Homes under $500K in Windermere, FL
37 homes for sale · Updated August 12, 2026
- 12930 vennetta way, Windermere 34786 $385,000 · 3 bd · 3 ba · 1,644 sqft
- 13366 abuela alley, Windermere 34786 $410,000 · 3 bd · 3 ba · 1,589 sqft
- 12305 via derna place, Windermere 34786 $450,000 · 3 bd · 3 ba · 1,891 sqft
- 13712 summerport village parkway, Windermere 34786 $444,900 · 3 bd · 3 ba · 1,997 sqft
- 8272 bryce canyon avenue, Windermere 34786 $479,000 · 3 bd · 3 ba · 1,888 sqft
- 13755 bravante alley, Windermere 34786 $465,000 · 3 bd · 3 ba · 2,091 sqft
- 12353 via derna place, Windermere 34786 $460,000 · 3 bd · 3 ba · 1,974 sqft
- 7327 millstone street, Windermere 34786 $459,000 · 3 bd · 3 ba · 1,531 sqft
- 12966 vennetta way, Windermere 34786 $370,000 · 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 $430,000 · 3 bd · 3 ba · 1,577 sqft
- 8180 boat hook loop 109, Windermere 34786 $299,500 · 2 bd · 2 ba · 1,161 sqft
- 14442 desert haven street 4305, Windermere 34786 $359,900 · 3 bd · 3 ba · 1,534 sqft
- 6390 southbridge street, Windermere 34786 $389,000 · 4 bd · 3 ba · 1,632 sqft
- 11861 vermillion avenue, Windermere 34786 $475,000 · 3 bd · 3 ba · 1,600 sqft
- 7435 ripplepointe way, Windermere 34786 $424,000 · 3 bd · 3 ba · 1,700 sqft
- 8266 bryce canyon avenue, Windermere 34786 $479,500 · 3 bd · 3 ba · 1,825 sqft
- 12357 via derna place, Windermere 34786 $430,000 · 3 bd · 3 ba · 1,919 sqft
- 12988 borland street, Windermere 34786 $435,000 · 3 bd · 3 ba · 1,460 sqft
- 8218 mystic view way 2801, Windermere 34786 $409,975 · 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
- 13845 bridgewater crossings boulevard, Windermere 34786 $449,900 · 3 bd · 3 ba · 1,636 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 $460,000 · 4 bd · 3 ba · 1,910 sqft
- 5579 somersby road, Windermere 34786 $395,000 · 3 bd · 3 ba · 1,579 sqft
- 7712 fordson lane, Windermere 34786 $365,000 · 3 bd · 3 ba · 1,644 sqft
- 7612 fairgrove avenue, Windermere 34786 $440,000 · 3 bd · 3 ba
- 8386 iron mountain trail, Windermere 34786 $485,000 · 3 bd · 3 ba · 1,631 sqft
- 8001 enchantment drive 1001, Windermere 34786 $399,900 · 4 bd · 4 ba · 1,792 sqft
- 12914 vennetta way, Windermere 34786 $382,000 · 3 bd · 3 ba · 1,644 sqft
- 12744 langstaff drive, Windermere 34786 $420,000 · 3 bd · 3 ba · 1,369 sqft
- 7752 rigby street, Windermere 34786 $425,000 · 3 bd · 3 ba · 1,335 sqft
- 7668 fairgrove avenue, Windermere 34786 $495,000 · 4 bd · 3 ba · 1,866 sqft