Winter Park, FL Homes For Sale
471 listings. Live MLS data, refreshed nightly. Winter Park market overview
Winter Park, FL
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Listings
$225,000
2503 TAHOE CIR #2503
WINTER PARK, 32792
2 bd·2 ba·1,173 sqft
89 days on market
Listed by KELLER WILLIAMS WINTER PARK
$180,000
2923 ANTIQUE OAKS CIR #34
WINTER PARK, 32792
2 bd·2 ba·1,105 sqft
74 days on market
Listed by Steve Pugh, EXP REALTY LLC
$2,475,000
926 ENCLAVE PL
WINTER PARK, 32792
5 bd·4.5 ba·4,150 sqft
139 days on market
PoolNew construction
Listed by Laura Earl, CORCORAN PREMIER REALTY
$2,300,000
938 ENCLAVE PL
WINTER PARK, 32792
5 bd·4.5 ba·3,865 sqft
155 days on market
PoolNew construction
Listed by Laura Earl, CORCORAN PREMIER REALTY
$599,000
1707 HARMON AVE
WINTER PARK, 32789
3 bd·2 ba·1,669 sqft
89 days on market
Listed by Nicole Howell, FANNIE HILLMAN & ASSOCIATES
$3,300,000
1627 MIZELL AVE
WINTER PARK, 32789
5 bd·5.5 ba·3,421 sqft
129 days on market
PoolNew construction
Listed by Bianca Khoury, PREMIER SOTHEBY'S INTL. REALTY
$399,000
1995 CANNY CV
WINTER PARK, 32792
3 bd·2.5 ba·1,907 sqft
120 days on market
Listed by Rosemary Siegler, KELLER WILLIAMS ELITE PARTNERS III REALTY
$388,000
1092 EASTBROOK BLVD
WINTER PARK, 32792
3 bd·2 ba·1,122 sqft
139 days on market
Pool
Listed by Eva Firios
$2,275,000
930 ENCLAVE PL
WINTER PARK, 32792
5 bd·4.5 ba·3,813 sqft
161 days on market
PoolNew construction
Listed by Matthew Burks, CORCORAN PREMIER REALTY
$1,899,000
910 ENCLAVE PL
WINTER PARK, 32792
5 bd·4.5 ba·3,620 sqft
93 days on market
PoolNew construction
Listed by Laura Earl, CORCORAN PREMIER REALTY
$1,249,900
LAWNDALE
WINTER PARK, 32789
4 bd·3.5 ba·2,936 sqft
100 days on market
New construction
Listed by Kim Griffin, RE/MAX EXCLUSIVE COLLECTION
New
$425,000
157 E NEW ENGLAND AVE #302
WINTER PARK, 32789
940 sqft
0 days on market
Listed by Dante Sandroni, SANDRONI HOLDINGS REAL ESTATE LLC
$172,000
3243 FOREST OAKS COURT #117
WINTER PARK, 32792
2 bd·1.5 ba·990 sqft
41 days on market
Listed by Jessie Lin, LLC, SOGO REAL ESTATE SERVICES LLC
$745,000
408 HOLT AVE
WINTER PARK, 32789
2 bd·1,440 sqft
147 days on market
$549,000
7641 VILLAGE GREEN DR
WINTER PARK, 32792
3 bd·3 ba·1,602 sqft
55 days on market
Pool
Listed by Non-Member Agent, STELLAR NON-MEMBER OFFICE
$149,500
262 LEWFIELD CIR #262
WINTER PARK, 32792
1 bd·1 ba·678 sqft
75 days on market
Listed by KW FLORIDA LIVING
$175,000
7327 FOREST HILL CT #223
WINTER PARK, 32792
2 bd·2.5 ba·1,031 sqft
123 days on market
Listed by Leda Vaz
$2,500,000
450 LAKEWOOD DR
WINTER PARK, 32789
5 bd·5 ba·4,572 sqft
137 days on market
Pool
Listed by Vonda Fields, CHARLES RUTENBERG REALTY ORLANDO
$1,599,000
1864 GRINNELL TER
WINTER PARK, 32789
5 bd·3.5 ba·3,028 sqft
154 days on market
Pool
Listed by Robyn Brehne-Glass, COLDWELL BANKER REALTY
$1,495,000
446 MELROSE AVE
WINTER PARK, 32789
4 bd·2 ba·2,640 sqft
170 days on market
Listed by Audra Wilks, PREMIER SOTHEBY'S INTL. REALTY
$995,000
1611 CHESTNUT AVE
WINTER PARK, 32789
4 bd·4 ba·2,916 sqft
136 days on market
Listed by Olivia Maxwell, FANNIE HILLMAN & ASSOCIATES
$515,000
4947 N PALM AVE
WINTER PARK, 32792
1,088 sqft
151 days on market
Listed by FLORIDA REALTY INVESTMENTS
$490,900
525 OLOLU DR
WINTER PARK, 32789
3 bd·3 ba·1,786 sqft
159 days on market
$999,000
726/720 N PENNSYLVANIA AVE
WINTER PARK, 32789
6 bd·2,282 sqft
166 days on market
Listed by Brandon Geers, COMPASS FLORIDA LLC
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: August 23, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.