Single Family Homes in Windermere, FL

179 for sale · 350 homes listed · Updated September 27, 2026 · Page 6 of 7

• 8394 lookout pointe drive, Windermere 34786 Active Under Contract $1,150,000 · 5 bd · 4 ba · 3,971 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
• 11832 waterstone loop drive, Windermere 34786 Active Under Contract $1,575,000 · 4 bd · 5 ba · 3,396 sqft
• 6363 sedona leaf court, Windermere 34786 Active Under Contract $699,900 · 4 bd · 3 ba · 2,665 sqft
• 7211 still pond lane, Windermere 34786 Active Under Contract $755,000 · 4 bd · 4 ba · 3,161 sqft
• 1408 lake whitney drive, Windermere 34786 Active Under Contract $2,650,000 · 5 bd · 6 ba · 5,433 sqft
• 5032 beach river road, Windermere 34786 Active Under Contract $569,000 · 4 bd · 3 ba · 2,306 sqft
• 11027 hawkshead court, Windermere 34786 Active Under Contract $1,549,000 · 5 bd · 4 ba · 3,486 sqft
• 8316 lookout pointe drive, Windermere 34786 Active Under Contract $1,075,000 · 5 bd · 4 ba · 4,332 sqft
• 12580 cragside lane, Windermere 34786 Active Under Contract $624,000 · 4 bd · 3 ba · 2,776 sqft
• 11217 willow gardens drive, Windermere 34786 Active Under Contract $1,075,000 · 4 bd · 3 ba · 2,824 sqft
• 6417 lake burden view drive, Windermere 34786 Active Under Contract $2,960,000 · 5 bd · 6 ba · 5,935 sqft
• 8146 jailene drive, Windermere 34786 Active Under Contract $574,900 · 3 bd · 2 ba · 2,099 sqft
• 20 oakdale street, Windermere 34786 Active Under Contract $1,499,000 · 3 bd · 3 ba · 2,188 sqft
• 11249 rapallo lane, Windermere 34786 Active Under Contract $750,000 · 5 bd · 3 ba · 2,366 sqft
• 2617 butler bay drive north, Windermere 34786 Active Under Contract $1,649,000 · 4 bd · 4 ba · 3,086 sqft
• 13845 bridgewater crossings boulevard, Windermere 34786 Active Under Contract $449,900 · 3 bd · 3 ba · 1,636 sqft
• 6241 blakeford drive, Windermere 34786 Active Under Contract $1,795,000 · 4 bd · 4 ba · 3,556 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
• 725 oakdale street, Windermere 34786 Active Under Contract $1,049,000 · 3 bd · 3 ba · 2,795 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
• 8254 procida isle lane, Windermere 34786 Active Under Contract $1,050,000 · 5 bd · 4 ba · 3,267 sqft
• 12085 sandy shores drive, Windermere 34786 Active Under Contract $1,225,000 · 5 bd · 3 ba · 2,831 sqft
• 724 west 2nd avenue, Windermere 34786 Active Under Contract $7,500,000 · 6 bd · 8 ba · 6,874 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
• 6208 talaria drive, Windermere 34786 Active Under Contract $750,000 · 5 bd · 4 ba · 3,373 sqft
• 11434 rapallo lane, Windermere 34786 Active Under Contract $799,500 · 5 bd · 5 ba · 3,036 sqft
• 5746 oxford moor boulevard, Windermere 34786 Active Under Contract $1,289,000 · 4 bd · 3 ba · 3,793 sqft
• 11854 via lucerna circle, Windermere 34786 Active Under Contract $625,000 · 4 bd · 4 ba · 2,837 sqft
• 12237 park avenue, Windermere 34786 Active Under Contract $4,500,000 · 4 bd · 5 ba · 5,899 sqft
• 2031 willow lauren lane l, Windermere 34786 Active Under Contract $1,179,000 · 5 bd · 5 ba · 3,664 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
• 930 east boulevard, Windermere 34786 Active Under Contract $1,895,000 · 4 bd · 5 ba · 2,868 sqft
• 8104 jailene drive, Windermere 34786 Active Under Contract $759,000 · 4 bd · 4 ba · 2,886 sqft
• 5379 isleworth country club drive, Windermere 34786 Active Under Contract $2,900,000 · 4 bd · 4 ba · 3,872 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
• 11900 lake butler boulevard, Windermere 34786 Off market since Aug 2026 $17,250,000 · 7 bd · 9 ba · 10,649 sqft
• 13124 filly court, Windermere 34786 Off market since Aug 2026 $1,575,000 · 5 bd · 3 ba · 3,300 sqft
• 9343 tibet pointe circle, Windermere 34786 Off market since Sep 2026 $7,695,000 · 7 bd · 10 ba · 8,362 sqft
• 8582 powder ridge trail, Windermere 34786 Off market since Jul 2026 $670,000 · 4 bd · 4 ba · 2,297 sqft
• 9731 chestnut ridge drive, Windermere 34786 Off market since Jul 2026 $3,400,000 · 4 bd · 4 ba · 4,877 sqft