1109 Fleming Street

Located on iconic Millionaire's Row in the heart of Old Town Key West, this extraordinary estate offers a rare combination of timeless charm, modern luxury, and unmatched privacy. With two stunning homes both with impact rated windows and doors on one oversized lot, this tropical compound is an exceptional opportunity to own one of the most unique properties in Key West.The main residence, a beautifully restored historic home, features four ensuite bedrooms, including a flexible downstairs suite that doubles as a den or office. Classic Dade County pine walls, high ceilings, and an abundance of natural light create a warm yet sophisticated atmosphere. The gourmet kitchen is outfitted with custom cabinetry, sculpted marble countertops, Sub-Zero and Wolf appliances, and complete with a built-in wine cooler and coffee center. A spacious 12-person dining room and wraparound porch invite relaxed island entertaining with elegant flair.The newly built guest house offers two additional ensuite bedrooms, soaring vaulted ceilings, exposed beams, a cozy loft, and a fully equipped kitchen with Miele appliances and stunning artisan tile. Ideal for hosting guests or enjoying extended family stays in total comfort and style.At the center of the estate lies a tropical paradise, designed by renowned landscape architect Craig Reynolds. A sparkling saline pool, cascading waterfall, outdoor shower, and private half bath make this backyard feel like your own private resort.With reclaimed river wood floors, rare off-street parking for two, every inch of this property has been crafted for beauty, durability, and ease of island living.1109 Fleming Street isn't just a home--it's a rare slice of paradise in the best location Key West has to offer.