Homes for Sale with a Pool in Winter Park, FL

152 homes

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3651 N GOLDENROD ROAD E Unit 102, WINTER PARK, FL 32792

Welcome to this beautifully updated 2 bedroom/ 2 bath first floor condo. This open floor plan has tiled flooring throughout the common areas, along with granite counter tops in the kitchen and bath...

648 Callahan St, Winter Park, FL 32789

Welcome to this stunning modern, custom-built home in the heart of Winter Park, FL! This beautifully remodeled 3-bedroom, 2.5-bath residence offers 1,898 sq ft of inviting living space. The home feat...

2228 Azalea Pl, Winter Park, FL 32789

Gorgeous Winter Park home beautifully curated with designer details and recently featured in June’s “Orange Appeal” and was the 2022 Mystery Home Tour selected by Council of 101 for the Orlando Museu...

2522 Lafayette Ave, Winter Park, FL 32789

This exquisite, custom-designed residence blends impeccable architectural details with unparalleled craftsmanship. With Pella windows and natural stone accents throughout, this home showcases a Pogge...

200 Saint Andrews Blvd Unit 1402, Winter Park, FL 32792

One or more photo(s) has been virtually staged. I’m excited to share an incredible opportunity that you won’t want to miss—a spacious 3-bedroom, 2-bath condo in Winter Park at a fantastic price. Imag...

213 E Canton Ave Unit 213, Winter Park, FL 32789

Price Improvement! Welcome to the luxury of Winter Park condo living, just steps from the world famous Park Avenue! You will be delighted to step into elegance in this charming first-floor condo with...

200 Saint Andrews Blvd Unit 3102, Winter Park, FL 32792

Welcome to this charming condo, perfectly positioned in one of Winter Park’s most sought-after areas. Recently remodeled, the modern kitchen and baths shine with contemporary finishes, while new carp...

1391 Richmond Rd, Winter Park, FL 32789

Welcome to 1391 Richmond Road—a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot rig...

210 Chelton Cir, Winter Park, FL 32789

This gorgeous, new-construction FG Schaub custom home is the epitome of stunning contemporary design by architect, Michael Weinrich. As you enter this sprawling residence, with views of both Lake Sue...

3651 N Goldenrod Rd Unit 204, Winter Park, FL 32792

WINTER PARK CONDO! This spacious condo is located just minutes from UCF, Rollins College and Full Sail University, walking distance to shopping center and conveniently located near restaurants, major...

2140 Ridge Dr, Winter Park, FL 32792

One or more photo(s) has been virtually staged. BUYER FINANCING FELL THROUGH! UNCONDITIONAL APPRAISED VALUE: $411K! Welcome to this beautifully remodeled 4-bedroom, 2-bath home, nestled in a quiet ne...

2634 Cayman Way, Winter Park, FL 32792

Downsize to paradise, your total monthly utility (electric, water, HOA fees) are comparable to the electric bill of a 2,000+ sqft single family home. Nestled in the coveted Winter Park community of W...

1926 Natalen Rd, Winter Park, FL 32792

Location! Location! Education! Sounds like a worn out expression in Real Estate but that is Exactly what the lucky buyer gets with this Winter Park Pool home and there are probably few better with th...

7794 Country Pl Unit 7794, Winter Park, FL 32792

Remodeled Winter Park Condo This beautifully 2-bedroom, 2-bathroom condo offers modern living with a touch of elegance. Step into a bright and airy space featuring laminate and tile floors. The updat...

104 S Interlachen Ave Unit 215D, Winter Park, FL 32789

Lovely updated, pristinely maintained downtown Winter Park unit with pool and LAKE VIEW. This 2 bed 2 bath large unit offers 1267 square feet of living space. Enjoy your expansive views of the pictur...

301 Lewfield Cir, Winter Park, FL 32792

Great 1 bedroom condo located on the first floor! This cute condo offers newer kitchen cabinets and granite counter tops and a new dishwasher, new luxury vinyl flooring in the living and dining rooms...

4013 Quenita Dr, Winter Park, FL 32792

***MOTIVATED SELLER***Come see this "diamond in the rough" located in the sought-after city of Winter Park! This home boasts a dining area, a separate family/lounge room, a spacious living room, whic...

2252 Shadowland Loop, Winter Park, FL 32792

One or more photo(s) has been virtually staged. Welcome to Your Dream Home at The Enclave at Hawk's Crest! Discover this beautifully maintained 3-bedroom, 2.5-bathroom townhome in the sought-after...

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Homes for Sale with a Pool in Winter Park, FL

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