Situated on one of Old Town Key West's most desirable and historic streets, this beautifully updated William Street residence blends timeless island charm with modern comfort. Just steps from the Historic Seaport, Duval Street, and many of the island's best restaurants, the location captures the very essence of Key West living. Featured in Coastal Living Magazine, this architectural gem occupies one of the most coveted blocks in the Historic District. Styled as a colorful beachside cottage, the two-story home offers four bedrooms and three baths, including a flexible den or fourth bedroom, and showcases classic Dade County pine floors and an abundance of French doors that flood the interiors with natural light and open effortlessly to the outdoors. The main level features a spacious living room, formal dining room, and a private primary suite with direct access to the lush poolside setting and outdoor dining pavilion. The chef's kitchen is designed for both everyday living and entertaining, boasting stone and copper countertops, professional-grade stainless steel appliances, and seamless flow to a pergola-covered outdoor dining, perfect for hosting memorable gatherings. Upstairs, two generously sized bedrooms share a stunning, renovated bathroom with refined finishes, offering comfort and privacy for family or guests. The outdoor spaces create a true private oasis, complete with a large swimming pool, sun patio, built-in wet bar, laundry room, and additional storage. A separate one-bedroom guest cottage with its own bathroom provides ideal accommodations for visitors or extended stays. Gated off-street parking adds convenience and privacy, an exceptional feature in Old Town. Thoughtfully designed and ideally located, 418 William Street exemplifies the modern Key West lifestyle, where historic character, elegant updates, and effortless indoor-outdoor living come together in perfect harmony.