Tucked away on a quiet street just steps from the heart of downtown St. Augustine, this fully renovated historic multi-family property is ideal for multi-generational living, house hacking, or income-producing rentals. The main house offers 2 bedrooms and 2 baths, while the detached Carrera Cottage includes two separate apartments, 1- 1bed/1bath upstairs and 1- 2 bed/1 bath apt downstairs, each with its own private entrance and outdoor space. Whether you're looking to live in one unit and rent the others or accommodate extended family, the layout offers flexibility and privacy. The beautifully landscaped Carrera Courtyard provides a peaceful, private oasis perfect for entertaining or relaxing. Off-street parking, smart home features, and a brand-new metal roof on both buildings add to the turnkey appeal. Located near Flagler College and the vibrant downtown area, this property combines charm, convenience, and strong rental potential— projected at $96K-$120K annually for short-term or $69.6K-$81.6K for long-term. Priced at $1,145,000well below appraised valuethis is your chance to own a standout property in the nation's oldest city.