New56$2,695,000
5 bd · 7 ba · 6,105 sqft
11209 Macaw Ct, Windermere, FL
Jay Martin · CORCORAN PREMIER REALTY
Homes with a Pool in Windermere, FL
Hide MapHomes with a Pool in Windermere, FL
24 of 115 Listings
New56$2,695,000
5 bd · 7 ba · 6,105 sqft
11209 Macaw Ct, Windermere, FL
Jay Martin · CORCORAN PREMIER REALTY
New80$6,750,000
5 bd · 8 ba · 9,403 sqft
11103 Bridge House Rd, Windermere, FL
Rob Rahter · STOCKWORTH REALTY GROUP
New47$2,700,000
5 bd · 6 ba · 4,430 sqft
105 Forest St, Windermere, FL
Tiffany Pantozzi · ALIGN REAL ESTATE LLC
New73$3,450,000
4 bd · 5 ba · 5,152 sqft
703 E 6th Ave, Windermere, FL
Sandy Harvey · PREMIER SOTHEBYS INT'L REALTY
38$3,600,000
5 bd · 7 ba · 7,223 sqft
11066 Ullswater Ln, Windermere, FL
Steven Tavarez · MILA REALTY
46$625,000
4 bd · 3 ba · 2,427 sqft
5021 Carillon Ln, Windermere, FL
Elizabeth Stephenson · REALTY OF AMERICA
Price Reduced23$6,999,999
9 bd · 16 ba · 20,445 sqft
9621 Windy Ridge Rd, Windermere, FL
Natalie Citarelli · CITARELLI REALTY GROUP LLC
97$3,150,000
4 bd · 5 ba · 4,290 sqft
1815 Windermere Rd, Windermere, FL
Brian Cirillo · BALDWIN PARK REALTY LLC
74$1,799,000
6 bd · 7 ba · 4,945 sqft
7413 Lake Albert Dr, Windermere, FL
Robert Guidice · GOLFPARK PROPERTIES
37$1,095,000
4 bd · 4 ba · 3,607 sqft
2009 Westover Reserve Blvd, Windermere, FL
Oliver Alfaro · STOCKWORTH REALTY GROUP
85$2,899,000
7 bd · 9 ba · 7,042 sqft
4205 Clarice Ct, Windermere, FL
Kevin Sullivan · LAKESIDE REALTY WINDERMERE INC
19$2,190,000
5 bd · 6 ba · 3,582 sqft
6518 Sawyer Shores Ln, Windermere, FL
Daniel Pavel · WRA BUSINESS & REAL ESTATE
67$1,348,000
5 bd · 5 ba · 3,835 sqft
7231 Sangalla Dr, Windermere, FL
Christopher Christensen · ONE LUXURY INTERNATIONAL LLC
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
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
Open house Sun, Nov 8 · 11:00 AM53$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
63$8,500,000
4 bd · 5 ba · 7,100 sqft
5092 Isleworth Country Club Dr, Windermere, FL
Michelle Corbin · ISLEWORTH REALTY LLC
100$6,950,000
7 bd · 8 ba · 8,722 sqft
6113 Grosvenor Shore Dr, Windermere, FL
Gwen Flynn · COLDWELL BANKER REALTY
Price Reduced74$2,199,000
4 bd · 6 ba · 4,169 sqft
11532 Waterstone Loop Dr, Windermere, FL
Andrew Kincaid · BHHS FLORIDA REALTY
51$3,595,000
3 bd · 5 ba · 4,333 sqft
9310 Isleworth Gardens Dr, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
74$3,999,000
5 bd · 6 ba · 5,580 sqft
6120 Greatwater Dr, Windermere, FL
Teresa Stewart · SOUTHERN REALTY GROUP LLC
Stellar MLSSource: HJN community data
September 2026
Selling at 97.0% of asking price
Buyers here are paying below asking. MLS · 45 sales · as of Sep 30, 2026
