Winter Park, FL Homes For Sale
470 listings. Live MLS data, refreshed nightly. Winter Park market overview
Winter Park, FL
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Listings
New
$950,000
913 MOSS LN
WINTER PARK, 32789
3 bd·2 ba·1,887 sqft
1 day on market
Listed by Peter Rodriguez, VECTOR REALTY
$450,000
786 W CANTON AVE
WINTER PARK, 32789
3 days on market
Listed by Laurie Cain, CHARLES RUTENBERG REALTY ORLANDO
$405,000
2301 CONIFER AVE
WINTER PARK, 32792
4 bd·2 ba·2,189 sqft
32 days on market
Pool
Listed by Gregory Buckley, LOKATION
New
$3,950,000
540 N PENNSYLVANIA AVE
WINTER PARK, 32789
4 bd·2 ba·1,652 sqft
1 day on market
Listed by Mary Heidrich, COLDWELL BANKER REALTY
$799,999
1431 PALM AVE
WINTER PARK, 32789
34 days on market
Listed by ALL REAL ESTATE & INVESTMENTS
$234,900
2383 SUN VALLEY CIR #2383
WINTER PARK, 32792
2 bd·2 ba·1,295 sqft
15 days on market
Listed by Carmen Aridas, RE/MAX PRIME PROPERTIES
$4,325,000
250 W READING WAY
WINTER PARK, 32789
5 bd·4.5 ba·4,853 sqft
8 days on market
PoolNew construction
Listed by Brian Mitnik, RE/MAX 200 REALTY
$2,475,000
311 E MORSE BLVD #1-5
WINTER PARK, 32789
3 bd·3 ba·2,316 sqft
9 days on market
Waterfront
Listed by Skip Kirst, COLLADO REAL ESTATE
$769,000
2410 SHERBROOKE RD
WINTER PARK, 32792
4 bd·2.5 ba·2,141 sqft
37 days on market
Listed by Li Ju Huang, AMERICA REAL ESTATE COMPANY LLC
New
$170,000
7476 WOODBURN CT #38
WINTER PARK, 32792
2 bd·2.5 ba·1,031 sqft
1 day on market
Listed by Habib Fahs, COLDWELL BANKER REALTY
$5,195,900
825 PALMER AVE
WINTER PARK, 32789
5 bd·6 ba·5,122 sqft
20 days on market
PoolNew construction
Listed by Laura Earl, CORCORAN PREMIER REALTY
$2,725,000
1773 WALNUT AVE
WINTER PARK, 32789
5 bd·4.5 ba·3,784 sqft
39 days on market
PoolNew construction
Listed by Christopher Christensen, ONE LUXURY INTERNATIONAL LLC
$1,925,000
2260 MULBRY DR
WINTER PARK, 32789
5 bd·4 ba·3,246 sqft
4 days on market
New construction
Listed by Alex Bogumil, KONA REALTY SERVICES LLC
New
$599,999
822 SYMONDS AVE
WINTER PARK, 32789
0 days on market
Listed by David Glinski, NEWBERRY REALTY & DEV GRP INC.
$275,000
2302 BARBADOS DR
WINTER PARK, 32792
2 bd·2 ba·1,544 sqft
39 days on market
Listed by George Freelove, KELLER WILLIAMS REALTY AT THE PARKS
$1,550,000
1257 WADING WATERS CIR
WINTER PARK, 32792
6 bd·5 ba·5,239 sqft
22 days on market
Pool
Listed by Rob Breese, III, RE/MAX TOWN & COUNTRY REALTY
$675,000
2260 COLDSTREAM DR
WINTER PARK, 32792
4 bd·2 ba·1,509 sqft
30 days on market
Listed by KELLER WILLIAMS WINTER PARK
$380,000
2626 AMBERGATE RD
WINTER PARK, 32792
3 bd·1 ba·1,143 sqft
6 days on market
Listed by OLDE TOWN BROKERS INC
$365,000
2136 LINDEN RD
WINTER PARK, 32792
3 bd·1.5 ba·1,185 sqft
7 days on market
$5,500,000
2661 VIA TUSCANY
WINTER PARK, 32789
4 bd·4.5 ba·3,880 sqft
36 days on market
PoolNew construction
Listed by Nohora Gomez, COLDWELL BANKER REALTY
$1,350,000
436 N WYMORE RD
WINTER PARK, 32789
3,021 sqft
36 days on market
Listed by Susan Dering, HOMEVEST REALTY
$495,000
3020 NICHOLSON DR
WINTER PARK, 32792
4 bd·2 ba·1,756 sqft
23 days on market
Pool
Listed by Kristin Duncan, CHARLES RUTENBERG REALTY ORLANDO
$165,000
3651 N GOLDENROD RD #C109
WINTER PARK, 32792
2 bd·2 ba·840 sqft
27 days on market
Listed by Valerie Wanzer, REAL ESTATE PROFESSIONALS SE
$2,350,000
200 S INTERLACHEN AVE #350
WINTER PARK, 32789
3 bd·3.5 ba·3,110 sqft
38 days on market
Listed by Rhonda Chesmore, KELLY PRICE & COMPANY LLC
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: September 16, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.