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
$138,000
1000 S SEMORAN BLVD #408
WINTER PARK, 32792
1 bd·1 ba·776 sqft
53 days on market
Listed by Scott Butts, KIMBRIDGE REALTY, LLC
$138,000
1000 S SEMORAN BLVD #306
WINTER PARK, 32792
1 bd·1 ba·796 sqft
53 days on market
Listed by Scott Butts, KIMBRIDGE REALTY, LLC
$5,600,000
2228 AZALEA PL
WINTER PARK, 32789
5 bd·5.5 ba·5,152 sqft
111 days on market
Pool
Listed by Quentin Green, II, COMPASS FLORIDA LLC
$925,000
1138 S PENNSYLVANIA AVE
WINTER PARK, 32789
3 bd·3 ba·2,434 sqft
106 days on market
Listed by George Stringer, COLDWELL BANKER REALTY
$899,000
3006 NORTHWOOD BLVD
WINTER PARK, 32789
4 bd·3 ba·2,075 sqft
112 days on market
Listed by Daren Ellington
$494,999
981 ARAGON AVE
WINTER PARK, 32789
2 bd·1 ba·857 sqft
116 days on market
Listed by Thomas Bonner, COLDWELL BANKER REALTY
$2,695,000
660 W MORSE BLVD
WINTER PARK, 32789
3 bd·3.5 ba·3,286 sqft
117 days on market
Listed by Jennifer Sloan, COMPASS FLORIDA LLC
$449,000
JESSICA CT
WINTER PARK, 32789
10 days on market
Listed by RE/MAX 200 REALTY
$424,900
1564 LAWNDALE CIR
WINTER PARK, 32792
4 bd·2.5 ba·1,980 sqft
108 days on market
Listed by Yahya Chhotani LLC, SET HOMES REALTY LLC
$230,000
2712 TORTOISE CV
WINTER PARK, 32792
2 bd·1 ba·924 sqft
100 days on market
Listed by Lisa Wright, CHARLES RUTENBERG REALTY ORLANDO
$210,000
7488 WHISPERWOOD DR #28
WINTER PARK, 32792
2 bd·2.5 ba·1,578 sqft
115 days on market
Listed by Miranda Azer
$899,000
1411 MILLER AVE
WINTER PARK, 32789
3 bd·3.5 ba·1,824 sqft
69 days on market
Listed by Sue Gilman, KELLER WILLIAMS WINTER PARK
$296,500
2339 INAGUA WAY
WINTER PARK, 32792
3 bd·2 ba·1,324 sqft
45 days on market
Listed by Eric Swinarski
$1,725,000
2914 REEF KNOT PL
WINTER PARK, 32792
6 bd·5 ba·4,173 sqft
35 days on market
WaterfrontPool
$1,399,000
512 W SWOOPE AVE
WINTER PARK, 32789
3 bd·2.5 ba·2,585 sqft
125 days on market
Listed by Carmen Quintana, COLDWELL BANKER REALTY
$1,250,000
2015 SUMMERFIELD RD
WINTER PARK, 32792
4 bd·4 ba·3,024 sqft
126 days on market
Pool
Listed by Courtney Lindsay, UNITED REAL ESTATE PREFERRED
$235,000
1500 GAY RD #3C
WINTER PARK, 32789
2 bd·2 ba·1,026 sqft
74 days on market
Listed by FANNIE HILLMAN & ASSOCIATES
$199,900
151 NORTH ORLANDO AVENUE #142
WINTER PARK, 32789
1 bd·1 ba·582 sqft
49 days on market
Pool
Listed by Chris Creegan, CREEGAN GROUP
$1,775,000
101 S NEW YORK AVE #311
WINTER PARK, 32789
3 bd·3.5 ba·3,112 sqft
109 days on market
Listed by KELLY PRICE & COMPANY LLC
$374,000
1605 PURITAN AVE
WINTER PARK, 32792
3 bd·2 ba·1,285 sqft
127 days on market
Listed by Angelica Tomlinson LLC, CENTURY 21 CARIOTI
$185,000
4756 TANGERINE AVE #4756
WINTER PARK, 32792
2 bd·2 ba·1,058 sqft
32 days on market
Listed by Ada Sanchez
$5,500,000
313 SYLVAN DR
WINTER PARK, 32789
4 bd·4.5 ba·4,775 sqft
10 days on market
WaterfrontPoolNew construction
Listed by Mick Night, PREMIER SOTHEBY'S INTL. REALTY
$849,000
437 N CAPEN AVE
WINTER PARK, 32789
3 bd·2.5 ba·1,904 sqft
70 days on market
Listed by Brandon Geers, COMPASS FLORIDA LLC
$470,000
2008 HOUNDSLAKE DR
WINTER PARK, 32792
4 bd·2 ba·2,250 sqft
127 days on market
Listed by Nicholas Feinsod, MARK SPAIN REAL ESTATE
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: August 21, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.