Windermere, FL Homes For Sale
297 listings. Live MLS data, refreshed nightly. Windermere market overview
Windermere, FL
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Listings
$5,250,000
WINDY RIDGE RD
WINDERMERE, 34786
7 days on market
Waterfront
Listed by Rob Rahter, STOCKWORTH REALTY GROUP
$4,750,000
WINDY RIDGE RD
WINDERMERE, 34786
7 days on market
Waterfront
Listed by Rob Rahter, STOCKWORTH REALTY GROUP
$4,250,000
WINDY RIDGE RD
WINDERMERE, 34786
7 days on market
Waterfront
Listed by Rob Rahter, STOCKWORTH REALTY GROUP
New
$3,189,000
5050 ISLEWORTH COUNTRY CLUB DR
WINDERMERE, 34786
4 bd·4.5 ba·3,365 sqft
1 day on market
Pool
Listed by Toni Cafferty, COMPASS FLORIDA LLC
$425,000
9764 GOTHA RD
WINDERMERE, 34786
2 bd·1 ba·1,216 sqft
47 days on market
Listed by Erica Diaz, HOMEVEST REALTY
$2,500,000
5526 MARLEON DR
WINDERMERE, 34786
5 bd·4 ba·4,661 sqft
15 days on market
Pool
Listed by Benjamin Attwood, SERHANT
$1,349,900
2540 HEMPEL COVE CT
WINDERMERE, 34786
5 bd·3 ba·3,356 sqft
30 days on market
Pool
Listed by Tiffany Pantozzi, ALIGN REAL ESTATE LLC
$645,178
13325 LUSH LIME ALY
WINDERMERE, 34786
3 bd·2.5 ba·1,714 sqft
49 days on market
New construction
Listed by Reed Williams, ASHTON WOODS FLORIDA REALTY LLC
$445,000
13048 GARRIDAN AVE
WINDERMERE, 34786
3 bd·2.5 ba·1,748 sqft
51 days on market
Listed by Isabel Sirizzotti, SUNNY 365 REALTY GROUP
$1,159,000
12989 WESTSIDE VILLAGE LOOP
WINDERMERE, 34786
4 bd·3.5 ba·2,665 sqft
38 days on market
Pool
Listed by WEBB FLORIDA REALTY LLC
New
$320,000
8168 BOAT HOOK LOOP #303
WINDERMERE, 34786
3 bd·2 ba·1,442 sqft
1 day on market
Listed by Jay Stewart, SOUTHERN REALTY GROUP LLC
$3,580,000
4302 ISABELLA CIR
WINDERMERE, 34786
5 bd·6.5 ba·5,362 sqft
29 days on market
Pool
Listed by Sean Rozanski
$880,000
6309 EARTHGOLD DR
WINDERMERE, 34786
4 bd·2.5 ba·2,648 sqft
7 days on market
Pool
Listed by REALTY HUB
$1,450,000
14274 CREST PALM AVE
WINDERMERE, 34786
7 bd·4.5 ba·4,443 sqft
2 days on market
Pool
Listed by Trenton Eldridge, DOUGLAS ELLIMAN
$870,000
9043 HORIZON POINTE TRL
WINDERMERE, 34786
4 bd·3 ba·3,746 sqft
2 days on market
Pool
Listed by Matine Pawlicki, CENTURY 21 CARIOTI
$354,900
7430 BENTONSHIRE AVE
WINDERMERE, 34786
2 bd·2.5 ba·1,412 sqft
56 days on market
Listed by Chris Bunnell, EXP REALTY LLC
$998,999
8701 IRON MOUNTAIN TRL
WINDERMERE, 34786
6 bd·4.5 ba·4,507 sqft
31 days on market
Listed by Jorge Martinez, Jr, KELLER WILLIAMS CLASSIC
$775,000
8291 PROCIDA ISLE LN
WINDERMERE, 34786
4 bd·3 ba·2,224 sqft
36 days on market
Pool
Listed by Anastasiia Zbihla, KELLER WILLIAMS REALTY AT THE LAKES
$100,000
PARK RIDGE GOTHA RD
WINDERMERE, 34786
41 days on market
Listed by Margarita Morales, OLYMPUS EXECUTIVE REALTY INC
$1,598,000
1480 HEMPEL AVE
WINDERMERE, 34786
5 bd·4.5 ba·4,219 sqft
61 days on market
Pool
Listed by Adriana Sanchez, AGENT TRUST REALTY CORPORATION
$950,000
1243 DINGENS AVE
WINDERMERE, 34786
4 bd·3 ba·2,728 sqft
54 days on market
Listed by Peter Useche, REALMULTIPROPERTY LLC
$575,000
6828 HELMSLEY CIR
WINDERMERE, 34786
4 bd·3 ba·2,064 sqft
52 days on market
Listed by Abdallah Fawaz, LPT REALTY, LLC
$3,599,000
3986 ISABELLA CIR
WINDERMERE, 34786
5 bd·6 ba·5,342 sqft
4 days on market
Pool
Listed by Ricardo Konageski da Fonseca, WRA BUSINESS & REAL ESTATE
$939,000
9609 WESTOVER CLUB CIR
WINDERMERE, 34786
5 bd·4.5 ba·3,797 sqft
50 days on market
Pool
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: September 11, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.