Homes under $1M in Windermere, FL

76 for sale · 303 homes listed · Updated September 27, 2026 · Page 4 of 7

• 12830 cragside lane, Windermere 34786 Active Under Contract $644,900 · 4 bd · 3 ba · 2,683 sqft
• 6208 talaria drive, Windermere 34786 Active Under Contract $750,000 · 5 bd · 4 ba · 3,373 sqft
• 13006 sunkiss loop, Windermere 34786 Active Under Contract $379,900 · 2 bd · 2 ba · 1,155 sqft
• 11434 rapallo lane, Windermere 34786 Active Under Contract $799,500 · 5 bd · 5 ba · 3,036 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
• 12832 westside village loop, Windermere 34786 Active Under Contract $760,000 · 5 bd · 4 ba · 3,705 sqft
• 11348 willow gardens drive, Windermere 34786 Active Under Contract $964,500 · 5 bd · 3 ba · 2,717 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
• 8104 jailene drive, Windermere 34786 Active Under Contract $759,000 · 4 bd · 4 ba · 2,886 sqft
• 13730 lensdale lane, Windermere 34786 Active Under Contract $375,000 · 4 bd · 3 ba · 1,640 sqft
• 9155 outlook rock trail, Windermere 34786 Active Under Contract $795,000 · 5 bd · 5 ba · 3,566 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
• 3629 lake buynak road, Windermere 34786 Off market since Sep 2026 $975,000 · 4 bd · 4 ba · 2,618 sqft
• 8582 powder ridge trail, Windermere 34786 Off market since Jul 2026 $670,000 · 4 bd · 4 ba · 2,297 sqft
• 8724 peachtree park court, Windermere 34786 Off market since Sep 2026 $809,500 · 4 bd · 4 ba · 3,315 sqft
• 6712 thornhill circle, Windermere 34786 Off market since Sep 2026 $680,000 · 5 bd · 4 ba · 2,976 sqft
• 4415 blue major drive, Windermere 34786 Off market since Sep 2026 $779,900 · 5 bd · 3 ba · 3,211 sqft
• 12333 via derna place, Windermere 34786 Off market since Jul 2026 $449,000 · 3 bd · 3 ba · 1,919 sqft
• 13106 orange isle drive, Windermere 34786 Off market since Jul 2026 $870,000 · 5 bd · 5 ba · 3,312 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
• 6752 trellis vine loop, Windermere 34786 Off market since Sep 2026 $930,000 · 5 bd · 4 ba · 3,820 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
• 9669 westover club circle, Windermere 34786 Off market since Jul 2026 $750,000 · 4 bd · 4 ba · 3,435 sqft
• 9150 outlook rock trail, Windermere 34786 Off market since Sep 2026 $915,000 · 4 bd · 3 ba · 2,988 sqft
• 13542 gorgona isle drive, Windermere 34786 Off market since Sep 2026 $850,000 · 4 bd · 3 ba · 2,224 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
• 5413 walsh pond court, Windermere 34786 Off market since Sep 2026 $780,000 · 4 bd · 4 ba · 3,124 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
• 9237 sabal palm circle, Windermere 34786 Off market since Sep 2026 $749,995 · 3 bd · 2 ba · 2,469 sqft
• 14371 crest palm avenue, Windermere 34786 Off market since Sep 2026 $989,990 · 4 bd · 4 ba · 3,153 sqft
• 12405 cruxbury drive, Windermere 34786 Off market since Sep 2026 $399,000 · 2 bd · 3 ba · 1,429 sqft
• 7327 millstone street, Windermere 34786 Off market since Sep 2026 $449,000 · 3 bd · 3 ba · 1,531 sqft
• 4627 blue major drive, Windermere 34786 Off market since Sep 2026 $549,000 · 4 bd · 3 ba · 2,411 sqft
• 910 lascala drive, Windermere 34786 Off market since Sep 2026 $725,000 · 4 bd · 4 ba · 2,742 sqft
• 9011 chapman oak court, Windermere 34786 Off market since Sep 2026 $584,900 · 4 bd · 2 ba · 2,050 sqft