5 Bedroom Homes in Windermere, FL
42 for sale · 109 homes listed · Updated November 9, 2026 · Page 1 of 3
- 9349 Tibet Pointe Circle, Windermere 34786 $6,995,000 · 5 bd · 8 ba · 7,529 sqft
- 5074 Isleworth Country Club Drive, Windermere 34786 $7,250,000 · 5 bd · 7 ba · 7,099 sqft
- 5237 Isleworth Country Club Drive, Windermere 34786 $3,600,000 · 5 bd · 5 ba · 5,972 sqft
- 9921 Lake Louise Drive, Windermere 34786 $6,650,000 · 5 bd · 7 ba · 6,970 sqft
- 17526 Black Rail Street, Windermere 34786 $1,500,000 · 5 bd · 4 ba · 3,656 sqft
- 6055 Louise Cove Drive, Windermere 34786 $6,850,000 · 5 bd · 6 ba · 7,158 sqft
- 9609 Westover Club Circle, Windermere 34786 $939,000 · 5 bd · 5 ba · 3,797 sqft
- 4642 River Gem Avenue, Windermere 34786 $798,000 · 5 bd · 5 ba · 3,373 sqft
- 9117 Outlook Rock Trail, Windermere 34786 $1,055,000 · 5 bd · 5 ba · 4,936 sqft
- 1700 Lake Roberts Court, Windermere 34786 $1,299,900 · 5 bd · 4 ba · 3,929 sqft
- 2540 Hempel Cove Court, Windermere 34786 $1,299,000 · 5 bd · 3 ba · 3,356 sqft
- 9904 Brentford Court, Windermere 34786 $2,250,000 · 5 bd · 5 ba · 4,504 sqft
- 5373 Isleworth Country Club Drive, Windermere 34786 $7,200,000 · 5 bd · 6 ba · 5,993 sqft
- 8142 Tibet Butler Drive, Windermere 34786 $2,685,000 · 5 bd · 7 ba · 5,747 sqft
- 6719 Valhalla Way, Windermere 34786 $4,495,000 · 5 bd · 7 ba · 6,159 sqft
- 11113 Lake Butler Boulevard, Windermere 34786 $2,050,000 · 5 bd · 6 ba · 4,094 sqft
- 9061 Ron Den Lane, Windermere 34786 $6,800,000 · 5 bd · 7 ba · 6,300 sqft
- 4415 Blue Major Drive, Windermere 34786 $779,900 · 5 bd · 3 ba · 3,211 sqft
- 7409 Fairgrove Avenue, Windermere 34786 $745,990 · 5 bd · 3 ba · 3,285 sqft
- 800 West 2nd Avenue, Windermere 34786 $5,600,000 · 5 bd · 5 ba · 5,511 sqft
- 101 Lee Street, Windermere 34786 $1,300,000 · 5 bd · 4 ba · 4,186 sqft
- 4226 Downeast Lane, Windermere 34786 $9,250,000 · 5 bd · 3 ba · 5,316 sqft
- 6752 Trellis Vine Loop, Windermere 34786 $930,000 · 5 bd · 4 ba · 3,820 sqft
- 11539 Lake Butler Boulevard, Windermere 34786 $3,000,000 · 5 bd · 5 ba · 5,018 sqft
- 1480 Hempel Avenue, Windermere 34786 $1,648,000 · 5 bd · 5 ba · 4,219 sqft
- 6288 Blakeford Drive, Windermere 34786 $2,350,000 · 5 bd · 7 ba · 5,366 sqft
- 5526 Marleon Drive, Windermere 34786 $2,500,000 · 5 bd · 5 ba · 4,661 sqft
- 6614 Bridgewater Village Road, Windermere 34786 $689,900 · 5 bd · 3 ba · 3,006 sqft
- 6120 Greatwater Drive, Windermere 34786 $3,999,000 · 5 bd · 6 ba · 5,580 sqft
- 9602 Maywood Drive, Windermere 34786 $4,350,000 · 5 bd · 5 ba · 5,305 sqft
- 7231 Sangalla Drive, Windermere 34786 $1,348,000 · 5 bd · 5 ba · 3,835 sqft
- 6518 Sawyer Shores Lane, Windermere 34786 $2,190,000 · 5 bd · 6 ba · 3,582 sqft
- 17538 Black Rail Street, Windermere 34786 $1,189,000 · 5 bd · 5 ba · 4,999 sqft
- 6850 Valhalla Way, Windermere 34786 $2,790,000 · 5 bd · 7 ba · 5,225 sqft
- 5650 Nectarine Drive, Windermere 34786 $1,475,000 · 5 bd · 5 ba · 3,612 sqft
- 6024 Greatwater Drive, Windermere 34786 $3,250,000 · 5 bd · 6 ba · 6,370 sqft
- 11066 Ullswater Lane, Windermere 34786 $3,600,000 · 5 bd · 7 ba · 7,223 sqft
- 5638 Nectarine Drive, Windermere 34786 $1,550,000 · 5 bd · 5 ba · 3,612 sqft
- 11209 Macaw Court, Windermere 34786 $2,695,000 · 5 bd · 7 ba · 6,105 sqft
- 105 Forest Street, Windermere 34786 $2,700,000 · 5 bd · 6 ba · 4,430 sqft
- 11103 Bridge House Road, Windermere 34786 $6,750,000 · 5 bd · 8 ba · 9,403 sqft
- 2925 Butler Bay Drive North, Windermere 34786 $2,200,000 · 5 bd · 5 ba · 3,839 sqft
- 1316 Estancia Woods Loop, Windermere 34786 Pending $2,170,000 · 5 bd · 7 ba · 5,448 sqft
- 9222 Tibet Pointe Circle, Windermere 34786 Pending $2,599,000 · 5 bd · 6 ba · 5,323 sqft
- 412 Forest Street, Windermere 34786 Pending $840,000 · 5 bd · 3 ba · 2,539 sqft
- 6443 Swanson Street, Windermere 34786 Pending $1,230,000 · 5 bd · 4 ba · 3,971 sqft
- 11015 Hawkshead Court, Windermere 34786 Pending $1,450,000 · 5 bd · 5 ba · 3,868 sqft
- 2230 Ridgewind Way, Windermere 34786 Pending $1,149,900 · 5 bd · 4 ba · 3,064 sqft
- 11021 Hawkshead Court, Windermere 34786 Pending $1,100,000 · 5 bd · 4 ba · 3,557 sqft
- 6727 Merrick Landing Boulevard, Windermere 34786 Pending $769,000 · 5 bd · 3 ba · 2,773 sqft