Uptown, FL homes for sale & real estate

Uptown, FL Homes for Sale

This 5 (easily 6) bedroom, 4.5 bath GEM is an AMAZING OPPORTUNITY in historic St Augustine to own a SOURCE of STEADY INCOME! Property consists of 4 units with a proven rental income history that the owner is happy to share with a qualified buyer. One unit is leased annually, and the other 3 others are Airbnb/ VRBO rentals. A buyer may choose to live on site and enjoy running this profitable business in America's oldest city or keep it as it is currently a full rental property. One can walk to fine dining, shopping, boating, attractions and festivals (just a few blocks from the fairgrounds). You /your guests can enjoy the splendor of St Augustine's famous Nights of Lights from mid-November t

Uptown, FL Homes for Sale

Mixed-use property in a prime downtown location in Florida's premier historic destination. This extensively upgraded property is made up of two buildings. One building, circa 1920, consists of a ground-floor commercial space currently used as a restaurant, with two residential apartments upstairs. The upstairs units have separate entrances and parking and are currently occupied with long-term tenants. The Highest and Best Use to maximize rental income could be a conversion to one or two short-term rentals. The proximity and walkability to the Historic area of St. Augustine make this a highly desirable option. The commercial tenant is in a long-term lease and has a reputation as one of the f

Uptown, FL Homes for Sale

Historic elegance meets modern living on Water Street. It's not often a house like this comes available - a thoughtfully renovated 1872 residence in the heart of St Augustine's coveted Abbott Tract. Located on this picturesque street, the two-story residence offers the perfect blend of classic charm and contemporary comfort, all just steps from the Castillo de San Marcos, downtown St Augustine, the bayfront, and the vibrant uptown district. Set on a deep lot, this home offers a gated driveway with dedicated parking. Brick steps lead you to the inviting covered front porch, where a solid antique wood door is framed by dual French doors opening to both the living room and family room. Step in

Uptown, FL Homes for Sale

Don't miss the opportunity to own a piece of historic charm with this 3-bedroom, 2-bath 1925 bungalow, located in one of Uptown's most desirable and rapidly growing neighborhoods. Whether you're a homeowner with a vision or an investor seeking your next project, this property offers incredible potential! Features include a spacious screened front porch, original hardwood floors throughout most of the home, a vinyl-fenced backyard, and an exterior shed with an attached workshop—perfect for storage or hobby space. Additional off-street parking adds convenience and value. This property is a rare opportunity in a sought-after location with strong long-term potential. Bring your creativity