54$299,997
2 bd · 2 ba · 1,161 sqft
8168 Boat Hook Loop #302, Windermere, FL
Omar Andreasen · BLUE KEY PROPERTY MANAGEMENT
Homes for Sale in Windermere, FL
Hide MapHomes for Sale in Windermere, FL
24 of 226 Listings
54$299,997
2 bd · 2 ba · 1,161 sqft
8168 Boat Hook Loop #302, Windermere, FL
Omar Andreasen · BLUE KEY PROPERTY MANAGEMENT
52$1,598,000
4 bd · 4 ba · 3,751 sqft
6533 Cartmel Ln, Windermere, FL
Carolina Medeiros · PREMIER SOTHEBYS INT'L REALTY
93$4,350,000
5 bd · 5 ba · 5,305 sqft
9602 Maywood Dr, Windermere, FL
Tiphany Weeks · DIAMOND REAL ESTATE GROUP
New38$615,000
3 bd · 2 ba · 2,115 sqft
6858 Merrick Landing Blvd, Windermere, FL
Wilfred Sierra Sosa, PA · RE/MAX PRIME PROPERTIES
56$1,999,000
4 bd · 4 ba · 3,912 sqft
8229 Tibet Butler Dr, Windermere, FL
Teresa Stewart · SOUTHERN REALTY GROUP LLC
65$649,000
4 bd · 3 ba · 2,455 sqft
7030 Mapperton Dr, Windermere, FL
Keith Conklin, LLC · FOLIO REALTY LLC
4$1,280,000
4 bd · 3 ba · 2,441 sqft
104 E 1st Ave, Windermere, FL
Fernanda Negromonte · NOVA REAL ESTATE SERVICES INC
35$950,000
4 bd · 3 ba · 2,680 sqft
8524 Vivaro Isle Way, Windermere, FL
Vincent Cordaro · SERHANT
96$2,400,000
5 bd · 4 ba · 5,139 sqft
12722 S Lake Sawyer Ln, Windermere, FL
Padgett McCormick · KELLY PRICE & COMPANY LLC
63$8,500,000
4 bd · 5 ba · 7,100 sqft
5092 Isleworth Country Club Dr, Windermere, FL
Michelle Corbin · ISLEWORTH REALTY LLC
37$875,000
4 bd · 3 ba · 2,704 sqft
11727 Delwick Dr, Windermere, FL
Catherine Lambert PA · BHHS FLORIDA REALTY
100$6,950,000
7 bd · 8 ba · 8,722 sqft
6113 Grosvenor Shore Dr, Windermere, FL
Gwen Flynn · COLDWELL BANKER REALTY
74$2,350,000
4 bd · 6 ba · 4,169 sqft
11532 Waterstone Loop Dr, Windermere, FL
Andrew Kincaid · BHHS FLORIDA REALTY
100$3,850,000
4 bd · 6 ba · 6,605 sqft
4906 Aviva Garden Ct, Windermere, FL
Simon Simaan · THE SIMON SIMAAN GROUP
51$3,595,000
3 bd · 5 ba · 4,333 sqft
9310 Isleworth Gardens Dr, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
Open house Wed, Oct 7 · 9:00 AM47$565,000
3 bd · 2 ba · 1,855 sqft
7271 Londale Blvd, Windermere, FL
Karen Albright · OPENDOOR BROKERAGE LLC
74$3,999,000
5 bd · 6 ba · 5,580 sqft
6120 Greatwater Dr, Windermere, FL
Teresa Stewart · SOUTHERN REALTY GROUP LLC
51$1,488,000
4 bd · 4 ba · 3,763 sqft
12721 Jacob Grace Ct, Windermere, FL
Cathy Williams · LAKE NONA REALTY LLC
32$295,000
2 bd · 2 ba · 1,161 sqft
11446 Jasper Kay Terrace #202, Windermere, FL
Elly Kennedy · KELLER WILLIAMS REALTY AT THE PARKS
27$405,000
4 bd · 3 ba · 2,294 sqft
14350 Bridgewater Crossings Blvd, Windermere, FL
Dawn Briggs · BLUE MAGNOLIA REALTY LLC
25$560,000
4 bd · 3 ba · 2,214 sqft
11543 Charnock Dr, Windermere, FL
Angela Mavarez Suarez · PM ELITE REALTY LLC
38$3,250,000
3 bd · 4 ba · 2,848 sqft
6126 Payne Stewart Dr, Windermere, FL
Jill Irwin · IRWIN REALTY GROUP LLC
97$769,000
5 bd · 3 ba · 2,773 sqft
6727 Merrick Landing Blvd, Windermere, FL
Stephanie Demantova Correa · AUTHENTIC REAL ESTATE TEAM
52$4,395,000
6 bd · 6 ba · 4,739 sqft
5186 Vardon Dr, Windermere, FL
Michelle Corbin · ISLEWORTH REALTY LLC
Stellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 97.1% of asking price
Buyers here are paying below asking. MLS · 46 sales · as of Sep 30, 2026