Top 10 Most Expensive Streets in Clearwater, FL

The following are the Top 10 most expensive streets in Clearwater. The average price for homes on these streets range from $2,000,000 to $5,000,000.

1. Heilwood Street

Heilwood Street is the 1st most expensive street in Clearwater. It has single-family homes built in 1938, with an average sale price of $5,000,000.

Average Price: $5,000,000
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2. Baymont Street

Baymont Street is the 2nd most expensive street in Clearwater. It has condos built in 2007, ranging in price from $1,950,000 to $9,500,000. It is home to the Sandpearl Residences subdivision.

Average Price: $3,490,714
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3. Midway Island

Midway Island is the 3rd most expensive street in Clearwater. It has single-family homes built from 2001 to 2002, with an average sale price of $2,650,000. It is home to the Island Estates of Clearwater subdivision.

Average Price: $2,650,000
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4. Devon Drive

Devon Drive is the 4th most expensive street in Clearwater. It has single-family homes built from 1949 to 1994, ranging in price from $1,590,000 to $3,230,625.

Average Price: $2,523,542
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5. Harbor Island

Harbor Island is the 5th most expensive street in Clearwater. It has single-family homes built from 1969 to 2015, ranging in price from $1,200,000 to $3,600,000. It is home to the Island Estates of Clearwater subdivision.

Average Price: $2,307,500
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6. Candler Road

Candler Road is the 6th most expensive street in Clearwater. It has single-family homes built from 1987 to 1988, with an average sale price of $2,200,000.

Average Price: $2,200,000
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7. Gulf Blvd. Boulevard

Gulf Blvd. Boulevard is the 7th most expensive street in Clearwater. It has condos built in 1997, with an average sale price of $2,150,000. It is home to the Grande on Sand Key subdivision.

Average Price: $2,150,000
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8. Palm Island

Palm Island is the 8th most expensive street in Clearwater. It has single-family homes built from 1965 to 2017, ranging in price from $1,145,000 to $3,530,000. It is home to the Island Estates of Clearwater subdivision.

Average Price: $2,077,500
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9. Bay Avenue

Bay Avenue is the 9th most expensive street in Clearwater. It has single-family homes built in 1986, with an average sale price of $2,050,000. It is home to the Harbor Oaks subdivision.

Average Price: $2,050,000
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10. Oakmont Dr

Oakmont Dr is the 10th most expensive street in Clearwater. It has single-family homes built in 1994, with an average sale price of $2,000,000.

Average Price: $2,000,000
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