Windermere, FL Homes For Sale
293 listings. Live MLS data, refreshed nightly. Windermere market overview
Windermere, FL
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Listings

$624,994
13013 OVERSTREET RD
WINDERMERE, 34786
4 bd·2.5 ba·2,053 sqft
160 days on market
Listed by Omar Andreasen, SERHANT

$554,555
9319 WOODBREEZE BLVD
WINDERMERE, 34786
4 bd·2 ba·1,798 sqft
219 days on market
Listed by Steven Looper, CHARLES RUTENBERG REALTY ORLANDO

$1,799,000
6560 LAKE BURDEN VIEW DR
WINDERMERE, 34786
4 bd·4 ba·3,687 sqft
197 days on market
Pool
Listed by Rob Rahter, STOCKWORTH REALTY GROUP

$2,200,000
11545 BRICKYARD POND LN
WINDERMERE, 34786
8 bd·8.5 ba·4,735 sqft
182 days on market
Pool
Listed by Jennifer Olmeda, WRA BUSINESS & REAL ESTATE

$2,949,000
5145 LATROBE DR
WINDERMERE, 34786
4 bd·4.5 ba·4,512 sqft
217 days on market
Pool
Listed by Teresa Stewart, SOUTHERN REALTY GROUP LLC

$444,900
13712 SUMMERPORT VILLAGE PKWY
WINDERMERE, 34786
3 bd·2.5 ba·1,997 sqft
150 days on market
Listed by Carines Hernandez Bustillo, AGENT TRUST REALTY CORPORATION

$930,000
6752 TRELLIS VINE LOOP
WINDERMERE, 34786
5 bd·3.5 ba·3,820 sqft
251 days on market
Listed by Candice Liceaga, COLDWELL BANKER REALTY

$450,000
12305 VIA DERNA PL
WINDERMERE, 34786
3 bd·3 ba·1,891 sqft
231 days on market
Listed by Jenny Wemert, WEMERT GROUP REALTY LLC

$1,396,000
13596 GORGONA ISLE DR
WINDERMERE, 34786
6 bd·4.5 ba·3,794 sqft
50 days on market
Pool
Listed by Jennifer Olmeda, WRA BUSINESS & REAL ESTATE

$7,250,000
5074 ISLEWORTH COUNTRY CLUB DR
WINDERMERE, 34786
5 bd·6.5 ba·7,099 sqft
265 days on market
Pool

$679,999
13339 ROSKIN LN
WINDERMERE, 34786
4 bd·2.5 ba·2,947 sqft
265 days on market
Listed by Karla Price, COLDWELL BANKER REALTY

$639,000
13232 LONGACRE DR
WINDERMERE, 34786
5 bd·3 ba·2,511 sqft
193 days on market
Listed by Lucia Kronenberg, CHARLES RUTENBERG REALTY ORLANDO

$689,000
13519 BICTON LN
WINDERMERE, 34786
4 bd·3.5 ba·2,594 sqft
254 days on market
Listed by Tiphany Weeks, DIAMOND REAL ESTATE GROUP

New
$560,000
8225 BRYCE CANYON AVE
WINDERMERE, 34786
4 bd·2.5 ba·1,840 sqft
1 day on market
Listed by Fernando Zucato, CHARLES RUTENBERG REALTY ORLANDO

$5,975,000
9725 CHESTNUT RIDGE DR
WINDERMERE, 34786
7 bd·6 ba·8,000 sqft
263 days on market
WaterfrontPool
Listed by Dianna Desboyaux, DOUGLAS ELLIMAN

New
$4,395,000
12418 PARK AVE
WINDERMERE, 34786
0 days on market
Waterfront
Listed by Bo Julian, JULIAN PROPERTIES, INC.

$1,999,000
713 MAIN ST
WINDERMERE, 34786
6 bd·5 ba·5,031 sqft
308 days on market
Listed by Kari Fleck, THE REAL ESTATE COLLECTION LLC

$9,250,000
4226 DOWNEAST LN
WINDERMERE, 34786
310 days on market
Waterfront
Listed by Thad Czapka, COLDWELL BANKER REALTY

$2,950,000
6130 GROSVENOR SHORE DR
WINDERMERE, 34786
4 bd·4.5 ba·4,676 sqft
296 days on market
Pool
Listed by Dianna Desboyaux, DOUGLAS ELLIMAN

$4,750,000
9575 WESTOVER ROBERTS RD
WINDERMERE, 34786
7 bd·8 ba·8,931 sqft
311 days on market
WaterfrontPool
Listed by Rob Rahter, STOCKWORTH REALTY GROUP

$779,900
4415 BLUE MAJOR DR
WINDERMERE, 34786
5 bd·3 ba·3,211 sqft
342 days on market
Listed by Renata Vieira, M2M REALTY

$10,900,000
6149 GROSVENOR SHORE DR
WINDERMERE, 34786
6 bd·7 ba·6,783 sqft
240 days on market
WaterfrontPool
Listed by Teresa Stewart

$1,830,000
2958 MARQUESAS CT
WINDERMERE, 34786
5 bd·4.5 ba·4,716 sqft
278 days on market
Pool
Listed by Dianna Desboyaux

$9,250,000
4226 DOWNEAST LN
WINDERMERE, 34786
5 bd·3 ba·5,316 sqft
363 days on market
WaterfrontPool
Listed by Thad Czapka, COLDWELL BANKER REALTY
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: August 28, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.