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
$775,000
1562 ARBOR PARK DR
WINTER PARK, 32789
4 bd·2.5 ba·1,899 sqft
22 days on market
Listed by Abby Greenberg, COMPASS FLORIDA LLC
New
$335,000
2526 PASSAMONTE DR #10F
WINTER PARK, 32792
3 bd·2.5 ba·1,790 sqft
1 day on market
Listed by Kathi Thomas
$1,999,900
1133 BELLA LAGO CV
WINTER PARK, 32792
3 bd·2 ba·1,765 sqft
68 days on market
Waterfront
Listed by Hang Kendall, LPT REALTY, LLC
$250,000
2487 HARBOUR WAY
WINTER PARK, 32792
3 bd·3 ba·1,803 sqft
98 days on market
Listed by Joel Garay, LOKATION
$170,000
7450 WYNNEWOOD SQ #189
WINTER PARK, 32792
2 bd·2.5 ba·1,031 sqft
83 days on market
Listed by Kim King, REAL ESTATE PROFESSIONALS SE
$1,875,000
922 N PENNSYLVANIA AVE
WINTER PARK, 32789
4 bd·4 ba·3,440 sqft
99 days on market
Listed by Mick Night, PREMIER SOTHEBY'S INTL. REALTY
New
$1,600,000
250 KILLARNEY
WINTER PARK, 32789
4 bd·3.5 ba·2,568 sqft
1 day on market
Pool
Listed by Nancy Rossman, FLORIDA PROPERTY SPECIALIST
$699,500
1418 LONE FEATHER TRL
WINTER PARK, 32792
4 bd·2.5 ba·2,197 sqft
80 days on market
Listed by Harif Hazera LLC, PREMIER SOTHEBY'S INTL. REALTY
$399,999
1401 ASTER CT
WINTER PARK, 32792
4 bd·2 ba·1,653 sqft
79 days on market
$1,495,000
462 W LYMAN AVE
WINTER PARK, 32789
3 bd·2.5 ba·1,944 sqft
100 days on market
Listed by Mick Night, PREMIER SOTHEBY'S INTL. REALTY
$699,000
436 W SWOOPE AVE
WINTER PARK, 32789
4 bd·3.5 ba·2,602 sqft
39 days on market
Listed by Kim Griffin, RE/MAX EXCLUSIVE COLLECTION
$368,000
885 CARNATION DR
WINTER PARK, 32792
4 bd·2 ba·1,240 sqft
55 days on market
Pool
Listed by Tashania Brown, RADIUS REALTY GROUP LLC
$1,995,000
1415 GROVE TER
WINTER PARK, 32789
91 days on market
Waterfront
$250,000
2450 GRAND TETON CIR #2450
WINTER PARK, 32792
3 bd·2 ba·1,311 sqft
53 days on market
Listed by John Campese, CHARLES RUTENBERG REALTY ORLANDO
$2,500,000
1477 W FAIRBANKS AVE
WINTER PARK, 32789
6,049 sqft
91 days on market
Listed by Sharon Helsby, FANNIE HILLMAN & ASSOCIATES
$549,900
1003 LAKE BELL DR
WINTER PARK, 32789
3 bd·2 ba·1,837 sqft
79 days on market
Waterfront
Listed by Bryan Douglas, KELLER WILLIAMS REALTY AT THE PARKS
$430,000
2041 JEWELL AVE
WINTER PARK, 32789
3 bd·1 ba·1,508 sqft
95 days on market
Listed by Martha Coronel, IAD REAL ESTATE
$2,549,000
1823 SUNSET DR
WINTER PARK, 32789
5 bd·4.5 ba·3,479 sqft
104 days on market
PoolNew construction
Listed by Christopher Christensen, ONE LUXURY INTERNATIONAL LLC
$190,000
1250 S DENNING DR #109
WINTER PARK, 32789
1 bd·1 ba·658 sqft
27 days on market
$275,000
5184 LAZY OAKS DR
WINTER PARK, 32792
2 bd·2 ba·1,008 sqft
44 days on market
Listed by Joyce Gary, PAINE-ANDERSON PROPERTIES, INC
$775,000
722 S RANGER BLVD
WINTER PARK, 32792
4 bd·3 ba·2,164 sqft
76 days on market
Pool
Listed by Karen Gore, CHARLES RUTENBERG REALTY ORLANDO
$279,900
2305 SUN VALLEY CIR, WINTER PARK, FL 32792
WINTER PARK, 32792
2 bd·2 ba·1,295 sqft
84 days on market
Listed by Ryan Barnett, MARKET CONNECT REALTY LLC
$285,000
2372 SUN VALLEY CIR #2372
WINTER PARK, 32792
2 bd·2 ba·1,495 sqft
91 days on market
Listed by Sheila Mathews, COLDWELL BANKER REALTY
$138,000
1000 S SEMORAN BLVD #404
WINTER PARK, 32792
1 bd·1 ba·776 sqft
53 days on market
Listed by Scott Butts, KIMBRIDGE REALTY, LLC
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: August 7, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.