New35$405,000
3 bd · 3 ba · 1,382 sqft
8867 Herencia Aly, Windermere, FL
Jiu Wei · AAA GLOBAL VENTURES PA
Homes for Sale in Windermere, FL
Hide MapHomes for Sale in Windermere, FL
24 of 219 Listings
New35$405,000
3 bd · 3 ba · 1,382 sqft
8867 Herencia Aly, Windermere, FL
Jiu Wei · AAA GLOBAL VENTURES PA
New39$559,000
3 bd · 2 ba · 2,085 sqft
4827 Flint Rd, Windermere, FL
Shelley Dawson · COMPASS FLORIDA LLC
45$1,050,000
4 bd · 3 ba · 2,984 sqft
5944 Caymus Loop, Windermere, FL
Teresa Stewart · SOUTHERN REALTY GROUP LLC
31$324,900
3 bd · 2 ba · 1,455 sqft
8276 Maritime Flag St #1204, Windermere, FL
Erica Diaz · HOMEVEST REALTY
65$1,348,000
5 bd · 5 ba · 3,835 sqft
7231 Sangalla Dr, Windermere, FL
Christopher Christensen · ONE LUXURY INTERNATIONAL LLC
66$2,390,000
5 bd · 5 ba · 4,185 sqft
6544 Cartmel Ln, Windermere, FL
Debora Segnini · FLORIDA CONNEXION PROPERTIES
28$620,000
4 bd · 4 ba · 2,661 sqft
8576 Powder Ridge Trl, Windermere, FL
Sara Alves Subira · WRA BUSINESS & REAL ESTATE
42$799,000
4 bd · 4 ba · 2,996 sqft
12785 Westside Village Loop, Windermere, FL
Lisa Gould · KELLER WILLIAMS WINTER PARK
35$430,000
3 bd · 3 ba · 1,676 sqft
11963 Vermillion Ave, Windermere, FL
Alejandra Silva · METROPOLITAN R.E SOLUTIONS INC
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
46$350,000
3 bd · 2 ba · 1,332 sqft
8179 Maritime Flag St #206, Windermere, FL
Patricia Zimath, LLC · CHARLES RUTENBERG REALTY ORLANDO
56$1,999,000
4 bd · 4 ba · 3,912 sqft
8229 Tibet Butler Dr, Windermere, FL
Teresa Stewart · SOUTHERN REALTY GROUP LLC
93$4,350,000
5 bd · 5 ba · 5,305 sqft
9602 Maywood Dr, Windermere, FL
Tiphany Weeks · DIAMOND REAL ESTATE GROUP
Price Reduced38$595,000
3 bd · 2 ba · 2,115 sqft
6858 Merrick Landing Blvd, Windermere, FL
Wilfred Sierra Sosa, PA · RE/MAX PRIME PROPERTIES
65$649,000
4 bd · 3 ba · 2,455 sqft
7030 Mapperton Dr, Windermere, FL
Keith Conklin, LLC · FOLIO REALTY LLC
Open house Sat, Oct 17 · 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
Price Reduced37$860,000
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
100$3,850,000
4 bd · 6 ba · 6,605 sqft
4906 Aviva Garden Ct, Windermere, FL
Simon Simaan · THE SIMON SIMAAN GROUP
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
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 · 44 sales · as of Sep 30, 2026