98$2,500,000
5 bd · 5 ba · 4,661 sqft
5526 Marleon Dr, Windermere, FL
Benjamin Attwood · SERHANT
Homes for Sale in Windermere, FL
Show MapHomes for Sale in Windermere, FL
24 of 223 Listings
98$2,500,000
5 bd · 5 ba · 4,661 sqft
5526 Marleon Dr, Windermere, FL
Benjamin Attwood · SERHANT
Price Reduced56$699,990
4 bd · 4 ba · 2,745 sqft
13239 Jervey St, Windermere, FL
Jay Winston · LPT REALTY, LLC
Price Reduced33$1,159,000
4 bd · 4 ba · 2,665 sqft
12989 Westside Village Loop, Windermere, FL
Ramon Brandao · WEBB FLORIDA REALTY LLC
20$320,000
3 bd · 2 ba · 1,442 sqft
8168 Boat Hook Loop #303, Windermere, FL
Jay Stewart · SOUTHERN REALTY GROUP LLC
Price Reduced90$3,580,000
5 bd · 7 ba · 5,362 sqft
4302 Isabella Cir, Windermere, FL
Sean Rozanski · JC FLORIDA REALTY LLC
30$880,000
4 bd · 3 ba · 2,648 sqft
6309 Earthgold Dr, Windermere, FL
Vanessa Bruno Juca · REALTY HUB
59$354,900
2 bd · 3 ba · 1,412 sqft
7430 Bentonshire Ave, Windermere, FL
Chris Bunnell · EXP REALTY LLC
57$445,000
3 bd · 3 ba · 1,727 sqft
11734 Water Run Aly, Windermere, FL
Blanca Armada · REMAX PREMIER PROPERTIES
53$870,000
4 bd · 3 ba · 3,746 sqft
9043 Horizon Pointe Trl, Windermere, FL
Matine Pawlicki · CENTURY 21 CARIOTI
Price Reduced67$998,999
6 bd · 5 ba · 4,507 sqft
8701 Iron Mountain Trl, Windermere, FL
Jorge Martinez, Jr · KELLER WILLIAMS CLASSIC
79$775,000
4 bd · 3 ba · 2,224 sqft
8291 Procida Isle Ln, Windermere, FL
Anastasiia Zbihla · KELLER WILLIAMS REALTY AT THE LAKES
55$990,000
4 bd · 3 ba · 2,728 sqft
1243 Dingens Ave, Windermere, FL
Peter Useche · REALMULTIPROPERTY LLC
21$575,000
4 bd · 3 ba · 2,064 sqft
6828 Helmsley Cir, Windermere, FL
Abdallah Fawaz · LPT REALTY, LLC
Price Reduced43$1,755,000
5 bd · 5 ba · 4,219 sqft
1480 Hempel Ave, Windermere, FL
Adriana Sanchez · AROD PARTNERS REALTY
40$969,000
5 bd · 5 ba · 3,797 sqft
9609 Westover Club Cir, Windermere, FL
John Petit · ALPHA R.E. OF CENTRAL FL LLC
29$3,599,000
5 bd · 7 ba · 5,342 sqft
3986 Isabella Cir, Windermere, FL
Ricardo Konageski da Fonseca · WRA BUSINESS & REAL ESTATE
35$420,000
3 bd · 3 ba · 1,881 sqft
11425 Brownstone St, Windermere, FL
Nicole Dege · REDFIN CORPORATION
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
Price Reduced31$529,000
3 bd · 3 ba · 1,853 sqft
8630 Powder Ridge Trail, Windermere, FL
Marwa Benyahia · SUNCOAST CHOICE REALTY
Price Reduced35$673,000
4 bd · 3 ba · 2,754 sqft
5421 Gemgold Ct, Windermere, FL
Maria Poleo · IRM INVEST., REAL EST.& MGMT.
30$409,900
3 bd · 3 ba · 1,547 sqft
8860 Herencia Aly, Windermere, FL
Babi Hennemann · WRA BUSINESS & REAL ESTATE
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
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