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
New
$1,699,000
2308 MULBRY DR
WINTER PARK, 32789
4 bd·3.5 ba·2,530 sqft
1 day on market
PoolNew construction
Listed by Brandon Geers, COMPASS FLORIDA LLC
$1,625,000
2407 LAFAYETTE AVE
WINTER PARK, 32789
5 bd·4.5 ba·3,133 sqft
40 days on market
Pool
Listed by Lisa Fleming, FANNIE HILLMAN & ASSOCIATES
$4,350,000
857 BROCK ST
WINTER PARK, 32789
5 bd·5.5 ba·4,827 sqft
53 days on market
PoolNew construction
Listed by Julie Christensen, ONE LUXURY INTERNATIONAL LLC
New
$179,900
LANCELOT/WINTER PARK
WINTER PARK, 32792
2 bd·2 ba·840 sqft
1 day on market
Listed by LA ROSA REALTY PREMIER LLC
$3,950,000
540 N PENNSYLVANIA AVE
WINTER PARK, 32789
38 days on market
Listed by Mary Heidrich, COLDWELL BANKER REALTY
$3,500,000
1901 LOCH BERRY RD
WINTER PARK, 32792
5 bd·5.5 ba·4,831 sqft
14 days on market
PoolNew construction
Listed by Christopher Christensen, ONE LUXURY INTERNATIONAL LLC
$1,949,500
1420 ALOMA AVE
WINTER PARK, 32789
3 bd·3.5 ba·2,422 sqft
52 days on market
Waterfront
Listed by METROPOLITAN R.E SOLUTIONS INC
New
$575,000
1071 ARAGON AVE
WINTER PARK, 32789
2 bd·2.5 ba·1,851 sqft
0 days on market
Listed by FANNIE HILLMAN & ASSOCIATES
$1,725,000
1840 BRYAN AVE
WINTER PARK, 32789
4 bd·3.5 ba·3,727 sqft
75 days on market
Pool
Listed by Patrick Calathes, REAL BROKER, LLC
$660,000
1122 WILDMEADOW RUN
WINTER PARK, 32792
4 bd·2.5 ba·1,770 sqft
62 days on market
Listed by Ken Pozek, REAL BROKER, LLC
$315,000
310 GRANADA DR
WINTER PARK, 32789
3 bd·2 ba·1,344 sqft
47 days on market
Listed by William Ward, A-WARD WINNING REALTY LLC
New
$180,000
1695 LEE RD #D107
WINTER PARK, 32789
1 bd·1 ba·638 sqft
1 day on market
Listed by Hoover Yap, PRIMESTATE REALTY, INC.
$599,000
4026 TENITA DR
WINTER PARK, 32792
3 bd·2 ba·2,031 sqft
10 days on market
Pool
New
$495,000
5316 HALYARD CT
WINTER PARK, 32792
3 bd·2 ba·1,380 sqft
1 day on market
Pool
Listed by Neil Chetram, LA ROSA REALTY CW PROPERTIES L
$379,998
2017 CANNY CV
WINTER PARK, 32792
3 bd·2.5 ba·1,907 sqft
79 days on market
Listed by Janice Goulder, KELLER WILLIAMS WINTER PARK
$274,900
5210 LAZY OAKS DR
WINTER PARK, 32792
2 bd·2.5 ba·1,236 sqft
72 days on market
Listed by IHOME REALTY FL LLC
$214,900
7413 BELLE RIVER CT #3
WINTER PARK, 32792
3 bd·2.5 ba·1,151 sqft
36 days on market
Listed by Ivan Tobon, OUTLET REALTY
$3,199,000
361 E KINGS WAY
WINTER PARK, 32789
4 bd·4.5 ba·3,737 sqft
43 days on market
PoolNew construction
Listed by Christopher Christensen, ONE LUXURY INTERNATIONAL LLC
$210,000
669 W COMSTOCK AVE
WINTER PARK, 32789
52 days on market
Listed by Jonathan Minerick, HOMECOIN.COM
$915,000
1927 S LAKEMONT AVE
WINTER PARK, 32792
3 bd·3.5 ba·2,093 sqft
42 days on market
Waterfront
Listed by Abby Green, IAD REAL ESTATE
$499,900
351 STARLING RD
WINTER PARK, 32789
3 bd·1.5 ba·1,979 sqft
11 days on market
Listed by Daniel Robinson, HOUWZER INC
$3,695,000
125 S INTERLACHEN AVE #1
WINTER PARK, 32789
3 bd·4 ba·3,878 sqft
68 days on market
Listed by Skip Kirst, COLLADO REAL ESTATE
$510,000
1061 ARAGON AVE #1061
WINTER PARK, 32789
3 bd·2.5 ba·1,669 sqft
55 days on market
Listed by Lois Ann Cox, PA, WATSON REALTY CORP
$105,000
1000 S SEMORAN BLVD #302
WINTER PARK, 32792
1 bd·1 ba·796 sqft
58 days on market
Listed by Amaal Barakat, KELLER WILLIAMS ADVANTAGE III
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: August 12, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.