Homes over $1M in Windermere, FL

66 for sale · 267 homes listed · Updated September 27, 2026 · Page 5 of 6

• 9117 outlook rock trail, Windermere 34786 Off market since Sep 2026 $1,055,000 · 5 bd · 5 ba · 4,936 sqft
• 5073 latrobe drive, Windermere 34786 Off market since Sep 2026 $2,800,000 · 4 bd · 6 ba · 4,706 sqft
• 11768 hampstead street, Windermere 34786 Off market since Sep 2026 $1,318,000 · 6 bd · 4 ba · 3,900 sqft
• 9656 weatherstone court, Windermere 34786 Off market since Sep 2026 $2,500,000 · 6 bd · 7 ba · 7,016 sqft
• 6288 blakeford drive, Windermere 34786 Off market since Sep 2026 $2,474,000 · 5 bd · 7 ba · 5,366 sqft
• 9832 laurel valley drive, Windermere 34786 Off market since Sep 2026 $11,750,000 · 6 bd · 10 ba · 11,100 sqft
• 1700 lake roberts court, Windermere 34786 Off market since Sep 2026 $1,350,000 · 5 bd · 4 ba · 3,929 sqft
• 3057 porto lago court, Windermere 34786 Off market since Sep 2026 $13,995,000 · 6 bd · 11 ba · 12,067 sqft
• 11539 lake butler boulevard, Windermere 34786 Off market since Sep 2026 $3,300,000 · 5 bd · 5 ba · 5,018 sqft
• 5741 oxford moor boulevard, Windermere 34786 Off market since Sep 2026 $1,550,000 · 6 bd · 5 ba · 4,525 sqft
• 8463 tibet butler drive, Windermere 34786 Off market since Jul 2026 $1,399,000 · 4 bd · 6 ba · 3,786 sqft
• 9061 ron den lane, Windermere 34786 Off market since Sep 2026 $6,800,000 · 5 bd · 7 ba · 6,300 sqft
• 14422 crest palm avenue, Windermere 34786 Off market since Aug 2026 $1,100,000 · 4 bd · 4 ba · 3,140 sqft
• 4205 clarice estates drive, Windermere 34786 Off market since Sep 2026 $2,450,000 · 4 bd · 5 ba · 4,136 sqft
• 6124 foxfield court, Windermere 34786 Off market since Sep 2026 $1,250,000 · 4 bd · 3 ba · 2,887 sqft
• 9316 gladys garden court, Windermere 34786 Off market since Sep 2026 $6,500,000 · 5 bd · 7 ba · 5,471 sqft
• 1238 lake whitney drive, Windermere 34786 Off market since Sep 2026 $1,900,000 · 4 bd · 6 ba · 5,515 sqft
• 2009 woody drive, Windermere 34786 Off market since Sep 2026 $1,150,000 · 4 bd · 3 ba · 3,540 sqft
• 7231 sangalla drive, Windermere 34786 Off market since Aug 2026 $1,290,000 · 5 bd · 5 ba · 3,835 sqft
• 8342 boyla court, Windermere 34786 Off market since Sep 2026 $6,700,000 · 8 bd · 10 ba · 8,133 sqft
• 1629 hempel avenue, Windermere 34786 Off market since Sep 2026 $2,500,000 · 6 bd · 4 ba · 4,858 sqft
• 6119 grosvenor shore drive, Windermere 34786 Off market since Sep 2026 $15,900,000 · 8 bd · 11 ba · 14,068 sqft
• 6533 cartmel lane, Windermere 34786 Off market since Aug 2026 $1,595,000 · 5 bd · 4 ba · 3,751 sqft
• 12417 montalcino circle, Windermere 34786 Off market since Sep 2026 $1,595,000 · 4 bd · 4 ba · 3,166 sqft
• 13250 bellaria circle, Windermere 34786 Off market since Sep 2026 $2,800,000 · 6 bd · 8 ba · 6,781 sqft
• 800 west 2nd avenue, Windermere 34786 Off market since Sep 2026 $5,999,000 · 5 bd · 5 ba · 5,511 sqft
• 7720 ficquette road, Windermere 34786 Off market since Sep 2026 $3,100,000 · 6 bd · 5 ba · 4,282 sqft
• 12102 montalcino circle, Windermere 34786 Off market since Sep 2026 $3,100,000 · 4 bd · 5 ba · 4,296 sqft
• 6719 valhalla way, Windermere 34786 Off market since Sep 2026 $4,495,000 · 5 bd · 7 ba · 6,159 sqft
• 9904 brentford court, Windermere 34786 Off market since Sep 2026 $2,250,000 · 5 bd · 5 ba · 4,504 sqft
• 9921 lake louise drive, Windermere 34786 Off market since Sep 2026 $6,650,000 · 5 bd · 7 ba · 6,970 sqft
• 12676 salomon cove drive, Windermere 34786 Off market since Sep 2026 $1,300,000 · 6 bd · 4 ba · 3,667 sqft
• 9679 westover roberts road, Windermere 34786 Off market since Sep 2026 $3,400,000 · 6 bd · 7 ba · 5,666 sqft
• 5524 worsham court, Windermere 34786 Off market since Sep 2026 $3,500,000 · 4 bd · 6 ba · 7,669 sqft
• 6055 louise cove drive, Windermere 34786 Off market since Sep 2026 $6,900,000 · 5 bd · 6 ba · 7,158 sqft
• 8241 tibet butler drive, Windermere 34786 Off market since Sep 2026 $1,740,000 · 4 bd · 4 ba · 3,680 sqft
• 14274 crest palm avenue, Windermere 34786 Off market since Sep 2026 $1,499,000 · 7 bd · 5 ba · 4,443 sqft
• 212 west 1st avenue, Windermere 34786 Off market since Sep 2026 $1,600,000 · 4 bd · 2 ba · 2,627 sqft
• 4201 isabella circle, Windermere 34786 Off market since Sep 2026 $3,990,000 · 6 bd · 7 ba · 6,896 sqft
• 1330 lake olivia, Windermere 34786 Off market since Sep 2026 $5,500,000 · 6 bd · 8 ba · 6,442 sqft
• 4282 mckinnon road, Windermere 34786 Off market since Sep 2026 $1,945,000 · 6 bd · 6 ba · 5,869 sqft
• 7467 lake albert drive, Windermere 34786 Off market since Sep 2026 $1,870,000 · 6 bd · 7 ba · 5,140 sqft
• 17526 black rail street, Windermere 34786 Off market since Sep 2026 $1,500,000 · 5 bd · 4 ba · 3,656 sqft
• 11113 lake butler boulevard, Windermere 34786 Off market since Sep 2026 $2,299,000 · 5 bd · 6 ba · 4,094 sqft
• 6102 south hampshire court, Windermere 34786 Off market since Sep 2026 $2,240,000 · 4 bd · 6 ba · 4,812 sqft
• 3986 isabella circle, Windermere 34786 Off market since Sep 2026 $3,599,000 · 5 bd · 7 ba · 5,342 sqft
• 1480 hempel avenue, Windermere 34786 Off market since Sep 2026 $1,755,000 · 5 bd · 5 ba · 4,219 sqft
• 4302 isabella circle, Windermere 34786 Off market since Sep 2026 $3,580,000 · 5 bd · 7 ba · 5,362 sqft
• 12989 westside village loop, Windermere 34786 Off market since Sep 2026 $1,159,000 · 4 bd · 4 ba · 2,665 sqft
• 5526 marleon drive, Windermere 34786 Off market since Sep 2026 $2,500,000 · 5 bd · 5 ba · 4,661 sqft