Homes in Isleworth, Windermere, FL
14 for sale · 24 homes listed · Updated November 9, 2026
- 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
- 5524 Worsham Court, Windermere 34786 $3,500,000 · 4 bd · 6 ba · 7,669 sqft
- 9323 Gladys Garden Court, Windermere 34786 $11,900,000 · 6 bd · 10 ba · 9,770 sqft
- 5073 Latrobe Drive, Windermere 34786 $2,800,000 · 4 bd · 6 ba · 4,706 sqft
- 5050 Isleworth Country Club Drive, Windermere 34786 $3,189,000 · 4 bd · 5 ba · 3,365 sqft
- 5373 Isleworth Country Club Drive, Windermere 34786 $7,200,000 · 5 bd · 6 ba · 5,993 sqft
- 5151 Latrobe Drive, Windermere 34786 $3,800,000 · 4 bd · 5 ba · 5,301 sqft
- 5145 Latrobe Drive, Windermere 34786 $2,899,000 · 4 bd · 6 ba · 4,512 sqft
- 9725 Chestnut Ridge Drive, Windermere 34786 $5,975,000 · 7 bd · 7 ba · 8,000 sqft
- 6126 Payne Stewart Drive, Windermere 34786 $3,250,000 · 3 bd · 4 ba · 2,848 sqft
- 9310 Isleworth Gardens Drive, Windermere 34786 $3,595,000 · 3 bd · 5 ba · 4,333 sqft
- 5092 Isleworth Country Club Drive, Windermere 34786 $8,500,000 · 4 bd · 5 ba · 7,100 sqft
- 9648 Mccormick Place, Windermere 34786 Active Under Contract $3,800,000 · 3 bd · 4 ba · 4,751 sqft
- 5379 Isleworth Country Club Drive, Windermere 34786 Active Under Contract $2,900,000 · 4 bd · 4 ba · 3,872 sqft
- 9144 Isleworth Gardens Drive, Windermere 34786 Active Under Contract $4,100,000 · 3 bd · 5 ba · 5,004 sqft
- 4906 Aviva Garden Court, Windermere 34786 Active Under Contract $3,850,000 · 4 bd · 6 ba · 6,605 sqft
- 9731 Chestnut Ridge Drive, Windermere 34786 Off market since Jul 2026 $3,400,000 · 4 bd · 4 ba · 4,877 sqft
- 4812 Alexandra Garden Court, Windermere 34786 Off market since Sep 2026 $3,699,000 · 3 bd · 5 ba · 4,262 sqft
- 5001 Latrobe Drive, Windermere 34786 Off market since Jul 2026 $3,299,999 · 5 bd · 5 ba · 4,417 sqft
- 4819 Alexandra Garden Court, Windermere 34786 Off market since Oct 2026 $3,200,000 · 4 bd · 5 ba · 3,745 sqft
- 9316 Gladys Garden Court, Windermere 34786 Off market since Oct 2026 $6,500,000 · 5 bd · 7 ba · 5,471 sqft
- 5199 Latrobe Drive, Windermere 34786 Off market since Oct 2026 $5,300,000 · 6 bd · 7 ba · 4,665 sqft