Old Town Key West

Old Town Key West encompasses the historic neighborhoods north and south of Truman Avenue and is widely regarded as the cultural heart of the island. Rich in history, architecture, and local character, this area attracts buyers seeking walkability to restaurants, galleries, attractions, and the Historic Seaport. Many buyers exploring Old Town Key West homes for sale are drawn to the neighborhood’s distinctive architectural styles and vibrant street life. North of Truman Avenue, an area originally settled by Bahamians in the 1800s, features classic shotgun houses, traditional Conch homes, and elegant Victorian residences. South of Truman Avenue, Cuban cigar makers once settled to escape conflict, leaving behind beautifully preserved Conch Revival homes and historic cigar maker cottages. Old Town is also home to well-known landmarks such as Sunset Pier, Duval Street, and The Waterfront Playhouse. For those seeking a strong sense of place, timeless architecture, and a true island lifestyle, Old Town Key West homes for sale offer a rare opportunity to live in one of the most iconic neighborhoods in the Florida Keys.

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