Top 10 Most Expensive Streets in Windermere

The following are the Top 10 most expensive streets in Windermere. The average price for homes on these streets range from $4,612,500 to $7,000,000.

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1. Isleworth Country Club Dr Drive

Isleworth Country Club Dr Drive is the 1st 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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2. Fairway Oaks Drive

Fairway Oaks Drive is the 2nd most expensive street in Windermere. It has single-family homes built from 1990 to 2015, ranging in price from $3,350,000 to $10,600,000. It is home to the Isleworth subdivision.

Average Price: $6,975,000
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3. Grosvenor Shore Dr

Grosvenor Shore Dr is the 3rd 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.

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

Green Island Cove is the 4th 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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5. Laurel Valley Drive

Laurel Valley Drive is the 5th most expensive street in Windermere. It has single-family homes built from 1987 to 2004, ranging in price from $5,500,000 to $6,400,000. It is home to the Isleworth subdivision.

Average Price: $5,950,000
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6. Worsham Court Court

Worsham Court Court is the 6th 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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7. Rosella Court

Rosella Court is the 7th 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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8. Waterstone Loop Drive

Waterstone Loop Drive is the 8th most expensive street in Windermere. It has single-family homes built from 2012 to 2016, ranging in price from $1,285,000 to $15,300,000. It is home to the Waterstone subdivision.

Average Price: $5,253,250
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9. Deacon Circle

Deacon Circle is the 9th most expensive street in Windermere. It has single-family homes built from 1990 to 1991, with an average sale price of $5,150,000. It is home to the Isleworth subdivision.

Average Price: $5,150,000
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10. Latrobe Drive

Latrobe Drive is the 10th most expensive street in Windermere. It has single-family homes built from 1989 to 2020, ranging in price from $1,925,000 to $7,300,000. It is home to the Isleworth subdivision.

Average Price: $4,612,500
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