This is the oldest house in Key West, built in 1829. The Old Island Restoration Foundation says this about the house:
The Oldest House in South Florida ... incorporates the influences of colonial architecture found in the Caribbean and New England. For decades, it was the home of Capt. Francis Watlington, his wife, and nine daughters. Watlington was a Customs Inspector, Lightship Captain, harbor pilot, and “wrecker” – one of the Key West salvagers who raced to ships run aground on the reefs, rescued their crew, and benefited from the cargo aboard. Watlington operated the schooners Blackhawk and Caroline as a salvager, and later ran the supply line to Fort Jefferson in the Dry Tortugas.
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