Dating back to the 1880s and appearing on the 1889 Sanborn Fire Maps, 409 Grinnell Street stands as one of Old Town Key West's most authentic restorations. Recognized with the Historic Florida Keys Foundation Star Award, this four-bedroom, two-bath residence blends historic craftsmanship with the comfort of modern island living. The layout flows easily with spacious living and dining areas, a bedroom conveniently located on the main level, and bright, airy rooms that welcome natural light throughout. Upstairs includes comfortable bedrooms, a charming bathroom with a vintage clawfoot tub, and access to a private deck perfect for quiet mornings or evening breezes. From the kitchen, French doors open to an Ipe wood deck that transitions into a tropical retreat featuring a heated pool with a custom mosaic water feature, a coral stone patio, and a secluded outdoor shower surrounded by lush greenery. The home's restored Dade County pine walls and floors add warmth and authenticity, connecting it to its 19th century roots while maintaining modern comfort. Two gated entrances from Elgin Lane provide golf cart parking and easy access. Situated in the Historic Seaport neighborhood, 409 Grinnell captures the ideal balance of elegance, history, and relaxed Key West living. An exceptional home in one of the island's most desirable locations.