Homes over $1M in Windermere, FL

109 for sale · 200 homes listed · Updated September 27, 2026 · Page 3 of 4

• 8142 tibet butler drive, Windermere 34786 $2,685,000 · 5 bd · 7 ba · 5,747 sqft
• 4243 isabella circle, Windermere 34786 $3,290,000 · 5 bd · 7 ba · 5,502 sqft
• 14360 crest palm avenue, Windermere 34786 $1,270,000 · 6 bd · 5 ba · 4,585 sqft
• 5036 latrobe drive, Windermere 34786 $18,750,000 · 6 bd · 9 ba · 15,337 sqft
• 5192 vardon drive, Windermere 34786 $19,500,000 · 6 bd · 10 ba · 13,494 sqft
• 11021 hawkshead court, Windermere 34786 $1,100,000 · 5 bd · 4 ba · 3,557 sqft
• 9343 tibet pointe circle, Windermere 34786 $7,450,000 · 7 bd · 10 ba · 8,362 sqft
• 13101 bellaria circle, Windermere 34786 $2,995,000 · 6 bd · 9 ba · 7,321 sqft
• 5186 vardon drive, Windermere 34786 $4,395,000 · 6 bd · 6 ba · 4,739 sqft
• 1316 estancia woods loop, Windermere 34786 Pending $2,170,000 · 5 bd · 7 ba · 5,448 sqft
• 6110 keenes pointe drive, Windermere 34786 Pending $1,775,000 · 4 bd · 4 ba · 3,196 sqft
• 6550 cartmel lane, Windermere 34786 Pending $2,190,000 · 4 bd · 5 ba · 4,257 sqft
• 9222 tibet pointe circle, Windermere 34786 Pending $2,599,000 · 5 bd · 6 ba · 5,323 sqft
• 5624 west lake butler road, Windermere 34786 Pending $2,195,000 · 4 bd · 4 ba · 3,736 sqft
• 13431 bellaria circle, Windermere 34786 Pending $3,250,000 · 4 bd · 5 ba · 5,616 sqft
• 8344 bowden way, Windermere 34786 Pending $1,090,000 · 4 bd · 4 ba · 3,646 sqft
• 14213 crest palm avenue, Windermere 34786 Pending $1,305,990 · 6 bd · 5 ba · 4,564 sqft
• 6443 swanson street, Windermere 34786 Pending $1,230,000 · 5 bd · 4 ba · 3,971 sqft
• 2113 water key drive, Windermere 34786 Pending $1,599,000 · 4 bd · 4 ba · 4,206 sqft
• 4224 clarice estates drive, Windermere 34786 Active Under Contract $2,195,000 · 5 bd · 4 ba · 4,793 sqft
• 11333 camden park drive, Windermere 34786 Active Under Contract $1,151,000 · 5 bd · 5 ba · 3,449 sqft
• 2 chase road, Windermere 34786 Active Under Contract $2,200,000 · 4 bd · 5 ba · 3,889 sqft
• 9648 mccormick place, Windermere 34786 Active Under Contract $3,800,000 · 3 bd · 4 ba · 4,751 sqft
• 10577 down lakeview circle, Windermere 34786 Active Under Contract $3,350,000 · 4 bd · 4 ba · 5,273 sqft
• 5538 west lake butler road, Windermere 34786 Active Under Contract $3,195,000 · 6 bd · 6 ba · 6,000 sqft
• 3013 seigneury drive, Windermere 34786 Active Under Contract $1,750,000 · 4 bd · 5 ba · 5,130 sqft
• 12540 park avenue, Windermere 34786 Active Under Contract $4,500,000 · 5 bd · 6 ba · 7,740 sqft
• 13525 gorgona isle drive, Windermere 34786 Active Under Contract $1,085,000 · 6 bd · 5 ba · 4,625 sqft
• 1009 down reserve court, Windermere 34786 Active Under Contract $3,950,000 · 5 bd · 8 ba · 7,940 sqft
• 12640 salomon cove drive, Windermere 34786 Active Under Contract $1,290,000 · 5 bd · 4 ba · 3,694 sqft
• 11536 claymont circle, Windermere 34786 Active Under Contract $1,175,000 · 4 bd · 3 ba · 2,882 sqft
• 8351 bowden way, Windermere 34786 Active Under Contract $1,099,000 · 4 bd · 3 ba · 2,599 sqft
• 13304 bellaria circle, Windermere 34786 Active Under Contract $2,798,000 · 6 bd · 6 ba · 4,920 sqft
• 11537 claymont circle, Windermere 34786 Active Under Contract $1,400,000 · 5 bd · 4 ba · 3,164 sqft
• 109 east 12th avenue, Windermere 34786 Active Under Contract $1,180,000 · 4 bd · 4 ba · 2,791 sqft
• 2068 roberts point drive, Windermere 34786 Active Under Contract $2,150,000 · 5 bd · 4 ba · 4,876 sqft
• 4474 begonia court, Windermere 34786 Active Under Contract $1,070,000 · 5 bd · 5 ba · 4,380 sqft
• 5421 tildens grove boulevard, Windermere 34786 Active Under Contract $1,999,900 · 6 bd · 5 ba · 5,922 sqft
• 11753 vinci drive, Windermere 34786 Active Under Contract $2,150,000 · 4 bd · 5 ba · 4,037 sqft
• 5061 sawyer cove way, Windermere 34786 Active Under Contract $2,590,000 · 5 bd · 5 ba · 3,888 sqft
• 1136 lake whitney drive, Windermere 34786 Active Under Contract $2,225,000 · 4 bd · 6 ba · 5,722 sqft
• 5067 sawyer cove way, Windermere 34786 Active Under Contract $2,100,000 · 5 bd · 4 ba · 3,567 sqft
• 1118 estancia woods loop, Windermere 34786 Active Under Contract $1,985,000 · 5 bd · 5 ba · 4,228 sqft
• 8394 lookout pointe drive, Windermere 34786 Active Under Contract $1,150,000 · 5 bd · 4 ba · 3,971 sqft
• 11832 waterstone loop drive, Windermere 34786 Active Under Contract $1,575,000 · 4 bd · 5 ba · 3,396 sqft
• 1408 lake whitney drive, Windermere 34786 Active Under Contract $2,650,000 · 5 bd · 6 ba · 5,433 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
• 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