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Live Stellar MLS listings for Orlando, Windermere, Celebration, and the surrounding markets. Prefer a guided search? Contact Ron.
228 active listings in Windermere
IDX$1,450,000
9548 Crown Prince Lane
Windermere, FL, 34786
4 bd · 4 ba · 3,997 sqft
Listed by DOUGLAS ELLIMAN
IDX$554,555
9319 Woodbreeze Boulevard
Windermere, FL, 34786
4 bd · 2 ba · 1,798 sqft
Listed by CHARLES RUTENBERG REALTY ORLANDO
IDX$915,000
9150 Outlook Rock Trail
Windermere, FL, 34786
4 bd · 3 ba · 2,988 sqft
Listed by MOSAIC PARTNERS GROUP
IDX$6,700,000
8342 Boyla Court
Windermere, FL, 34786
8 bd · 10 ba · 8,133 sqft
Listed by THE SIMON SIMAAN GROUP
IDX$5,300,000
5199 Latrobe Dr
Windermere, FL, 34786
6 bd · 7 ba · 4,665 sqft
Listed by ISLEWORTH REALTY LLC
IDX$6,500,000
9316 Gladys Garden Ct
Windermere, FL, 34786
5 bd · 7 ba · 5,471 sqft
Listed by ISLEWORTH REALTY LLC
IDX$380,000
7723 Fairgrove Avenue
Windermere, FL, 34786
3 bd · 3 ba · 1,680 sqft
Listed by CHARLES RUTENBERG REALTY ORLANDO
IDX$1,250,000
6124 Foxfield Court
Windermere, FL, 34786
4 bd · 3 ba · 2,887 sqft
Listed by JULIAN PROPERTIES, INC.
IDX$4,300,000
9144 Isleworth Gardens Drive
Windermere, FL, 34786
3 bd · 5 ba · 5,004 sqft
Listed by MEGAN DOWDY REALTY, LLC
IDX$639,000
13232 Longacre Drive
Windermere, FL, 34786
5 bd · 3 ba · 2,511 sqft
Listed by CHARLES RUTENBERG REALTY ORLANDO
IDX$3,699,000
4812 Alexandra Garden Court
Windermere, FL, 34786
3 bd · 5 ba · 4,262 sqft
Listed by STOCKWORTH REALTY GROUP
IDX$9,750,000
4226 Downeast Lane
Windermere, FL, 34786
5 bd · 3 ba · 5,316 sqft
Listed by COLDWELL BANKER RESIDENTIAL RE
Listing information is provided exclusively for consumers’ personal, non-commercial use by the Internet Data Exchange (IDX) program of Stellar MLS. Information is deemed reliable but not guaranteed. © 2026 Stellar MLS. All rights reserved. Each listing identifies the listing brokerage. Ron York is a Broker Associate with Florida Realty Marketplace.