Isleworth Homes for Sale

56 Days on Market

House for Sale

$12,750,000

6 bd · 10 ba · 11,100 sqft

9832 LAUREL VALLEY DRIVE, WINDERMERE, FL 34786

153 Days on Market

House for Sale

$11,900,000

6 bd · 10 ba · 9,770 sqft

9323 GLADYS GARDEN COURT, WINDERMERE, FL 34786

186 Days on Market

House for Sale

$7,250,000

5 bd · 7 ba · 7,099 sqft

5074 ISLEWORTH COUNTRY CLUB DRIVE, WINDERMERE, FL 34786

Newly Listed

House for Sale

$6,650,000

5 bd · 7 ba · 6,970 sqft

9921 LAKE LOUISE DRIVE, WINDERMERE, FL 34786

24 Days on Market

House for Sale

$6,500,000

5 bd · 7 ba · 5,471 sqft

9316 GLADYS GARDEN CT, WINDERMERE, FL 34786

178 Days on Market

House for Sale

$6,000,000

7 bd · 7 ba · 8,000 sqft

9725 CHESTNUT RIDGE DRIVE, WINDERMERE, FL 34786

10 Days on Market

House for Sale

$5,500,000

4 bd · 5 ba · 4,330 sqft

5138 FAIRWAY OAKS DR, WINDERMERE, FL 34786

57 Days on Market

House for Sale

$5,300,000

6 bd · 7 ba · 4,665 sqft

5199 LATROBE DR, WINDERMERE, FL 34786

104 Days on Market

House for Sale

$4,300,000

3 bd · 5 ba · 5,004 sqft

9144 ISLEWORTH GARDENS DRIVE, WINDERMERE, FL 34786

46 Days on Market

House for Sale

$3,900,000

4 bd · 5 ba · 5,301 sqft

5151 LATROBE DR, WINDERMERE, FL 34786

321 Days on Market

House for Sale

$3,699,000

3 bd · 5 ba · 4,262 sqft

4812 ALEXANDRA GARDEN COURT, WINDERMERE, FL 34786

Newly Listed

House for Sale

$3,500,000

4 bd · 6 ba · 7,669 sqft

5524 WORSHAM COURT, WINDERMERE, FL 34786

320 Days on Market

House for Sale

$3,200,000

4 bd · 5 ba · 3,745 sqft

4819 ALEXANDRA GARDEN COURT, WINDERMERE, FL 34786

166 Days on Market

House for Sale

$2,999,999

4 bd · 5 ba · 4,512 sqft

5145 LATROBE DRIVE, WINDERMERE, FL 34786

Newly Listed

House for Sale

$2,999,000

4 bd · 6 ba · 4,706 sqft

5073 LATROBE DR, WINDERMERE, FL 34786

Talk to a local agent

Looking at Isleworth Homes?

Tell us what you're after — we'll send matching homes, off-market options and recent sales, and set up private showings.

Matthew Gromadzki

Real Estate Broker

(786) 370-8570

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Live MLS inventory in Isleworth, Windermere, updated continuously. Florida Lux Real Estate currently tracks 15 active listings here. MLS inventory updated October 11, 2026.