Historic Charm Meets Modern Comfort. Welcome to 75 Osceola, an enchanting 1883 historic pool home nestled in the heart of Downtown St. Augustine. With 3 bedrooms, 3 baths, and an expansive 2,760 sqft of living space, this property beautifully blends the charm of its original features with thoughtful modern updates. Step inside and be greeted by soaring 10-foot ceilings, exquisite original floors, and the timeless elegance of 3 coal fireplaces. This home has been carefully renovated to include two luxurious ensuite bathrooms, offering comfort and convenience while maintaining the integrity of its historical charm. The large, updated kitchen is bright and cheery with modern appliances and ample space for cooking and entertaining. The home also offers two spacious bonus rooms on the third floor, perfect for a home office, art studio, or extra guest space. Outside, you'll enjoy the Florida sunshine with two large front covered porches and a fully fenced backyard. The heated pool, tiki bar, seating areas, and shed make this backyard an entertainer's paradise. The property is equipped with an EV charging station and offers a rare benefit—No flood insurance required. It is being sold partially furnished and is a fantastic opportunity for both investment or as a full-time residence. Perfectly situated in walking distance to the Oldest City in America, the Fort, the Shrine of Our Lady of La Leche park, uptown shopping, and the picturesque Inter-Coastal Waterway with fishing opportunities at the end of the street. This property offers the best of both worlds: historic charm and modern luxury, all in a prime location. Don't miss out on this incredible opportunity to own a piece of St. Augustine's history!