Price Reduced55$1,900,000
4 bd · 6 ba · 5,515 sqft
1238 Lake Whitney Dr, Windermere, FL
Jason Crane · JASON CRANE REAL ESTATE LLC
Homes for Sale in Windermere, FL
Show MapHomes for Sale in Windermere, FL
24 of 224 Listings
Price Reduced55$1,900,000
4 bd · 6 ba · 5,515 sqft
1238 Lake Whitney Dr, Windermere, FL
Jason Crane · JASON CRANE REAL ESTATE LLC
73$6,500,000
5 bd · 7 ba · 5,471 sqft
9316 Gladys Garden Ct, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
Price Reduced29$745,990
5 bd · 3 ba · 3,285 sqft
7409 Fairgrove Ave, Windermere, FL
Zhe Wang · SUNSTAR REALTY FL INC
98$13,995,000
6 bd · 11 ba · 12,067 sqft
3057 Porto Lago Ct, Windermere, FL
Julie Bettosini, PA · STOCKWORTH REALTY GROUP
26$295,000
2 bd · 2 ba · 1,161 sqft
8180 Boat Hook Loop #102, Windermere, FL
Robert Christiano · COLDWELL BANKER REALTY
Price Reduced77$2,450,000
4 bd · 5 ba · 4,136 sqft
4205 Clarice Estates Dr, Windermere, FL
Cynthia Casola · DALTON WADE INC
Price Reduced48$1,250,000
4 bd · 3 ba · 2,887 sqft
6124 Foxfield Ct, Windermere, FL
Bo Julian · JULIAN PROPERTIES, INC.
Price Reduced31$380,000
3 bd · 3 ba · 1,680 sqft
7723 Fairgrove Ave, Windermere, FL
Larry Bautista · CHARLES RUTENBERG REALTY ORLANDO
Price Reduced48$399,999
3 bd · 3 ba · 1,840 sqft
8218 Mystic View Way #2801, Windermere, FL
Deb Obert · WEICHERT REALTORS HALLMARK PRO
Price Reduced37$1,055,000
5 bd · 5 ba · 4,936 sqft
9117 Outlook Rock Trl, Windermere, FL
Rosanna Rivera · REDFIN CORPORATION
Price Reduced100$6,800,000
5 bd · 7 ba · 6,300 sqft
9061 Ron Den Ln, Windermere, FL
Brynn Allen · CORCORAN PREMIER REALTY
32$430,000
3 bd · 3 ba · 1,919 sqft
12357 Via Derna Pl, Windermere, FL
Isabel Sirizzotti · SUNNY 365 REALTY GROUP
Price Reduced81$3,000,000
5 bd · 5 ba · 5,018 sqft
11539 Lake Butler Blvd, Windermere, FL
Darrell Nunnelley · VINTAGE REALTY GROUP LLC
Price Reduced56$799,900
4 bd · 5 ba · 2,450 sqft
11994 McKinnon Rd, Windermere, FL
Gloria Alvarez · CENTURY 21 CARIOTI
Price Reduced30$635,000
3 bd · 2 ba · 1,819 sqft
9110 Palm Tree Dr, Windermere, FL
Tony Vicari · VICARI REALTY CORP
Price Reduced47$1,350,000
5 bd · 4 ba · 3,929 sqft
1700 Lake Roberts Ct, Windermere, FL
David Johnston · CREEGAN GROUP
Price Reduced98$11,750,000
6 bd · 10 ba · 11,100 sqft
9832 Laurel Valley Dr, Windermere, FL
Nicholas Taylor · REAL BROKER, LLC
Price Reduced69$2,474,000
5 bd · 7 ba · 5,366 sqft
6288 Blakeford Dr, Windermere, FL
Keith Renner · NECTAR REAL ESTATE
72$625,000
4 bd · 3 ba · 2,236 sqft
13786 Summer Harbor Ct, Windermere, FL
Deborah Garson · DEBORAH E GARSON PA
Price Reduced19$751,400
4 bd · 2 ba · 2,987 sqft
2128 Lake Crescent Ct, Windermere, FL
Jamarr Zellner · REALHOME SERVICE & SOLUTIONS INC
61$1,318,000
6 bd · 4 ba · 3,900 sqft
11768 Hampstead St, Windermere, FL
Caroline De Castro Marcellini · COMPASS FLORIDA, LLC
Price Reduced34$2,800,000
4 bd · 6 ba · 4,706 sqft
5073 Latrobe Dr, Windermere, FL
Michelle Corbin · ISLEWORTH REALTY LLC
4$1,500,000
4 bd · 3 ba · 3,517 sqft
11035 Schooner Way, Windermere, FL
Channing Harrison · LAKESIDE REALTY WINDERMERE INC
Price Reduced98$1,750,000
4 bd · 3 ba · 3,297 sqft
2503 Butler Bay Dr N, Windermere, FL
Simon Simaan · THE SIMON SIMAAN GROUP
Stellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 97.2% of asking price
Buyers here are paying below asking. MLS · 42 sales · as of Sep 29, 2026