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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$740,000
8931 Lookout Pointe Drive
Windermere, FL, 34786
5 bd · 4 ba · 2,989 sqft
Listed by SPECIALIZED PROPERTY MANAGEMENT
IDX$399,000
12405 Cruxbury Drive
Windermere, FL, 34786
2 bd · 3 ba · 1,429 sqft
Listed by HOMEVEST REALTY
IDX$360,000
12417 Cruxbury Drive
Windermere, FL, 34786
2 bd · 3 ba · 1,311 sqft
Listed by CHARLES RUTENBERG REALTY ORLANDO
IDX$445,000
11734 Water Run Alley
Windermere, FL, 34786
3 bd · 3 ba · 1,727 sqft
Listed by REMAX PREMIER PROPERTIES
IDX$1,795,000
11051 Hawkshead Court
Windermere, FL, 34786
5 bd · 6 ba · 3,728 sqft
Listed by REAL BROKER, LLC
IDX$3,189,000
5050 Isleworth Country Club Drive
Windermere, FL, 34786
4 bd · 5 ba · 3,365 sqft
Listed by COMPASS FLORIDA LLC
IDX$1,900,000
1238 Lake Whitney Drive
Windermere, FL, 34786
4 bd · 6 ba · 5,515 sqft
Listed by JASON CRANE REAL ESTATE LLC
IDX$549,000
4627 Blue Major Drive
Windermere, FL, 34786
4 bd · 3 ba · 2,411 sqft
Listed by DENIZ REALTY PARTNERS LLC
IDX$1,500,000
13503 Lake Cawood Drive
Windermere, FL, 34786
5 bd · 7 ba · 5,312 sqft
Listed by BANNER INT'L REAL ESTATE
IDX$1,375,000
9527 Queensbury Court
Windermere, FL, 34786
5 bd · 6 ba · 5,378 sqft
Listed by THE PROPERTY PROS REAL ESTATE, INC
IDX$880,000
6309 Earthgold Drive
Windermere, FL, 34786
4 bd · 3 ba · 2,648 sqft
Listed by REALTY HUB
IDX$5,390,000
12264 Montalcino Circle
Windermere, FL, 34786
4 bd · 7 ba · 7,872 sqft
Listed by WRA BUSINESS & REAL ESTATE
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.