Top 9 Most Expensive Streets in Key West

Fleming Street is the 1st most expensive street in Key West. It has single-family homes built in 1938, with an average sale price of $5,000,000.

Atlantic Boulevard is the 2nd most expensive street in Key West. It has condos built in 1986, with an average sale price of $2,900,000.

Southard Street is the 3rd most expensive street in Key West. It has condos built in 1991, with an average sale price of $910,000.

Poor House Lane is the 4th most expensive street in Key West. It has land with an average sale price of $750,000.

Seaside Drive is the 5th most expensive street in Key West. It has condos built in 2000, with an average sale price of $530,000.

Avenue E is the 6th most expensive street in Key West. It has single-family homes built in 1999, with an average sale price of $504,000.

Grinnell Street is the 7th most expensive street in Key West. It has single-family homes built in 1928, with an average sale price of $495,000.

Roosevelt Boulevard is the 8th most expensive street in Key West. It has boat slips with an average sale price of $310,000.

Front Street is the 9th most expensive street in Key West. It has condos and single-family homes built from 1904 to 1991, with an average sale price of $75,000.