13 hours ago
Winter Park FL Luxury Homes
419 results
- 330 ELKHORN COURT, WINTER PARK, FL 32792
- 3 bds
- 2 ba
- 1,570 sqft
LA ROSA REALTY CW PROPERTIES L3D Tour 
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- 1261 INDIANA AVENUE, WINTER PARK, FL 32789
- 3 bds
- 3 ba
- 1,660 sqft
FANNIE HILLMAN & ASSOCIATES32 days on Zillow
- 2211 KING RICHARDS COURT, WINTER PARK, FL 32792
- 4 bds
- 2 ba
- 1,845 sqft
FANNIE HILLMAN & ASSOCIATESPrice cut: $10,000 (9/15)
- 7641 Village Green Drive, Winter Park, FL 32792
- 3 bds
- 3 ba
- 1,602 sqft
COMPASS FLORIDA, LLCPrice cut: $10,000 (9/2)
- Price cut: $15,000 (9/16)
- 167 JERGO ROAD, WINTER PARK, FL 32792
- 4 bds
- 4 ba
- 925 sqft
CENTRAL FLORIDA REAL ESTATEFreshly painted exterior
- 1741 WESTCHESTER AVENUE, WINTER PARK, FL 32789
- 3 bds
- 2 ba
- 1,434 sqft
PREMIER SOTHEBY'S INTL. REALTYPrice cut: $20,000 (9/10)
- Price cut: $24,900 (9/10)
- High ceilings
- Price cut: $10,000 (9/14)
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- Private pool home
- Pool home
- Modern finishes throughout
- Modern finishes throughout
- 2183 CRANDON AVENUE, WINTER PARK, FL 32789
- 4 bds
- 2 ba
- 1,200 sqft
REAL PROPERTY MANAGEMENT AND REALTYPrivate entrances
- 3020 NICHOLSON DRIVE, WINTER PARK, FL 32792
- 4 bds
- 2 ba
- 1,756 sqft
CHARLES RUTENBERG REALTY ORLANDO3D Tour 
- 5316 HALYARD COURT, WINTER PARK, FL 32792
- 3 bds
- 2 ba
- 1,380 sqft
LA ROSA REALTY CW PROPERTIES LBeautifully updated pool home
- Price cut: $4,001 (9/10)
- Screened-in porch
- Open: Sat 12am-4pm (9/26)
- 2217 SUSSEX ROAD, WINTER PARK, FL 32792
- 4 bds
- 2 ba
- 2,092 sqft
PREFERRED REAL ESTATE BROKERSPrivate in-ground pool
- Price cut: $20,000 (9/15)
- Pella double pane windows
- 2008 Houndslake Dr, Winter Park, FL 32792
- 4 bds
- 2 ba
- 2,250 sqft
MARK SPAIN REAL ESTATE, Kevin McCulty3D Tour 
3D Tour 
- Price cut: $4,100 (8/31)
Showcase 
- 5331 OAK COURT, WINTER PARK, FL 32792
- 3 bds
- 2 ba
- 1,263 sqft
CHARLES RUTENBERG REALTY ORLANDOFruit trees
- 3601 MIDIRON DRIVE LOT 45, WINTER PARK, FL 32789
- 9,007 sqft lot
EMPIRE NETWORK REALTYOversized one-of-a-kind lot
- Abundant natural light
- Beauty of central park
- 1011 MANCHESTER CIRCLE, WINTER PARK, FL 32792
- 4 bds
- 2 ba
- 1,699 sqft
CHARLES RUTENBERG REALTY ORLANDO34 days on Zillow
- 90 days on Zillow
- 2181 LINDEN ROAD, WINTER PARK, FL 32792
- 5 bds
- 3 ba
- 1,442 sqft
KELLER WILLIAMS ADVANTAGE III3D Tour 
- Updated windows
- 786 W CANTON AVENUE LOT 2, WINTER PARK, FL 32789
- 4,719 sqft lot
CHARLES RUTENBERG REALTY ORLANDOHigh-and-dry homesite
3D Tour 
- 3209 HEARTWOOD AVENUE, WINTER PARK, FL 32792
- 4 bds
- 2 ba
- 1,627 sqft
LEDGE REAL ESTATE SOLUTIONS LLC4 days on Zillow
- 259 ORANGE TERRACE DRIVE, WINTER PARK, FL 32789
- 3 bds
- 2 ba
- 1,248 sqft
PREMIER SOTHEBY'S INTL. REALTYPrice cut: $10,000 (8/26)
- Beautifully updated bungalow
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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.
