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 $628,112.50 to $2,975,000.

1. Island Way

Island Way is the 1st most expensive street in Osprey. It has single-family homes built from 1981 to 1982, ranging in price from $2,000,000 to $3,950,000.

Average Price: $2,975,000
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2. Dove Pointe

Dove Pointe is the 2nd most expensive street in Osprey. It has single-family homes built in 2006, with an average sale price of $2,925,000.

Average Price: $2,925,000
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3. Sugar Mill Drive

Sugar Mill Drive is the 3rd most expensive street in Osprey. It has single-family homes built from 1989 to 2024, ranging in price from $1,775,000 to $3,000,000.

Average Price: $2,131,250
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4. Yacht Harbor Drive

Yacht Harbor Drive is the 4th most expensive street in Osprey. It has single-family homes built from 1976 to 1986, ranging in price from $999,500 to $3,335,000.

Average Price: $1,878,166.67
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5. N Point Road

N Point Road is the 5th most expensive street in Osprey. It has condos built from 2000 to 2007, ranging in price from $568,792 to $2,500,000. It is home to the Meridian at the Oaks Preserve subdivision.

Average Price: $1,139,865.78
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6. Point Road

Point Road is the 6th most expensive street in Osprey. It has condos, single-family homes, and land built from 2000 to 2023, ranging in price from $435,000 to $1,600,000. It is home to the Meridian at the Oaks Preserve subdivision.

Average Price: $1,054,531.67
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7. Sea Anchor Drive

Sea Anchor Drive is the 7th most expensive street in Osprey. It has single-family homes built from 1977 to 1981, ranging in price from $945,000 to $1,150,000.

Average Price: $1,047,500
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8. Creek Lane

Creek Lane is the 8th most expensive street in Osprey. It has single-family homes built from 1998 to 2002, ranging in price from $735,000 to $1,200,000.

Average Price: $967,500
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9. Clear Creek Drive

Clear Creek Drive is the 9th most expensive street in Osprey. It has single-family homes built in 2002, ranging in price from $530,000 to $1,015,000.

Average Price: $773,333.33
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10. Pine Ranch East Road

Pine Ranch East Road is the 10th most expensive street in Osprey. It has single-family homes built from 1989 to 1999, ranging in price from $450,000 to $904,900.

Average Price: $628,112.50
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