51$1,488,000
4 bd · 4 ba · 3,763 sqft
12721 Jacob Grace Ct, Windermere, FL
Cathy Williams · LAKE NONA REALTY LLC
Luxury Homes in Windermere, FL
Hide MapLuxury Homes in Windermere, FL
24 of 113 Listings
51$1,488,000
4 bd · 4 ba · 3,763 sqft
12721 Jacob Grace Ct, Windermere, FL
Cathy Williams · LAKE NONA 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
70$2,995,000
6 bd · 9 ba · 7,321 sqft
13101 Bellaria Cir, Windermere, FL
Julie Christensen · ONE LUXURY INTERNATIONAL LLC
69$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
39$1,100,000
5 bd · 4 ba · 3,557 sqft
11021 Hawkshead Ct, Windermere, FL
Heather Unger, PA · ACME REAL ESTATE FLORIDA LLC
51$19,500,000
6 bd · 10 ba · 13,494 sqft
5192 Vardon Dr, Windermere, FL
Jill Irwin · IRWIN REALTY GROUP LLC
63$1,395,000
5 bd · 4 ba · 4,186 sqft
101 Lee St, Windermere, FL
Julie Bettosini, PA · STOCKWORTH REALTY GROUP
13$18,750,000
6 bd · 9 ba · 15,337 sqft
5036 Latrobe Dr, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
54$1,270,000
6 bd · 5 ba · 4,585 sqft
14360 Crest Palm Ave, Windermere, FL
Jonathan Cole · KELLER WILLIAMS WINTER PARK
81$3,290,000
5 bd · 7 ba · 5,502 sqft
4243 Isabella Cir, Windermere, FL
John Silva · JOHN SILVA REALTY & ASSOCIATES
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
61$2,950,000
5 bd · 4 ba · 7,153 sqft
4301 Down Point Ln, Windermere, FL
Yuliya Mariani · MARIANI REALTY GROUP
74$3,300,000
4 bd · 6 ba · 3,966 sqft
515 W 2nd Ave, Windermere, FL
Darrell Nunnelley · VINTAGE REALTY GROUP LLC
23$3,189,000
4 bd · 5 ba · 3,365 sqft
5050 Isleworth Country Club Dr, Windermere, FL
Toni Cafferty · COMPASS FLORIDA LLC
34$1,500,000
5 bd · 7 ba · 5,312 sqft
13503 Lake Cawood Dr, Windermere, FL
Nick Horton · BANNER INT'L REAL ESTATE
70$1,399,900
5 bd · 3 ba · 3,356 sqft
2540 Hempel Cove Ct, Windermere, FL
Tiffany Pantozzi · ALIGN REAL ESTATE LLC
98$2,500,000
5 bd · 5 ba · 4,661 sqft
5526 Marleon Dr, Windermere, FL
Benjamin Attwood · SERHANT
Price Reduced33$1,159,000
4 bd · 4 ba · 2,665 sqft
12989 Westside Village Loop, Windermere, FL
Ramon Brandao · WEBB FLORIDA REALTY LLC
Price Reduced90$3,580,000
5 bd · 7 ba · 5,362 sqft
4302 Isabella Cir, Windermere, FL
Sean Rozanski · JC FLORIDA REALTY LLC
Price Reduced43$1,755,000
5 bd · 5 ba · 4,219 sqft
1480 Hempel Ave, Windermere, FL
Adriana Sanchez · AROD PARTNERS REALTY
29$3,599,000
5 bd · 7 ba · 5,342 sqft
3986 Isabella Cir, Windermere, FL
Ricardo Konageski da Fonseca · WRA BUSINESS & REAL ESTATE
53$2,240,000
4 bd · 6 ba · 4,812 sqft
6102 S Hampshire Ct, Windermere, FL
Teresa Stewart · SOUTHERN REALTY GROUP LLC
Stellar MLSSource: HJN community data
August 2026
Selling at 95.7% of asking price
Buyers here are paying below asking. MLS · 54 sales · as of Aug 31, 2026