Homes for Sale in Winter Park FL with Pool
124 results
Showcase - 751 PANSY AVENUE, WINTER PARK, FL 32789
- 3 bds
- 4 ba
- 2,703 sqft
ONE LUXURY INTERNATIONAL LLCElectric fireplace
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- Three comfortable bedrooms
- 1230 SUNSET DRIVE, WINTER PARK, FL 32789
- 4 bds
- 4 ba
- 3,250 sqft
PREMIER SOTHEBY'S INTL. REALTYLuxurious finishes
- Open: Sun 1-4pm (8/30)
3D Tour 
3D Tour 
- 2430 CHANTILLY AVENUE, WINTER PARK, FL 32789
- 4 bds
- 4 ba
- 2,916 sqft
UIO Development, KELLY PRICE & COMPANY LLCOpen: Sun 2-4pm (8/30)
- Screened-in pool
- 722 S RANGER BOULEVARD, WINTER PARK, FL 32792
- 4 bds
- 3 ba
- 2,164 sqft
CHARLES RUTENBERG REALTY ORLANDO3D Tour 
- 1016 ARAGON AVENUE, WINTER PARK, FL 32789
- 4 bds
- 4 ba
- 1,840 sqft
PALMANO GROUP RE BROKERAGE LLC5 days on Zillow
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- 2 days on Zillow
- Open: Sun 2-4pm (8/30)
3D Tour 
- 1525 GRANVILLE DRIVE, WINTER PARK, FL 32789
- 5 bds
- 6 ba
- 5,211 sqft
Vimaro Homes, ONE LUXURY INTERNATIONAL LLCOpen: Sun 12-2pm (8/30)
- 19 hours ago
- 541 W CANTON AVENUE, WINTER PARK, FL 32789
- 4 bds
- 4 ba
- 3,553 sqft
PREMIER SOTHEBY'S INTL. REALTYOpen: Sun 12-2pm (8/30)
- Gas fireplace
- Price cut: $10,000 (8/11)
3D Tour 
- 1420 MAGNOLIA AVENUE, WINTER PARK, FL 32789
- 4 bds
- 4 ba
- 3,174 sqft
PREMIER SOTHEBY'S INTL. REALTYPrice cut: $5,000 (8/14)
- 2015 SUMMERFIELD ROAD, WINTER PARK, FL 32792
- 4 bds
- 4 ba
- 3,024 sqft
UNITED REAL ESTATE PREFERREDOpen: Sun 12am-3pm (8/30)
- 525 S LAKEMONT AVENUE, WINTER PARK, FL 32792
- 4 bds
- 4 ba
- 3,330 sqft
ONE LUXURY INTERNATIONAL LLCPrice cut: $100,000 (8/20)
Showcase 
- 341 E READING WAY, WINTER PARK, FL 32789
- 4 bds
- 4 ba
- 3,723 sqft
FANNIE HILLMAN & ASSOCIATESOpen: Sun 2-4pm (8/30)
Showcase 
- 1150 VIA SALERNO, WINTER PARK, FL 32789
- 4 bds
- 6 ba
- 3,826 sqft
Michael Lahr, KELLY PRICE & COMPANY LLCOpen: Sun 2-4pm (8/30)
- Screened-in pool enclosure
- 2343 VERSAILLES AVENUE, WINTER PARK, FL 32789
- 4 bds
- 4 ba
- 3,307 sqft
FANNIE HILLMAN & ASSOCIATESOpen: Sun 1-3pm (8/30)
- 1523 MILLER AVENUE, WINTER PARK, FL 32789
- 5 bds
- 4 ba
- 3,164 sqft
Dager Construction, CHARLES RUTENBERG REALTY ORLANDOPrice cut: $49,999 (8/10)
- 857 BROCK STREET, WINTER PARK, FL 32789
- 5 bds
- 6 ba
- 4,827 sqft
Vimaro, ONE LUXURY INTERNATIONAL LLCCarefully curated finishes
3D Tour 
- Open: Sun 11am-4pm (8/30)
- 645 PANSY AVENUE, WINTER PARK, FL 32789
- 4 bds
- 5 ba
- 3,661 sqft
PREMIER SOTHEBY'S INTL. REALTYCozy fireplace
- Open: Sun 11am-2pm (8/30)
- Price cut: $10,000 (8/25)
- Price cut: $5,100 (8/21)
- 102 BELL PLACE, WINTER PARK, FL 32792
- 4 bds
- 4 ba
- 2,459 sqft
Mitchell McKee, KELLER WILLIAMS WINTER PARKPrice cut: $50,000 (8/25)
- 616 BRECHIN DRIVE, WINTER PARK, FL 32792
- 4 bds
- 5 ba
- 2,638 sqft
PREMIER SOTHEBY'S INTL. REALTYMid-century modern ranch home
- 450 LAKEWOOD DRIVE, WINTER PARK, FL 32789
- 5 bds
- 6 ba
- 4,572 sqft
CHARLES RUTENBERG REALTY ORLANDO3D Tour 
- Beautiful screened pool
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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.
