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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$1,169,900
2230 Ridgewind Way
Windermere, FL, 34786
5 bd · 4 ba · 3,064 sqft
Listed by COLDWELL BANKER REALTY
IDX$4,750,000
9575 Westover Roberts Road
Windermere, FL, 34786
7 bd · 8 ba · 8,931 sqft
Listed by STOCKWORTH REALTY GROUP
IDX$19,500,000
5192 Vardon Drive
Windermere, FL, 34786
6 bd · 10 ba · 13,494 sqft
Listed by IRWIN REALTY GROUP LLC
IDX$1,395,000
12411 Montalcino Circle
Windermere, FL, 34786
4 bd · 5 ba · 3,399 sqft
Listed by WILLIAM RAVEIS FLORIDA, LLC
IDX$3,800,000
5151 Latrobe Dr
Windermere, FL, 34786
4 bd · 5 ba · 5,301 sqft
Listed by ISLEWORTH REALTY LLC
IDX$645,000
7252 Backwoods Trail
Windermere, FL, 34786
4 bd · 3 ba · 2,214 sqft
Listed by REALSOURCE PROPERTY MANGNT LLC
IDX$439,000
11429 Brownstone Street
Windermere, FL, 34786
4 bd · 3 ba · 1,910 sqft
Listed by WEMERT GROUP REALTY LLC
IDX$725,000
910 Lascala Drive
Windermere, FL, 34786
4 bd · 4 ba · 2,742 sqft
Listed by FLORIDA REALTY INVESTMENTS
IDX$6,800,000
9061 Ron Den Lane
Windermere, FL, 34786
5 bd · 7 ba · 6,300 sqft
Listed by CORCORAN PREMIER REALTY
IDX$673,000
5421 Gemgold Court
Windermere, FL, 34786
4 bd · 3 ba · 2,754 sqft
Listed by IRM INVEST., REAL EST.& MGMT.
IDX$4,999,500
5138 Fairway Oaks Dr
Windermere, FL, 34786
4 bd · 5 ba · 4,330 sqft
Listed by ISLEWORTH REALTY LLC
IDX$18,750,000
5036 Latrobe Drive
Windermere, FL, 34786
6 bd · 9 ba · 15,337 sqft
Listed by ISLEWORTH REALTY 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.