Top 10 Most Expensive Streets in Osprey, FL

The following are the Top 10 most expensive streets in Osprey. The average price for homes on these streets range from $2,125,000 to $4,350,000.

1. Casey Key Road

Casey Key Road is the 1st most expensive street in Osprey. It has land and single-family homes built from 1916 to 1992, with an average sale price of $4,350,000.

Average Price: $4,350,000
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2. Titian Drive

Titian Drive is the 2nd most expensive street in Osprey. It has single-family homes built in 1994, with an average sale price of $3,510,000.

Average Price: $3,510,000
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3. Bunker Hill

Bunker Hill is the 3rd most expensive street in Osprey. It has single-family homes built in 1999, with an average sale price of $2,900,000.

Average Price: $2,900,000
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4. Island Way

Island Way is the 4th most expensive street in Osprey. It has single-family homes built from 1981 to 1988, ranging in price from $1,100,000 to $3,950,000.

Average Price: $2,525,000
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5. Marys Chapel Court

Marys Chapel Court is the 5th most expensive street in Osprey. It has single-family homes built in 1995, with an average sale price of $2,500,000.

Average Price: $2,500,000
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6. Puesta Del Sol

Puesta Del Sol is the 6th most expensive street in Osprey. It has single-family homes built in 2003, with an average sale price of $2,300,000.

Average Price: $2,300,000
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7. Osprey Point Drive

Osprey Point Drive is the 7th most expensive street in Osprey. It has single-family homes and land built from 1998 to 2022, ranging in price from $800,000 to $2,900,000.

Average Price: $2,204,167
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8. Bay Street

Bay Street is the 8th most expensive street in Osprey. It has single-family homes built in 1953, with an average sale price of $2,200,000.

Average Price: $2,200,000
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9. Sugar Mill Drive

Sugar Mill Drive is the 9th most expensive street in Osprey. It has single-family homes built from 1989 to 2024, ranging in price from $1,158,000 to $3,000,000.

Average Price: $2,166,600
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10. Walls Way

Walls Way is the 10th most expensive street in Osprey. It has single-family homes built from 1990 to 2014, ranging in price from $1,850,000 to $2,400,000.

Average Price: $2,125,000
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