Experience the epitome of old Key West living in this nostalgic 4-bedroom, 3.5-bath home situated on a sprawling 8,750sf corner lot in one of the most coveted neighborhoods of Key West. Just a stone's throw away from the historic Casa Marina resort, this stunning property boasts mature landscaping and a fully walled perimeter for complete privacy. As you enter the home off Whalton St. through a grand mahogany door, you'll be welcomed into a spacious open-concept living and dining area that exudes elegance and casual living. With soaring ceilings, a cozy fireplace, and a custom built-in entertainment center, the great room is the perfect place to relax and unwind. The home's layout features a great split bedroom floor plan, with a morning kitchen nestled between two of the bedrooms. There's even a separate guest quarters with its own private kitchen and entrance, offering ultimate flexibility and convenience. Step outside to discover two delightful courtyards, a private pool, and a patio area perfect for entertaining guests or simply enjoying the sunshine. French doors off every room allow you to blend indoor and outdoor living, while the newer kitchen has granite counters, stainless steel appliances & a large island, making it a true chef's delight. Upstairs, you'll find a large sun deck offering views of Key West and the ocean beyond. With off-street parking for three cars available behind a secure remote-controlled gate, you'll never have to worry about finding a spot. Located just steps from the beach, park, tennis & pickleball courts, this home offers the ultimate in resort-style living. Don't miss out on this rare opportunity to own a truly one-of-a-kind property in one of the most sought-after neighborhoods in Key West!