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433 listings in Winter Park
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Winter Park
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Listings
$267,000
2317 SUN VALLEY CIR #2317
WINTER PARK, 32792
2 bd·2 ba·1,295 sqft
133 days on market
Listed by Robert Arnold, Jr, SAND DOLLAR REALTY GROUP INC
$524,900
1741 WESTCHESTER AVE
WINTER PARK, 32789
3 bd·2 ba·1,434 sqft
165 days on market
Listed by Mick Night, PREMIER SOTHEBY'S INTL. REALTY
$425,000
814 DENSMORE DR
WINTER PARK, 32792
4 bd·2 ba·1,610 sqft
28 days on market
Listed by Liz Jones, ORANGE SLICE PROPERTIES
$320,000
811 OVERSPIN DR
WINTER PARK, 32789
2 bd·1 ba·749 sqft
180 days on market
Listed by Rick Singh, RICK SINGH REAL ESTATE
$3,600,000
1441 CARDINAL CT
WINTER PARK, 32789
4 bd·5.5 ba·4,066 sqft
191 days on market
Pool
Listed by Damian Bergler, CHARLES RUTENBERG REALTY ORLANDO
New
$229,000
7454 WYNNEWOOD SQ #188
WINTER PARK, 32792
3 bd·2.5 ba·1,151 sqft
1 day on market
$1,299,000
102 BELL PL
WINTER PARK, 32792
4 bd·3.5 ba·2,459 sqft
177 days on market
PoolNew construction
Listed by Nick McKee, KELLER WILLIAMS WINTER PARK
New
$140,000
3021 AARON BURR AVE #3
WINTER PARK, 32792
2 bd·2.5 ba·1,090 sqft
1 day on market
Listed by Daiana Garcia Medrano, NAIM REAL ESTATE LLC
$1,049,000
2702 PARKLAND DR
WINTER PARK, 32789
5 bd·3 ba·2,656 sqft
163 days on market
$630,000
2600 EUSTON RD
WINTER PARK, 32789
6 bd·3 ba·3,145 sqft
151 days on market
Listed by AROD PARTNERS REALTY
$2,689,000
620 PINETREE RD
WINTER PARK, 32789
155 days on market
Listed by FANNIE HILLMAN & ASSOCIATES
$1,350,000
1881 LAKE SPIER DR
WINTER PARK, 32789
3 bd·2 ba·1,750 sqft
137 days on market
Waterfront
Listed by NOVA REAL ESTATE SERVICES INC
$1,350,000
1881 LAKE SPIER DR
WINTER PARK, 32789
137 days on market
Waterfront
Listed by NOVA REAL ESTATE SERVICES INC
$99,900
1695 LEE RD #D211
WINTER PARK, 32789
2 bd·1 ba·881 sqft
148 days on market
Listed by Brandy Ray, LOKATION
$775,000
1369 BLUE STEM LN
WINTER PARK, 32792
4 bd·3.5 ba·2,589 sqft
133 days on market
$325,000
7393 GRAND AVE
WINTER PARK, 32792
3 bd·2 ba·1,518 sqft
103 days on market
Listed by Latisha Smith
$1,250,000
1870 STAUNTON AVE
WINTER PARK, 32789
4 bd·3.5 ba·2,525 sqft
126 days on market
New construction
Listed by Vinny Lay, COMPASS FLORIDA LLC
$1,770,000
621 HUNTINGTON AVE
WINTER PARK, 32789
3 bd·3.5 ba·2,399 sqft
133 days on market
Pool
Listed by OLDE TOWN BROKERS INC
$1,485,000
1570 PALMER AVE
WINTER PARK, 32789
4 bd·3.5 ba·3,048 sqft
148 days on market
Pool
Listed by David Auerbach, PARK TOWN REAL ESTATE LLC
$825,000
1131 WILDMEADOW RUN
WINTER PARK, 32792
4 bd·3.5 ba·2,589 sqft
156 days on market
Waterfront
Listed by Joann Beck, BECK REALTY LLC
$2,070,000
914 ENCLAVE PL
WINTER PARK, 32792
5 bd·4.5 ba·3,617 sqft
217 days on market
PoolNew construction
Listed by Matthew Burks, CORCORAN PREMIER REALTY
$1,750,000
1750 CAROLLEE LANE
WINTER PARK, 32789
4 bd·3.5 ba·3,249 sqft
183 days on market
Pool
Listed by PREMIER SOTHEBY'S INTL. REALTY
$1,550,000
901 ENCLAVE PL
WINTER PARK, 32792
4 bd·3.5 ba·2,738 sqft
217 days on market
New construction
Listed by Laura Earl, CORCORAN PREMIER REALTY
$1,550,000
905 ENCLAVE PL
WINTER PARK, 32792
4 bd·3.5 ba·2,756 sqft
217 days on market
New construction
Listed by Matthew Burks, CORCORAN PREMIER REALTY
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: August 28, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.