lakemont Heights SubDv. ⋅ 32792 Zip Code
Visit this charming one-story Winter Park home across from the Winter Park YMCA. Enter this adorable single-story home with a comfortable primary suite and two oversized bedrooms. The home boasts a wonderful backyard for outdoor living and a welcoming front porch that welcomes you in. The home has new Hybrid vinyl laminate throughout the home and terrazzo flooring in the baths. When you enter the front door, you will find large front windows and plenty of natural light. Enter through the French doors into the oversized backyard, offering ample space for gathering and play. Top-rated schools, no HOA, across from Winter Park YMCA and Phelps Park. This house is minutes away from Interstate 4 and major roadways.

1030 N Lakemont Ave., Winter Park
$385,000
3 Beds ⋅ 2 Baths ⋅ Garden Grove SubDv. ⋅ 32792 Zip Code
Lovely pool home in the desirable community of Winter Park, conveniently located near shopping, medical offices, and UCF. Freshly painted inside and out, this home features a kitchen with tile and granite, and all appliances included. The kitchen opens to the great room, which offers easy-care tile flooring throughout the main living areas. Enjoy the enclosed porch (not included in the square footage) and a spacious backyard with a large swimming pool and vinyl privacy fencing. No HOA. Close to Winter Park shopping and major conveniences.

5563 Garden Grove Circle, Winter Park
$450,000
4 Beds ⋅ 3 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
Priced to sell! Welcome to this 4-bedroom, 3-bathroom home offering 1,829 sq. ft. of inviting living space in one of Winter Park’s most desirable neighborhoods. Inside, you’ll find a spacious family room with plenty of natural light from large windows, and elegant French doors leading to the porch. The split floor plan of this home provides privacy and comfort for the primary suite that features its own set of French doors that open to the screened porch, along with an updated en-suite bathroom. Additional highlights include ceiling fans in all bedrooms, stylish window shutters throughout, and an updated guest bathroom. Outside, enjoy relaxing on the screened porch overlooking the peaceful yard, perfect for morning coffee or evening gatherings. The home also offers a two-car garage and sits on a quiet street surrounded by well-kept homes. Located just 1 mile from Winter Park High School, under 4 miles to Park Avenue and Rollins College, and just 10 miles from Orlando International Airport, this home offers both comfort and convenience. Golf enthusiasts will appreciate being just minutes from Winter Park Pines Golf Course. You’ll also love being close to top-rated schools, shopping, and dining. This home blends charm, functionality, and an unbeatable location—schedule your showing today!

639 Friar Road, Winter Park
$250,000
3 Beds ⋅ 2 Baths ⋅ Eastbrook Sub Unit 06 2nd Rep SubDv. ⋅ 32792 Zip Code
Price to sell! Motivated Seller! Accepting FHA, Conventional, Cash! Charming Winter Park block home featuring 3 bedrooms, 2 bathrooms, and a versatile enclosed Florida room—perfect for a home office, playroom, or additional living space. Recently updated with a brand-new roof (June 2025), fresh paint, and remodeled interior, this home is move-in ready. Ideally located on the border of Winter Park and Orlando, just minutes from Park Avenue, boutiques, dining, and all the charm Winter Park is known for.

1605 Puritan Avenue, Winter Park
$375,000
3 Beds ⋅ 2 Baths ⋅ Laurel Spgs SubDv. ⋅ 32792 Zip Code
2024 ROOF! NO HOA!! This 3 bedroom, 2 bathroom property offers a split plan bedroom arrangement with walk-in closets in every room. There are ceiling fans in every bedroom & common area, and the floors throughout have tile or luxury vinyl plank (LVP) - no carpets! The primary suite and dining room both exit out onto a covered, screen-enclosed back porch with custom-built elevated hot tub deck. This sanctuary of relaxation is kept private inside a fenced backyard with mature trees, custom landscaping, and 2 sheds with electricity & lighting. The 2-car garage offers a wifi-enabled garage door opener to grant remote access for guests, deliveries, etc. Additionally, this home has a propane tankless water heater for energy efficiency. Updates include: 2024 Roof & garage door opener; 2023 & 2022: new kitchen appliances & LVP floors; 2021: both bathrooms remodeled. This property is tucked away in an established neighborhood less than 1 mile to University Blvd and less than 2 miles to E Colonial Drive for your choice of retail, restaurants, coffee shops, freeway access & more! Full Sail University is 1.5 miles, Rollins College & Valencia College East are both 5 miles, and UCF is 9 miles. This home sweet home is your calm in a vibrant area full of conveniences.

