Indulge in the allure of Coastal living with this honored 2023 Historic Preservation Award winning home. Meticulously restored and updated in 2022, this residence epitomizes timeless elegance and relaxed sophistication. Situated on an expansive 5800 sq ft private corner lot. Step onto the welcoming front porch, complete with a classic Porch Swing and charming Bahama Shutters, epitomizing quintessential Key West charm. Inside, the living spaces blend traditional elements with tropical flair, featuring crisp white walls, Dade County Pine, and tall windows framing lush views of the Tropical landscape. The main floor boasts a thoughtfully designed layout, with a Primary Bedroom featuring a new Bath addition and spacious Walk-in closet, ensuring accessibility and privacy. An exceptional highlight of this home is its soaring dining room ceiling, creating an unmatched ambiance for dining experiences. Additionally, the Bonus Room serves as a versatile space, doubling as a Library and potential Fourth Bedroom, complete with a cozy Loft reading nook. The kitchen seamlessly merges Historic charm with modern convenience, showcasing custom Thomasville Nouveau cabinetry, a Nantucket Fireclay Sink, Calcutta quartz countertops, and premium Cafe and Miele appliances. Upstairs, two spacious Guest Bedrooms and full bath offer a tranquil retreat, providing luxury, comfort, and privacy for visitors. Outside, discover a Resort styled lush tropical oasis that seamlessly extends the home's inviting interior. Relax on the covered deck or by the 30x10 Saltwater pool, accompanied by a charming resident mermaid. A unique historic Decorative Roof metal trim, newly installed Carport with dropdown storage, Electric car charger, and Shower elevate the outdoor experience, offering an unparalleled Key West atmosphere. You will be drawn to exploring the charming courtyard with brick pathways, indigenous plants, fruit trees, and Peaceful moments at this beautiful Key West home.