100
$6,950,000
7 bd · 8 ba · 8,722 sqft
6113 Grosvenor Shore Dr, Windermere, FL
Gwen Flynn · COLDWELL BANKER REALTY
Homes for Sale in Windermere, FL
Hide MapHomes for Sale in Windermere, FL
24 of 232 Listings
100
$6,950,000
7 bd · 8 ba · 8,722 sqft
6113 Grosvenor Shore Dr, Windermere, FL
Gwen Flynn · COLDWELL BANKER 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
51
$1,488,000
4 bd · 4 ba · 3,763 sqft
12721 Jacob Grace Ct, Windermere, FL
Cathy Williams · LAKE NONA REALTY LLC
Price Reduced32
$290,000
2 bd · 2 ba · 1,161 sqft
11446 Jasper Kay Terrace #202, Windermere, FL
Elly Kennedy · KELLER WILLIAMS REALTY AT THE PARKS
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
52
$4,395,000
6 bd · 6 ba · 4,739 sqft
5186 Vardon Dr, Windermere, FL
Michelle Corbin · ISLEWORTH REALTY LLC
Price Reduced25
$549,990
3 bd · 3 ba · 1,699 sqft
13317 Lush Lime Aly, Windermere, FL
Reed Williams · ASHTON WOODS FLORIDA REALTY LLC
100
$625,000
4 bd · 3 ba · 2,683 sqft
12809 Holdenbury Ln, Windermere, FL
Lois Ann Cox, PA · WATSON REALTY CORP
70
$2,995,000
6 bd · 9 ba · 7,321 sqft
13101 Bellaria Cir, Windermere, FL
Julie Christensen · ONE LUXURY INTERNATIONAL LLC
53
$489,900
3 bd · 2 ba · 1,820 sqft
13535 Bramham Ln, Windermere, FL
Scarlett Williams, PA · CENTURY 21 CARIOTI
59
$7,450,000
7 bd · 10 ba · 8,362 sqft
9343 Tibet Pointe Cir, Windermere, FL
Juliana Jardini Da Cunha Igayara De So · NOVA REAL ESTATE SERVICES INC
45
$945,000
4 bd · 4 ba · 3,264 sqft
9010 Reflection Pointe Dr, Windermere, FL
Dawn Giachetti · PREMIER SOTHEBYS INT'L REALTY
51
$19,500,000
6 bd · 10 ba · 13,494 sqft
5192 Vardon Dr, Windermere, FL
Jill Irwin · IRWIN REALTY GROUP LLC
18
$645,000
4 bd · 3 ba · 2,214 sqft
7252 Backwoods Trl, Windermere, FL
Eliza Hawash · REALSOURCE PROPERTY MANGNT LLC
Price Reduced63
$1,300,000
5 bd · 4 ba · 4,186 sqft
101 Lee St, Windermere, FL
Julie Bettosini, PA · STOCKWORTH REALTY GROUP
46
$379,900
3 bd · 3 ba · 1,480 sqft
8608 Brookvale Dr, Windermere, FL
Carola Garcia De Montenegro · AGENT TRUST REALTY CORPORATION
43
$689,900
5 bd · 3 ba · 3,006 sqft
6614 Bridgewater Village Rd, Windermere, FL
Khristian Padilla · MY REALTY GROUP, LLC.
33
$700,000
1 bd · 1 ba · 750 sqft
628 Forest St, Windermere, FL
Darrell Nunnelley · VINTAGE REALTY GROUP LLC
Price Reduced53
$445,000
3 bd · 3 ba · 1,919 sqft
12333 Via Derna Pl, Windermere, FL
Marco Romero · KARDOSH REALTY
Price Reduced54
$1,249,999
6 bd · 5 ba · 4,585 sqft
14360 Crest Palm Ave, Windermere, FL
Jonathan Cole · KELLER WILLIAMS WINTER PARK
79
$2,685,000
5 bd · 7 ba · 5,747 sqft
8142 Tibet Butler Dr, Windermere, FL
Rob Rahter · STOCKWORTH REALTY GROUP
62
$7,200,000
5 bd · 6 ba · 5,993 sqft
5373 Isleworth Country Club Dr, Windermere, FL
Rob Rahter · STOCKWORTH REALTY GROUP
Stellar MLSOctober 2026
Selling at 96.7% of asking price
Buyers here are paying below asking. MLS · 55 sales · as of Oct 30, 2026
Source: HJN community data