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Live Stellar MLS listings for Orlando, Windermere, Celebration, and the surrounding markets. Prefer a guided search? Contact Ronald.
221 active listings in Windermere
IDX$5,975,000
9725 Chestnut Ridge Drive
Windermere, FL, 34786
7 bd · 7 ba · 8,000 sqft
Listed by DOUGLAS ELLIMAN
IDX$775,000
8291 Procida Isle Lane
Windermere, FL, 34786
4 bd · 3 ba · 2,224 sqft
Listed by KELLER WILLIAMS REALTY AT THE LAKES
IDX$745,990
7409 Fairgrove Avenue
Windermere, FL, 34786
5 bd · 3 ba · 3,285 sqft
Listed by SUNSTAR REALTY FL INC
IDX$438,000
8386 Iron Mountain Trail
Windermere, FL, 34786
4 bd · 3 ba · 1,631 sqft
Listed by MY REALTY GROUP, LLC.
IDX$2,949,000
5145 Latrobe Drive
Windermere, FL, 34786
4 bd · 5 ba · 4,512 sqft
Listed by SOUTHERN REALTY GROUP LLC
IDX$327,000
8156 Boat Hook Loop Unit 623
Windermere, FL, 34786
3 bd · 2 ba · 1,455 sqft
Listed by KELLER WILLIAMS REALTY AT THE PARKS
IDX$945,000
9010 Reflection Pointe Drive
Windermere, FL, 34786
4 bd · 4 ba · 3,264 sqft
Listed by PREMIER SOTHEBYS INT'L REALTY
IDX$3,950,000
11002 Lake Butler Boulevard
Windermere, FL, 34786
5 bd · 8 ba · 6,248 sqft
Listed by SERENDIPITY REALTY LLC
IDX$6,595,000
6462 Deacon Cir
Windermere, FL, 34786
5 bd · 6 ba · 7,178 sqft
Listed by ISLEWORTH REALTY LLC
IDX$579,000
13231 Roxboro Road
Windermere, FL, 34786
3 bd · 2 ba · 1,706 sqft
Listed by LA ROSA REALTY KISSIMMEE
IDX$689,000
13519 Bicton Lane
Windermere, FL, 34786
4 bd · 4 ba · 2,594 sqft
Listed by DIAMOND REAL ESTATE GROUP
IDX$1,130,000
6152 Golden Dewdrop Trail
Windermere, FL, 34786
8 bd · 5 ba · 4,830 sqft
Listed by VESTI LLC
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. Ronald York is a Broker Associate, REALTOR® with Florida Realty Marketplace.