The following are the Top 10 most expensive streets in Longboat Key. The average price for homes on these streets range from $3,450,000 to $10,800,000.
Lighthouse Point Drive is the 1st most expensive street in Longboat Key. It has single-family homes built from 2000 to 2001, with an average sale price of $10,800,000. It is home to the Lighthouse Point subdivision.
Harbor Cay Lane is the 2nd most expensive street in Longboat Key. It has land and single-family homes built from 1980 to 1987, with an average sale price of $9,500,000.
Harbor Point Road is the 3rd most expensive street in Longboat Key. It has single-family homes built from 1989 to 2011, ranging in price from $5,000,000 to $7,130,000.
Wedge Lane is the 4th most expensive street in Longboat Key. It has single-family homes built from 1967 to 2016, ranging in price from $3,185,000 to $8,625,000. It is home to the Country Club Shores subdivision.
L Ambiance Drive is the 5th most expensive street in Longboat Key. It has condos built from 1992 to 1994, ranging in price from $2,700,000 to $10,250,000. It is home to the L Ambiance at Longboat Key Club subdivision.
Yawl Lane is the 6th most expensive street in Longboat Key. It has single-family homes built in 1996, with an average sale price of $4,563,500. It is home to the Country Club Shores subdivision.
Ranger Lane is the 7th most expensive street in Longboat Key. It has single-family homes built from 1969 to 2019, ranging in price from $2,000,000 to $8,500,000. It is home to the Country Club Shores subdivision.
Kingfisher Lane is the 8th most expensive street in Longboat Key. It has single-family homes built in 2019, with an average sale price of $4,225,000. It is home to the Longboat Key Estates subdivision.
Chipping Lane is the 9th most expensive street in Longboat Key. It has single-family homes built from 1967 to 2026, ranging in price from $2,428,000 to $5,130,000. It is home to the Country Club Shores subdivision.
Bayview Drive is the 10th most expensive street in Longboat Key. It has land and single-family homes built from 1951 to 2025, with an average sale price of $3,450,000. It is home to the Bayview Estates subdivision.
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