- 6 bds
- 5 ba
- 5,239 sqft
RE/MAX TOWN & COUNTRY REALTY
Homes for Sale in Winter Park FL with Pool
136 results
- 1257 WADING WATERS CIRCLE, WINTER PARK, FL 32792
Showcase - 555 E LAKE SUE AVENUE, WINTER PARK, FL 32789
- 4 bds
- 4 ba
- 3,776 sqft
KELLER WILLIAMS WINTER PARKOpen: Sat 2-4pm (9/26)
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- 533 COUNTRY CLUB DRIVE, WINTER PARK, FL 32789
- 4 bds
- 4 ba
- 2,942 sqft
KELLER WILLIAMS WINTER PARKOpen: Fri 2:30-4:30pm (9/25)
- Open: Fri 2-5pm (9/25)
- 1951 WINTER PARK ROAD, WINTER PARK, FL 32789
- 4 bds
- 4 ba
- 3,479 sqft
KELLER WILLIAMS WINTER PARKPaver pool deck
- Stylish farmhouse sink
- 2119 HOWARD DRIVE, WINTER PARK, FL 32789
- 5 bds
- 6 ba
- 4,139 sqft
FG Schaub Custom Homes, CORCORAN PREMIER REALTY8 days on Zillow
- Price cut: $4,400 (9/23)
- Screened pool and spa
- 532 LANGHOLM DRIVE, WINTER PARK, FL 32789
- 5 bds
- 5 ba
- 4,050 sqft
LUIH, ONE LUXURY INTERNATIONAL LLCSleek electric fireplace
- 698 N NEW YORK AVENUE, WINTER PARK, FL 32789
- 5 bds
- 6 ba
- 5,096 sqft
FG Schaub Custom Homes, PREMIER SOTHEBY'S INTL. REALTY14 days on Zillow
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- 102 BELL PLACE, WINTER PARK, FL 32792
- 4 bds
- 4 ba
- 2,459 sqft
Mitchell McKee, KELLER WILLIAMS WINTER PARKFully fenced yard
- Updated windows
- 662 GRANVILLE DRIVE, WINTER PARK, FL 32789
- 5 bds
- 6 ba
- 4,478 sqft
PREMIER SOTHEBY'S INTL. REALTYExceptional interior finishes
3D Tour 
- Price cut: $7,000 (8/30)
3D Tour 
- Open: Sat 12-3pm (9/26)
- Sintered-stone summer kitchen
- 160 W ROCKWOOD WAY, WINTER PARK, FL 32789
- 5 bds
- 6 ba
- 4,015 sqft
PREMIER SOTHEBY'S INTL. REALTYPrivate courtyard
- 24 days on Zillow
- Boat dock
- Open: Sat 11am-4pm (9/26)
- 341 E READING WAY, WINTER PARK, FL 32789
- 4 bds
- 4 ba
- 3,723 sqft
FANNIE HILLMAN & ASSOCIATESOpen: Sun 2-4pm (9/27)
- Custom inground pool
3D Tour 
- Open: Sun 11am-2pm (9/27)
- 901 GOLFVIEW TERRACE, WINTER PARK, FL 32789
- 5 bds
- 6 ba
- 5,479 sqft
PREMIER SOTHEBY'S INTL. REALTY21 days on Zillow
Showcase 
- 2215 WOODCREST DRIVE, WINTER PARK, FL 32792
- 4 bds
- 2 ba
- 1,688 sqft
KELLER WILLIAMS WINTER PARKOpen: Sun 11am-1pm (9/27)
- Open: Sat 11am-1pm (9/26)
- Open: Sat 12-2pm (9/26)
- 2217 SUSSEX ROAD, WINTER PARK, FL 32792
- 4 bds
- 2 ba
- 2,092 sqft
PREFERRED REAL ESTATE BROKERSPrivate in-ground pool
- 857 BROCK STREET, WINTER PARK, FL 32789
- 5 bds
- 6 ba
- 4,827 sqft
Vimaro, ONE LUXURY INTERNATIONAL LLCCarefully curated finishes
- 525 S LAKEMONT AVENUE, WINTER PARK, FL 32792
- 4 bds
- 4 ba
- 3,330 sqft
ONE LUXURY INTERNATIONAL LLCOpen: Sat 1-3pm (9/26)
- 2032 KIMBRACE PLACE, WINTER PARK, FL 32792
- 5 bds
- 4 ba
- 3,382 sqft
SIMPLICITY: A RE BROKERAGE CO3D Tour 
- 1016 ARAGON AVENUE, WINTER PARK, FL 32789
- 4 bds
- 4 ba
- 1,840 sqft
PALMANO GROUP RE BROKERAGE LLC31 days on Zillow
3D Tour 
- 2015 SUMMERFIELD ROAD, WINTER PARK, FL 32792
- 4 bds
- 4 ba
- 3,024 sqft
UNITED REAL ESTATE PREFERREDOpen: Sat 12-3pm (9/26)
3D Tour 
- 3020 NICHOLSON DRIVE, WINTER PARK, FL 32792
- 4 bds
- 2 ba
- 1,756 sqft
CHARLES RUTENBERG REALTY ORLANDO3D Tour 
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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website. Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511
All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2026 Beaches Multiple Listing Service, Inc. Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
