Homes under $750K in Windermere, FL

61 for sale · 240 homes listed · Updated September 27, 2026 · Page 3 of 5

• 4718 blue major drive, Windermere 34786 Active Under Contract $500,000 · 3 bd · 2 ba · 1,911 sqft
• 7435 ripplepointe way, Windermere 34786 Active Under Contract $424,000 · 3 bd · 3 ba · 1,700 sqft
• 8821 danforth drive, Windermere 34786 Active Under Contract $353,500 · 2 bd · 3 ba · 1,480 sqft
• 6601 duncaster street, Windermere 34786 Active Under Contract $609,900 · 4 bd · 3 ba · 3,001 sqft
• 7906 jailene drive, Windermere 34786 Active Under Contract $699,000 · 5 bd · 3 ba · 2,618 sqft
• 6363 sedona leaf court, Windermere 34786 Active Under Contract $699,900 · 4 bd · 3 ba · 2,665 sqft
• 11472 center lake drive, Windermere 34786 Active Under Contract $429,000 · 4 bd · 3 ba · 1,898 sqft
• 14506 bridgewater crossings boulevard, Windermere 34786 Active Under Contract $405,000 · 4 bd · 3 ba · 1,628 sqft
• 5032 beach river road, Windermere 34786 Active Under Contract $569,000 · 4 bd · 3 ba · 2,306 sqft
• 12580 cragside lane, Windermere 34786 Active Under Contract $624,000 · 4 bd · 3 ba · 2,776 sqft
• 8146 jailene drive, Windermere 34786 Active Under Contract $574,900 · 3 bd · 2 ba · 2,099 sqft
• 13845 bridgewater crossings boulevard, Windermere 34786 Active Under Contract $449,900 · 3 bd · 3 ba · 1,636 sqft
• 13328 overstreet road, Windermere 34786 Active Under Contract $629,900 · 4 bd · 3 ba · 2,648 sqft
• 11468 misty oak alley, Windermere 34786 Active Under Contract $558,900 · 3 bd · 3 ba · 2,014 sqft
• 14250 sonco, Windermere 34786 Active Under Contract $360,000 · 2 bd · 2 ba · 1,155 sqft
• 13736 summerport village parkway, Windermere 34786 Active Under Contract $440,000 · 3 bd · 3 ba · 1,976 sqft
• 13449 carroway street, Windermere 34786 Active Under Contract $409,900 · 3 bd · 3 ba · 1,387 sqft
• 12789 bosworth avenue, Windermere 34786 Active Under Contract $570,000 · 3 bd · 2 ba · 1,710 sqft
• 9017 woodbreeze boulevard, Windermere 34786 Active Under Contract $464,000 · 3 bd · 2 ba · 1,723 sqft
• 13403 riggs way, Windermere 34786 Active Under Contract $599,000 · 3 bd · 2 ba · 1,706 sqft
• 11773 bella milano court, Windermere 34786 Active Under Contract $629,900 · 5 bd · 4 ba · 2,626 sqft
• 1452 dingens avenue, Windermere 34786 Active Under Contract $699,000 · 4 bd · 2 ba · 2,433 sqft
• 12830 cragside lane, Windermere 34786 Active Under Contract $644,900 · 4 bd · 3 ba · 2,683 sqft
• 13006 sunkiss loop, Windermere 34786 Active Under Contract $379,900 · 2 bd · 2 ba · 1,155 sqft
• 14125 oasis cove boulevard 206, Windermere 34786 Active Under Contract $399,900 · 3 bd · 3 ba · 1,647 sqft
• 12303 langstaff drive, Windermere 34786 Active Under Contract $400,000 · 3 bd · 3 ba · 1,545 sqft
• 11854 via lucerna circle, Windermere 34786 Active Under Contract $625,000 · 4 bd · 4 ba · 2,837 sqft
• 5125 sun palm drive, Windermere 34786 Active Under Contract $560,000 · 3 bd · 2 ba · 1,723 sqft
• 9021 via di canti, Windermere 34786 Active Under Contract $550,000 · 5 bd · 4 ba · 2,268 sqft
• 14077 ancilla boulevard, Windermere 34786 Active Under Contract $399,000 · 3 bd · 3 ba · 1,651 sqft
• 13730 lensdale lane, Windermere 34786 Active Under Contract $375,000 · 4 bd · 3 ba · 1,640 sqft
• 5426 kumquat loop, Windermere 34786 Active Under Contract $400,000 · 2 bd · 2 ba · 1,155 sqft
• 11410 rapallo lane, Windermere 34786 Off market since Sep 2026 $745,000 · 6 bd · 6 ba · 3,336 sqft
• 12930 vennetta way, Windermere 34786 Off market since Sep 2026 $350,000 · 3 bd · 3 ba · 1,644 sqft
• 8582 powder ridge trail, Windermere 34786 Off market since Jul 2026 $670,000 · 4 bd · 4 ba · 2,297 sqft
• 6712 thornhill circle, Windermere 34786 Off market since Sep 2026 $680,000 · 5 bd · 4 ba · 2,976 sqft
• 12333 via derna place, Windermere 34786 Off market since Jul 2026 $449,000 · 3 bd · 3 ba · 1,919 sqft
• 13519 bicton lane, Windermere 34786 Off market since Sep 2026 $689,000 · 4 bd · 4 ba · 2,594 sqft
• 13339 roskin lane, Windermere 34786 Off market since Sep 2026 $679,999 · 4 bd · 3 ba · 2,947 sqft
• 6442 golden dewdrop trail, Windermere 34786 Off market since Jul 2026 $575,000 · 3 bd · 3 ba · 2,139 sqft
• 13232 longacre drive, Windermere 34786 Off market since Sep 2026 $639,000 · 5 bd · 3 ba · 2,511 sqft
• 12305 via derna place, Windermere 34786 Off market since Sep 2026 $450,000 · 3 bd · 3 ba · 1,891 sqft
• 13712 summerport village parkway, Windermere 34786 Off market since Sep 2026 $444,900 · 3 bd · 3 ba · 1,997 sqft
• 9319 woodbreeze boulevard, Windermere 34786 Off market since Sep 2026 $554,555 · 4 bd · 2 ba · 1,798 sqft
• 13013 overstreet road, Windermere 34786 Off market since Sep 2026 $624,994 · 4 bd · 3 ba · 2,053 sqft
• 13755 bravante alley, Windermere 34786 Off market since Sep 2026 $455,000 · 3 bd · 3 ba · 2,091 sqft
• 13622 darchance road, Windermere 34786 Off market since Sep 2026 $629,900 · 3 bd · 2 ba · 2,147 sqft
• 12353 via derna place, Windermere 34786 Off market since Sep 2026 $460,000 · 3 bd · 3 ba · 1,974 sqft
• 14217 bridgewater crossings boulevard, Windermere 34786 Off market since Aug 2026 $600,000 · 4 bd · 3 ba · 2,419 sqft
• 4309 saltmarsh sparrow drive, Windermere 34786 Off market since Sep 2026 $725,000 · 5 bd · 5 ba · 3,697 sqft