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31 listings in Windermere
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Windermere
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Listings
$11,900,000
9323 GLADYS GARDEN CT
WINDERMERE, 34786
6 bd·8 ba·9,770 sqft
168 days on market
PoolNew construction
Listed by Steve Healy, CORCORAN PREMIER REALTY
$7,250,000
5074 ISLEWORTH COUNTRY CLUB DR
WINDERMERE, 34786
5 bd·6.5 ba·7,099 sqft
265 days on market
Pool
$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
$9,750,000
4226 DOWNEAST LN
WINDERMERE, 34786
285 days on market
Waterfront
Listed by Thad Czapka, COLDWELL BANKER REALTY
$9,750,000
4226 DOWNEAST LN
WINDERMERE, 34786
5 bd·3 ba·5,316 sqft
339 days on market
WaterfrontPool
Listed by Thad Czapka, COLDWELL BANKER REALTY
$3,699,000
4812 ALEXANDRA GARDEN CT
WINDERMERE, 34786
3 bd·4 ba·4,262 sqft
380 days on market
Pool
Listed by Rob Rahter, STOCKWORTH REALTY GROUP
$3,200,000
4819 ALEXANDRA GARDEN CT
WINDERMERE, 34786
4 bd·4.5 ba·3,745 sqft
320 days on market
Pool
Listed by ISLEWORTH REALTY LLC
Listing data provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last sample-row update: August 18, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.