3083 Crane Strand Drive, Winter Park
$180,000
2 Beds ⋅ 2 Baths ⋅ Parkview Village SubDv. ⋅ 32792 Zip Code
Welcome to Parkview Village — one of Winter Park’s most convenient and sought-after condo communities! This move-in ready 2-bedroom, 2-bathroom first-floor end unit offers a perfect blend of comfort and location. Step inside to find a bright, open-concept living and dining area with tile flooring throughout the main spaces and new luxury vinyl plank in both bedrooms for easy maintenance. The kitchen features granite countertops, solid wood cabinetry, and a full appliance package including refrigerator, dishwasher, and microwave. The spacious primary suite includes a walk-in closet and a private bath with tiled shower, while the secondary bedroom offers flexibility for guests or a home office. Enjoy your morning coffee or unwind in the evening on your screened-in porch overlooking the community’s peaceful green space. Residents enjoy resort-style amenities including a sparkling pool, clubhouse, fitness center, and lush landscaped grounds with walking paths. HOA dues include water, trash, and exterior maintenance, allowing for truly low-maintenance living. Centrally located near Full Sail University, Valencia College, Rollins College, Park Avenue, Baldwin Park, and UCF, this property offers easy access to shopping, dining, and top-rated Winter Park schools. Whether you’re a first-time buyer, downsizer, or investor, this condo checks all the boxes for value and location.

2941 Antique Oaks Circle Unit 79, Winter Park
$85,000
2 Beds ⋅ 2 Baths ⋅ Winter Park Woods Condo SubDv. ⋅ 32792 Zip Code
2 Bedrooms and 1.5 upgraded condo unit in Winter Park Woods

110 Scottsdale Square Unit 110, Winter Park
$495,000
4 Beds ⋅ 2 Baths ⋅ Winter Park Pines SubDv. ⋅ 32792 Zip Code
One or more photo(s) has been virtually staged. ?? Mid-Century Modern Gem in Sought-After Winter Park Pines Lovingly maintained and move-in ready, this Mid-Century Modern 4-bedroom, 2-bath home (just under 1,700 sq. ft.) offers light-filled living and timeless style in the heart of Winter Park Pines. Set beneath graceful mature oaks, the landscaped front yard provides a welcoming canopy. Step through the front door into a travertine-floored foyer overlooking the open living and dining areas — ideal for entertaining or relaxing in natural light. The modern kitchen features: Painted wood cabinetry, Granite countertops and stainless steel appliances (range, refrigerator, microwave, dishwasher, and wine fridge), Peninsula bar with prep sink for easy meal prep, French doors opening to the backyard. All four bedrooms feature ceiling fans and brand new textured carpet. The primary suite includes two closets and an updated marble-tiled bath. Enjoy the fully fenced backyard with garden space and irrigation system—perfect for pets, play, or quiet evenings under the trees. There’s also extra storage off the courtyard-entry carport, plus a pantry and coat closet for everyday convenience. Insulated, upgraded windows, Upgraded electrical service, Fresh paint throughout, New carpet and fixtures. The prime location is located just steps from Winter Park Pines Golf Course and minutes from Park Avenue, Winter Park Village, and Baldwin Park Town Center. Convenient to shopping, dining, and top-rated schools.

422 S Ranger Boulevard, Winter Park
$340,000
3 Beds ⋅ 2 Baths ⋅ Glenmoor SubDv. ⋅ 32792 Zip Code
This is the Opportunity of Winter Park 2025 !! Possibilty for 4th bedroom or Office! Nov 26 Price improvement! make the deal ! All the Big items are Fresh and Ready New Shingles on the Roof in 2018, HVAC System is from 2017, Hot Water Heater is 2019, Interior Walls Ceilings and Trim were just Completely repainted,Stainless Steel Appliance package. Bathrooms have been updated as well. All New Hinges and Door Knobs with Nichol Finish, New LED Lights for max efficiency and modern brighness. Ceiling Fans in most rooms. Side Entry Garage on 1/3 Acre Lot with extra Parking pad/driveway. Boat/Trailer storage behind fence at end of 2nd Driveway. Great Floor Plan with tile floors through out. Located in the most desired schools and access to all the best Orange County has to offer.Plenty of opportunity for some sweat equity as well.Chance to Move in before the Holidays and just intime to file for Homestead in 2026 See it today!! Now is the Time to make your Best deal

7728 Glenmoor Lane, Winter Park
$505,000
4 Beds ⋅ 2 Baths ⋅ Tamarak SubDv. ⋅ 32792 Zip Code
Welcome to this charming 4 bedroom, 2 bath home located in the desirable Charter Oaks subdivision of Winter Park. The centrally located kitchen features stainless steel appliances, granite countertops, and a breakfast bar that seamlessly connects to the family room. Enjoy cozy evenings by the wood burning fireplace or host gatherings in the separate dining room and spacious living room. Step outside to your own private retreat with a fully fenced yard and a covered screened patio with pool, perfect for year round entertaining and relaxation. This home also includes fully owned solar panels offering energy efficiency and reduced utility costs. Nestled in a quiet tree lined neighborhood with no HOA, this home provides the perfect balance of peace and convenience. You will be just minutes from Park Avenue, boutique shopping, world class dining, and the scenic Winter Park Chain of Lakes. Families will appreciate access to top rated schools, nearby parks, and recreational opportunities. With easy access to major highways and a short drive to downtown Orlando, this location simply cannot be beat.

1691 Bomi Circle, Winter Park