New34$435,000
3 bd · 3 ba · 1,743 sqft
11267 Grander Dr, Windermere, FL
Nathalya Ferreira da Silva · AUTHENTIC REAL ESTATE TEAM
Homes Under $500K in Windermere, FL
Hide MapHomes Under $500K in Windermere, FL
24 of 38 Listings
New34$435,000
3 bd · 3 ba · 1,743 sqft
11267 Grander Dr, Windermere, FL
Nathalya Ferreira da Silva · AUTHENTIC REAL ESTATE TEAM
35$405,000
3 bd · 3 ba · 1,382 sqft
8867 Herencia Aly, Windermere, FL
Jiu Wei · AAA GLOBAL VENTURES PA
31$324,900
3 bd · 2 ba · 1,455 sqft
8276 Maritime Flag St #1204, Windermere, FL
Erica Diaz · HOMEVEST REALTY
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
46$350,000
3 bd · 2 ba · 1,332 sqft
8179 Maritime Flag St #206, Windermere, FL
Patricia Zimath, LLC · CHARLES RUTENBERG REALTY ORLANDO
Price Reduced32$290,000
2 bd · 2 ba · 1,161 sqft
11446 Jasper Kay Terrace #202, Windermere, FL
Elly Kennedy · KELLER WILLIAMS REALTY AT THE PARKS
53$489,900
3 bd · 2 ba · 1,820 sqft
13535 Bramham Ln, Windermere, FL
Scarlett Williams, PA · CENTURY 21 CARIOTI
46$379,900
3 bd · 3 ba · 1,480 sqft
8608 Brookvale Dr, Windermere, FL
Carola Garcia De Montenegro · AGENT TRUST REALTY CORPORATION
53$449,000
3 bd · 3 ba · 1,919 sqft
12333 Via Derna Pl, Windermere, FL
Marco Romero · KARDOSH REALTY
38$500,000
4 bd · 2 ba · 2,190 sqft
13424 Hopkinton Ct, Windermere, FL
Jenny Wemert · WEMERT GROUP REALTY LLC
Price Reduced60$359,000
2 bd · 3 ba · 1,311 sqft
12417 Cruxbury Dr, Windermere, FL
Christopher Govatos · CHARLES RUTENBERG REALTY ORLANDO
16$450,000
2 bd · 1 ba · 1,216 sqft
9764 Gotha Rd, Windermere, FL
Erica Diaz · HOMEVEST REALTY
24$445,000
3 bd · 3 ba · 1,748 sqft
13048 Garridan Ave, Windermere, FL
Isabel Sirizzotti · SUNNY 365 REALTY GROUP
20$320,000
3 bd · 2 ba · 1,442 sqft
8168 Boat Hook Loop #303, Windermere, FL
Jay Stewart · SOUTHERN REALTY GROUP LLC
59$354,900
2 bd · 3 ba · 1,412 sqft
7430 Bentonshire Ave, Windermere, FL
Chris Bunnell · EXP REALTY LLC
Price Reduced35$410,000
3 bd · 3 ba · 1,881 sqft
11425 Brownstone St, Windermere, FL
Nicole Dege · REDFIN CORPORATION
Price Reduced30$398,000
3 bd · 3 ba · 1,547 sqft
8860 Herencia Aly, Windermere, FL
Babi Hennemann · WRA BUSINESS & REAL ESTATE
Price ReducedOpen house Sat, Oct 24 · 10:00 AM23$395,000
3 bd · 3 ba · 1,335 sqft
7752 Rigby St, Windermere, FL
Ayoub Aitelhaj · ATLIS REALTY GROUP LLC
Price Reduced50$379,900
3 bd · 3 ba · 1,644 sqft
12914 Vennetta Way, Windermere, FL
Lucy Gacioch · BHHS FLORIDA REALTY
Price Reduced33$394,900
3 bd · 3 ba · 1,369 sqft
12744 Langstaff Dr, Windermere, FL
Veronica Martinez · MY REALTY GROUP, LLC.
Price Reduced49$438,000
4 bd · 3 ba · 1,631 sqft
8386 Iron Mountain Trl, Windermere, FL
Hilda Teran Nava · MY REALTY GROUP, LLC.
Price Reduced40$429,000
4 bd · 3 ba · 1,910 sqft
11429 Brownstone St, Windermere, FL
Jenny Wemert · WEMERT GROUP REALTY LLC
Price Reduced35$324,900
2 bd · 3 ba · 1,232 sqft
14030 Sparkling Cove Ln #603, Windermere, FL
Shane Jordan · COLDWELL BANKER REALTY
Stellar MLSSource: HJN community data
September 2026
Selling at 97.0% of asking price
Buyers here are paying below asking. MLS · 45 sales · as of Sep 30, 2026