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Homes for Sale with a Pool in Winter Park, FL
153 homes
New
1970 Laurel Rd, Winter Park, FL 32789
JUST LISTED – STUNNING, CONTEMPORARY ESTATE IN THE HEART OF WINTER PARK! Custom-built by award-winning builder LunDev, this masterful residence offers 4 bedrooms, 3.5 baths, 3,440 SF, and defining fe...
New
260 Scottsdale Sq Unit 260, Winter Park, FL 32792
MUST SEE! Freshly renovated unit in an amazing location minutes from Full Sail University and UCF! This 2 bed/1 bath condo boasts upgrades that include stainless steel appliances, quartz countertops,...
New
108 Scottsdale Sq Unit 108, Winter Park, FL 32792
This beautiful second to third floor condo has the feel of a townhouse/residential treehouse! The gorgeous clerestory windows accent the cathedral primary bedroom ceilings and laminate flooring along...
New
311 E Morse Blvd Unit 7-15, Winter Park, FL 32789
Location, Location, Location! Lakefront complex - STUDIO APARTMENT downtown Winter Park with a BOAT SLIP! Stroll a block or two to Park Avenue and take in the magnificent galleries, museums, restaur...
New
232 Lewfield Cir Unit 232, Winter Park, FL 32792
PRIME LOCATION IN WINTER PARK! Beautiful MOVE-IN READY second floor 2 bedroom 2 bathroom condo FEATURING 18" TILE throughout with wood LAMINATE in the bedrooms....NO CARPET!! The Kitchen has been ...
New
585 Via Lugano, Winter Park, FL 32789
Presenting a once-in-a-lifetime opportunity to own a prime piece of property on one of Winter Park’s most prestigious streets in the Via’s, surrounded by multimillion-dollar homes. This oversized 0.6...
New
2310 Cady Way, Winter Park, FL 32792
Welcome to 2310 CADY WAY in the highly sought-after WINTER PARK community of BROOKSHIRE HEIGHTS with its beautiful tree lined streets and Fantastic Amenities including an olympic sized SWIMMING POOL ...
New
328 Scottsdale Sq Unit 328, Winter Park, FL 32792
Don’t miss out on this 1-bedroom, 1-bath condo located in a prime Winter Park location, close to schools, shopping, and dining! This unit offers great potential with just a little TLC and is perfect ...
New
2112 Staunton Ave, Winter Park, FL 32789
Welcome to your fully renovated pool home in the heart of Winter Park, FL! As you enter, you will be greeted by a stunning shiplap statement wall in the open concept living space, perfect for enterta...
New
143 Lewfield Cir Unit 143, Winter Park, FL 32792
This first-floor condo in a well maintained community in Winter Park offers a fantastic opportunity for both homeowners and investors. The reasonable condo fees include water, sewer, trash removal, I...
225 Scottsdale Sq Unit 225, Winter Park, FL 32792
Great 2 bedroom condo in a excellent location. The unit has ceramic tile throughout and a new AC. The kitchen has dark brown cabinets and there is a separate laundry room with a washer and dryer. The...
7484 Canford Ct Unit 8, Winter Park, FL 32792
This beautifully updated 2- story condo offers spacious living in a prime location, just minutes from shopping, dining, and entertainment. Featuring 3 generously sized bedrooms, including a master su...
2612 Parkland Dr, Winter Park, FL 32789
Welcome to an extraordinary custom-built pool home that beautifully harmonizes contemporary elegance with traditional charm. This stunning residence is a true masterpiece, showcasing top-tier details...
411 Sylvan Dr, Winter Park, FL 32789
Here is your prime opportunity to own a great property in the heart of Winter Park at 411 Sylvan Drive. This expansive lot, surrounded by $2M+ homes, offers endless possibilities. Whether you envisio...
2923 Antique Oaks Cir Unit 37, Winter Park, FL 32792
Charming Remodeled Condo in Winter Park, FL
Welcome to 2923 Antique Oaks Cir, Unit 37 — a beautifully updated 1,105 sq. ft. first-floor condo offering 2 bedrooms, 2 bathrooms, and modern upgrades th...
3324 Alena Ct, Winter Park, FL 32792
Nestled on a peaceful cul-de-sac lot, this beautifully updated 3-bedroom, 2-bathroom pool home offers a harmonious blend of modern updates and classic charm. From the moment you arrive, the long driv...
7340 Daniel Webster Dr Unit 6, Winter Park, FL 32792
Discover this beautifully renovated 2-bedroom, 2-bathroom condo located in the Colonies Condo Community in Winter Park, FL. This charming home has been updated to offer modern comfort and style. The ...
184 Sandlewood Trl Unit 2, Winter Park, FL 32789
Presenting a gorgeous, completely renovated condo with a townhome feel, available in highly desirable Winter Park. This two-story home boasts new everything...beautiful hardwood and ceramic tile down...
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