Top 10 Most Expensive Streets in Longboat Key, FL

Chipping Lane is the 1st most expensive street in Longboat Key. It has single-family homes built from 1967 to 2022, ranging in price from $2,428,000 to $5,130,000. It is home to the Country Club Shores subdivision.

Gulf Of Mexico Drive is the 2nd most expensive street in Longboat Key. It has condos, single-family homes, manufactured/mobiles, townhouses, land, and co-ops built from 1960 to 2026, ranging in price from $148,000 to $21,244,000. It is home to the Sunset Beach, Windward Bay Condominiums, The Promenade, Seaplace, Beachplace, Sage Longboat Key Residences, Whitney Beach Condominiums, Sea Gate Club, Gulfshore of Longboat Key, Westchester Condominiums, The Shore, Aquarius, Players Club, Casa Del Mar, The Water Club, Pelican Harbour Beach Club, Longboat Beachcomber, La Firenza, Sleepy Lagoon, Islands West, Turtle Crawl, Islander Club, Club Longboat, Tangerine Bay Club, Veinte, Gulf Front Condominiums, Portobello, The Castillian, Longboat Cove, Longboat Sandpipers, Villa Di Lancia, Buttonwood Cove, Arbomar, Coquina Beach, Sand Cay Condominiums, Sea Pines Condominiums, Bay Harbour Apartments, The Banyan Bay Club, Longboat Harbour Towers, Aria, The St. Regis Longboat Key Resort, Neptune on Longboat Key, Cedars West, Longboat Terrace, Tiffany Plaza, Vizcaya, Longboat Landing, and The Diplomat subdivisions.

Gulf Bay Road is the 3rd most expensive street in Longboat Key. It has land and single-family homes built from 1976 to 1993, ranging in price from $725,000 to $1,850,000.

Norton Street is the 4th most expensive street in Longboat Key. It has single-family homes built from 1967 to 2005, ranging in price from $1,200,000 to $4,900,000. It is home to the Sleepy Lagoon Park subdivision.

Sutton Place is the 5th most expensive street in Longboat Key. It has condos, single-family homes, and townhouses built from 1972 to 1973, ranging in price from $305,000 to $675,000. It is home to the Sutton Place Condominiums subdivision.

Harbor Cove Circle is the 6th most expensive street in Longboat Key. It has land and single-family homes built from 1979 to 1981, with an average sale price of $2,970,000.

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.

Longboat Club Road is the 8th most expensive street in Longboat Key. It has single-family homes and condos built from 1970 to 2005, ranging in price from $690,000 to $30,300,000. It is home to the Privateer North, Regent Place, Longboat Key Towers, Privateer South, Beaches of Longboat Key, Regent Court, and The Pierre subdivisions.

Sloop Lane is the 9th most expensive street in Longboat Key. It has single-family homes built in 2000, with an average sale price of $2,700,000. It is home to the Country Club Shores subdivision.

Harbour Links Drive is the 10th most expensive street in Longboat Key. It has condos and single-family homes built from 1989 to 2001, ranging in price from $1,750,000 to $1,770,000. It is home to the Harbour Links subdivision.