Homes under $500K in Windermere, FL
44 for sale · 80 homes listed · Updated September 25, 2026 · Page 1 of 2
- 12930 vennetta way, Windermere 34786 $370,000 · 3 bd · 3 ba · 1,644 sqft
- 13712 summerport village parkway, Windermere 34786 $444,900 · 3 bd · 3 ba · 1,997 sqft
- 13755 bravante alley, Windermere 34786 $455,000 · 3 bd · 3 ba · 2,091 sqft
- 12353 via derna place, Windermere 34786 $460,000 · 3 bd · 3 ba · 1,974 sqft
- 12405 cruxbury drive, Windermere 34786 $399,000 · 2 bd · 3 ba · 1,429 sqft
- 7327 millstone street, Windermere 34786 $449,000 · 3 bd · 3 ba · 1,531 sqft
- 12966 vennetta way, Windermere 34786 $349,000 · 3 bd · 3 ba · 1,644 sqft
- 7612 fairgrove avenue, Windermere 34786 $440,000 · 3 bd · 3 ba · 1,742 sqft
- 8866 herencia alley, Windermere 34786 $415,000 · 3 bd · 3 ba · 1,577 sqft
- 14442 desert haven street 4305, Windermere 34786 $359,900 · 3 bd · 3 ba · 1,534 sqft
- 7867 berkshire oak alley, Windermere 34786 $499,990 · 4 bd · 3 ba · 2,221 sqft
- 11861 vermillion avenue, Windermere 34786 $475,000 · 3 bd · 3 ba · 1,600 sqft
- 8266 bryce canyon avenue, Windermere 34786 $470,000 · 3 bd · 3 ba · 1,825 sqft
- 12357 via derna place, Windermere 34786 $430,000 · 3 bd · 3 ba · 1,919 sqft
- 8218 mystic view way 2801, Windermere 34786 $399,999 · 3 bd · 3 ba · 1,840 sqft
- 7723 fairgrove avenue, Windermere 34786 $380,000 · 3 bd · 3 ba · 1,680 sqft
- 8180 boat hook loop 102, Windermere 34786 $295,000 · 2 bd · 2 ba · 1,161 sqft
- 8168 boat hook loop 724, Windermere 34786 $325,000 · 3 bd · 2 ba · 1,455 sqft
- 11446 jasper kay terrace 103, Windermere 34786 $330,000 · 3 bd · 2 ba · 1,442 sqft
- 7060 ventnor drive, Windermere 34786 $444,900 · 3 bd · 3 ba · 1,642 sqft
- 14030 sparkling cove lane 603, Windermere 34786 $330,000 · 2 bd · 3 ba · 1,232 sqft
- 11429 brownstone street, Windermere 34786 $439,000 · 4 bd · 3 ba · 1,910 sqft
- 5579 somersby road, Windermere 34786 $375,000 · 3 bd · 3 ba · 1,579 sqft
- 7712 fordson lane, Windermere 34786 $350,000 · 3 bd · 3 ba · 1,644 sqft
- 8386 iron mountain trail, Windermere 34786 $460,000 · 4 bd · 3 ba · 1,631 sqft
- 8001 enchantment drive 1001, Windermere 34786 $395,000 · 4 bd · 4 ba · 1,792 sqft
- 12914 vennetta way, Windermere 34786 $379,900 · 3 bd · 3 ba · 1,644 sqft
- 12744 langstaff drive, Windermere 34786 $404,990 · 3 bd · 3 ba · 1,369 sqft
- 7752 rigby street, Windermere 34786 $415,000 · 3 bd · 3 ba · 1,335 sqft
- 7668 fairgrove avenue, Windermere 34786 $485,000 · 4 bd · 3 ba · 1,866 sqft
- 8860 herencia alley, Windermere 34786 $409,900 · 3 bd · 3 ba · 1,547 sqft
- 11425 brownstone street, Windermere 34786 $420,000 · 3 bd · 3 ba · 1,881 sqft
- 7430 bentonshire avenue, Windermere 34786 $354,900 · 2 bd · 3 ba · 1,412 sqft
- 11734 water run alley, Windermere 34786 $445,000 · 3 bd · 3 ba · 1,727 sqft
- 8641 brookvale drive, Windermere 34786 $410,000 · 3 bd · 3 ba · 1,526 sqft
- 8168 boat hook loop 303, Windermere 34786 $320,000 · 3 bd · 2 ba · 1,442 sqft
- 13048 garridan avenue, Windermere 34786 $445,000 · 3 bd · 3 ba · 1,748 sqft
- 9764 gotha road, Windermere 34786 $450,000 · 2 bd · 1 ba · 1,216 sqft
- 12417 cruxbury drive, Windermere 34786 $360,000 · 2 bd · 3 ba · 1,311 sqft
- 8156 boat hook loop 623, Windermere 34786 $327,000 · 3 bd · 2 ba · 1,455 sqft
- 12333 via derna place, Windermere 34786 $449,000 · 3 bd · 3 ba · 1,919 sqft
- 8608 brookvale drive, Windermere 34786 $379,900 · 3 bd · 3 ba · 1,480 sqft
- 13535 bramham lane, Windermere 34786 $489,900 · 3 bd · 2 ba · 1,820 sqft
- 12934 vennetta way, Windermere 34786 $369,000 · 3 bd · 3 ba · 1,680 sqft
- 8905 newmarket drive, Windermere 34786 Pending $359,900 · 2 bd · 3 ba · 1,429 sqft
- 7330 brightland street, Windermere 34786 Pending $449,000 · 3 bd · 3 ba · 1,881 sqft
- 11951 vermillion avenue, Windermere 34786 Pending $459,000 · 3 bd · 3 ba · 1,539 sqft
- 11434 jasper kay terrace 106, Windermere 34786 Pending $320,000 · 3 bd · 2 ba · 1,455 sqft
- 13743 calera alley, Windermere 34786 Pending $439,500 · 3 bd · 3 ba · 1,997 sqft
- 11564 mizzon drive 923, Windermere 34786 Pending $325,000 · 3 bd · 2 ba · 1,442 sqft