Own a piece of Key West history! Opportunity awaits at this charming 4-bedroom, 3-bathroom home now available for the first time over half a century. Built prior to 1899, and ideally located in the heart of Old Key West, the property offers two separate structures - a 3-bedroom 2-bathroom main home and a private 1-bedroom 1-bathroom guest cottage - perfect for accommodating up to 8 guests. Just steps away from World-Famous Duval Street, the island's best beaches, Truman Waterfront Park, and top-rated restaurants, this property offers the ultimate island lifestyle. Features include a 96' deep lot, a spacious hot tub, and a turnkey vacation rental business with over $54,000 in confirmed bookings. Situated in the preferred X-500 flood zone, this is a rare opportunity to acquire a prime piece of Key West real estate with established rental history. Schedule your private showing today!