Top 10 Most Expensive Streets in Windermere, FL

Champions Point is the 1st most expensive street in Windermere. It has land with an average sale price of $15,000,000. It is home to the Isleworth subdivision.

Blanche Cove Drive is the 2nd most expensive street in Windermere. It has single-family homes built in 2022, with an average sale price of $13,000,000. It is home to the Isleworth subdivision.

Isleworth Country Club Dr Drive is the 3rd most expensive street in Windermere. It has single-family homes built in 2003, with an average sale price of $7,000,000. It is home to the Isleworth subdivision.

Grosvenor Shore Drive is the 4th most expensive street in Windermere. It has single-family homes and land built from 2010 to 2011, with an average sale price of $6,500,000. It is home to the Keenes Pointe subdivision.

Worsham Court is the 5th most expensive street in Windermere. It has single-family homes built in 2003, with an average sale price of $6,175,000. It is home to the Isleworth subdivision.

Grosvenor Shore Dr is the 6th most expensive street in Windermere. It has single-family homes built in 2009, with an average sale price of $6,000,000. It is home to the Keenes Pointe subdivision.

Rosella Court is the 7th most expensive street in Windermere. It has single-family homes built in 2007, with an average sale price of $5,900,000. It is home to the Keenes Pointe subdivision.

Bayshore Drive is the 8th most expensive street in Windermere. It has single-family homes built in 2024, with an average sale price of $5,100,000. It is home to the Bayshore Estates subdivision.

Deacon Circle is the 9th most expensive street in Windermere. It has single-family homes built from 1989 to 1991, ranging in price from $4,250,000 to $5,150,000. It is home to the Isleworth subdivision.

Louise Cove Drive is the 10th most expensive street in Windermere. It has single-family homes built in 2002, with an average sale price of $4,100,000. It is home to the Isleworth subdivision.