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. Harbor Island

Harbor Island is the 2nd most expensive street in Clearwater. It has single-family homes built from 1969 to 2015, ranging in price from $1,200,000 to $7,250,000. It is home to the Island Estates of Clearwater subdivision.

Average Price: $3,215,833.33
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3. Devon Drive

Devon Drive is the 3rd most expensive street in Clearwater. It has single-family homes built from 1958 to 1994, ranging in price from $2,750,000 to $3,230,625.

Average Price: $2,990,312.50
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4. Midway Island

Midway Island is the 4th 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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5. Kent Place

Kent Place is the 5th most expensive street in Clearwater. It has single-family homes built from 2021 to 2022, with an average sale price of $2,495,000. It is home to the Pinellas Groves subdivision.

Average Price: $2,495,000
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6. Baymont Street

Baymont Street is the 6th most expensive street in Clearwater. It has condos built in 2007, ranging in price from $1,950,000 to $4,400,000. It is home to the Sandpearl Residences subdivision.

Average Price: $2,489,166.67
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7. Mackenzie Court

Mackenzie Court is the 7th most expensive street in Clearwater. It has single-family homes built from 2003 to 2007, ranging in price from $1,950,000 to $2,950,000.

Average Price: $2,450,000
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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: $2,151,666.67
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9. Steven Street

Steven Street is the 9th most expensive street in Clearwater. It has single-family homes built in 2008, with an average sale price of $2,050,000. It is home to the Renaissance 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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