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Homes for Sale with a Pool in Winter Park, FL

152 homes
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200 Saint Andrews Blvd Unit 2502, Winter Park, FL 32792

One or more photo(s) has been virtually staged. HERE IT IS!! First floor! End unit! 3 Bedrooms/2 Baths! Assigned Covered parking steps away from your new home! Inside Laundry! Adorable home with Luxu...
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3051 Aaron Burr Ave Unit 8, Winter Park, FL 32792

This second-floor condo boasts a spacious living room, a master bedroom with an en-suite bathroom, and walk-in closets in both bedrooms. Sliding glass doors from both the living room and the master b...
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2144 Ridge Dr, Winter Park, FL 32792

BACK ON MARKET .Buyer did not make escrow. PRICED BELOW APPRAISED VALUE! Welcome home to this spacious 4 Bedroom 3 Bath home in the heart of Winter Park, FL! Situated in the desirable RIDGE HIGH sub...
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230 S Ranger Blvd, Winter Park, FL 32792

Stunning Winter Park home that has been completely renovated. This spacious 3 bedroom/2 bath features hardwood flooring, designer fixtures, custom crown molding & base boards throughout the majority ...
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1223 Formosa Ave, Winter Park, FL 32789

MOTIVATED SELLERS! PRICE IMPROVEMENT!!!! This home won't last at this price! Walk into this gorgeous home with Equity in your pocket! Home RECENTLY APPRAISED at $1,200,000! Discover luxury living in...
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1400 Alabama Dr, Winter Park, FL 32789

Custom Waterfront Estate located in the heart of Winter Park with a covered Boat Dock on Lake Maitland - the largest of the Winter Park Chain of Lakes. A timeless Neoclassical Italian home that exude...
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2105 Fosgate Dr, Winter Park, FL 32789

Welcome Home to your OASIS! This 5 Bedroom, 4 Bath, Saltwater Pool Home with 2-Car Garage NEW Genie Garage Door Opener. Magnificent Salt Water Pool, Huge Lanai with Fireplace, Full Wet-Bar, Pond wit...
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700 Melrose Ave Unit E4, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Welcome to your new home in the heart of Winter Park! This spacious condo offers a blend of comfort and convenience, ideal for those seeking an active ...
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1216 Park Green Pl, Winter Park, FL 32789

**Spacious and Rare Find: Below Market Price in a Sought-After Community** This expansive condo, the largest model in the development, is freshly painted and features a newer roof installed in 202...
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850 Juanita Rael, Winter Park, FL 32789

Welcome to your charming single-story ranch-style home nestled in a tranquil neighborhood. As you step through the front door, you're greeted by the spacious open floor plan seamlessly connecting the...
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2412 Chantilly Ave, Winter Park, FL 32789

Welcome to the sophistication and contemporary masterpiece developed by DaVinci Development. This exceptional residence features five spacious bedrooms, six and a half bathrooms, and 4,500 square fee...
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2955 Lolissa Ln, Winter Park, FL 32789

This is Winter Park's hidden gem of a neighborhood. The Hills of Winter Park entrance welcomes you through a mature oak tree canopy to secluded and quiet streets lined with manicured lawns in this e...
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147 S Interlachen Ave Unit 400, Winter Park, FL 32789

One or more photo(s) has been virtually staged. Luxury lock & leave living from 147 S Interlachen Ave. This penthouse is a four-bedroom, 4.5 bath two-story condominium home in the heart of downtown W...
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1350 Lyndale Blvd, Winter Park, FL 32789

Step into a world of unmatched luxury and meticulous detail in this stunning custom-built home located in the heart of Winter Park. This home spans two levels of exquisite living spaces designed for ...
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3651 N Goldenrod Rd Unit E205, Winter Park, FL 32792

Back on the market, Buyer's financing fell through. Newly remodeled 2 bedroom/2 bathroom condo located in Lancelot of Winter Park. This spacious second floor unit with large windows brings in plenty...
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7320 Fieldcrest Ave, Winter Park, FL 32792

ABSOLUTELY BEAUTIFUL!! 3/2 BLOCK, POOL HOME IN WINTER PARK WITH NO HOA IN BRAND NEW CONDITION, EXPENSIVE UPGRADES! NEW ROOF 2024, NEW HVAC, WATER HEATER 2024, NEW PLUMBING AND ELECTRIC PANELS 2024 P...
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565 Heritage Blvd, Winter Park, FL 32792

One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged. Located in the established, well-maintained subdivision of Georgetown Estates in beautiful Winter Park,...
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4880 Tangerine Ave Unit 4880, Winter Park, FL 32792

One or more photo(s) has been virtually staged. FREE REFINANCING / Interest Rate RESET with FBC Preferred Lender ... MOVE-IN READY condo boasting a Winter Park address! 2022 ROOF. Conveniently locate...