Top 10 Most Expensive Streets in Lakeside Village, Windermere, FL

The following are the Top 10 most expensive streets in Lakeside Village. The average price for homes on these streets range from $5,500,000 to $15,000,000.

1. Champions Point

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.

Average Price: $15,000,000
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2. Blanche Cove Drive

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.

Average Price: $13,000,000
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3. Isleworth Country Club Dr Drive

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.

Average Price: $7,000,000
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4. Grosvenor Shore Drive

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

Average Price: $6,500,000
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5. Grosvenor Shore Dr

Grosvenor Shore Dr is the 5th most expensive street in Windermere. It has single-family homes built from 2009 to 2013, with an average sale price of $6,000,000. It is home to the Keenes Pointe subdivision.

Average Price: $6,000,000
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6. Green Island Cove

Green Island Cove is the 6th most expensive street in Windermere. It has single-family homes built in 1986, with an average sale price of $5,990,000. It is home to the Isleworth subdivision.

Average Price: $5,990,000
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7. Worsham Court Court

Worsham Court Court is the 7th most expensive street in Windermere. It has single-family homes built in 2008, with an average sale price of $5,719,050. It is home to the Isleworth subdivision.

Average Price: $5,719,050
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8. Rosella Court

Rosella Court is the 8th most expensive street in Windermere. It has single-family homes built from 2007 to 2008, ranging in price from $5,475,000 to $5,900,000. It is home to the Keenes Pointe subdivision.

Average Price: $5,687,500
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9. Kelso Boulevard

Kelso Boulevard is the 9th most expensive street in Windermere. It has single-family homes built from 1977 to 2008, with an average sale price of $5,600,000. It is home to the Kelso on Lake Butler subdivision.

Average Price: $5,600,000
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10. Laurel Valley Drive

Laurel Valley Drive is the 10th most expensive street in Windermere. It has single-family homes built from 1987 to 2004, with an average sale price of $5,500,000. It is home to the Isleworth subdivision.

Average Price: $5,500,000
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