Price Reduced33$1,159,000
4 bd · 4 ba · 2,665 sqft
12989 Westside Village Loop, Windermere, FL
Ramon Brandao · WEBB FLORIDA REALTY LLC
Luxury Homes in Windermere, FL
Hide MapLuxury Homes in Windermere, FL
24 of 116 Listings
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
Price Reduced33$2,299,000
5 bd · 6 ba · 4,094 sqft
11113 Lake Butler Blvd, Windermere, FL
Stella Freeman · QUATTRO R E SOLUTIONS LLC
58$1,870,000
6 bd · 7 ba · 5,140 sqft
7467 Lake Albert Dr, Windermere, FL
Ana Duarte Ferreira · NOVA REAL ESTATE SERVICES INC
95$1,500,000
5 bd · 4 ba · 3,656 sqft
17526 Black Rail St, Windermere, FL
Fernando Zucato · CHARLES RUTENBERG REALTY ORLANDO
13$5,500,000
6 bd · 8 ba · 6,442 sqft
1330 Lake Olivia, Windermere, FL
Ana Rubio · EMPIRE NETWORK REALTY
Price Reduced71$1,945,000
6 bd · 6 ba · 5,869 sqft
4282 McKinnon Rd, Windermere, FL
Shelley Dawson · COMPASS FLORIDA LLC
Price Reduced100$3,990,000
6 bd · 7 ba · 6,896 sqft
4201 Isabella Cir, Windermere, FL
Any Alves · WRA BUSINESS & REAL ESTATE
74$3,100,000
4 bd · 5 ba · 4,296 sqft
12102 Montalcino Cir, Windermere, FL
Kristy Cook · EXP REALTY LLC
Price Reduced84$1,740,000
4 bd · 4 ba · 3,680 sqft
8241 Tibet Butler Dr, Windermere, FL
Robert Guidice · GOLFPARK PROPERTIES
Price Reduced20$1,599,000
4 bd · 2 ba · 2,627 sqft
212 W 1st Ave, Windermere, FL
Eric Powell · HOME WISE REALTY GROUP, INC.
Price Reduced82$6,900,000
5 bd · 6 ba · 7,158 sqft
6055 Louise Cove Dr, Windermere, FL
Rob Rahter · STOCKWORTH REALTY GROUP
100$3,400,000
6 bd · 7 ba · 5,666 sqft
9679 Westover Roberts Rd, Windermere, FL
Tony Davids · TONYDAVIDSHOMES.COM, LLC
81$3,500,000
4 bd · 6 ba · 7,669 sqft
5524 Worsham Ct, Windermere, FL
Ayoub Aitelhaj · ATLIS REALTY GROUP LLC
65$6,650,000
5 bd · 7 ba · 6,970 sqft
9921 Lake Louise Dr, Windermere, FL
Monica Lochmandy · ISLEWORTH REALTY LLC
41$3,100,000
6 bd · 5 ba · 4,282 sqft
7720 Ficquette Rd, Windermere, FL
Ruthanne Martin · REVEL REALTY LLC
74$1,289,000
4 bd · 3 ba · 3,793 sqft
5746 Oxford Moor Blvd, Windermere, FL
Kyle Madorin PA · UPWELL REALTY LLC
Price Reduced73$2,250,000
5 bd · 5 ba · 4,504 sqft
9904 Brentford Ct, Windermere, FL
Kevin Sullivan · LAKESIDE REALTY WINDERMERE INC
38$4,495,000
5 bd · 7 ba · 6,159 sqft
6719 Valhalla Way, Windermere, FL
Luis Martins · CELEBRITY GLOBAL REALTY LLC
78$5,999,000
5 bd · 5 ba · 5,511 sqft
800 W 2nd Ave, Windermere, FL
Julie Christensen · ONE LUXURY INTERNATIONAL LLC
99$2,800,000
6 bd · 8 ba · 6,781 sqft
13250 Bellaria Cir, Windermere, FL
Scarllet Lettre · CHARLES RUTENBERG REALTY INC
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