Two homes, one property—minutes to Historic district and beach. This North City/Uptown gem offers a charming 2BR/2BA main residence plus a separate 2BR/1BA apartment above the garage for true flexibility. The main house showcases original hardwood floors, a brick wood-burning fireplace, and a flowing plan with a front sitting/sun room, living room, dining area, office/flex room, and an all-season room. The updated kitchen features new cabinetry, counters, and appliances; lighting and doors have been refreshed throughout. Each bedroom functions as an owner suite, and both open directly to decks overlooking the newly fully fenced backyard under grand live oaks and Spanish moss—perfect for morning coffee, evening wine, or weekend gatherings. Across the oversized paver motor court (new), the detached garage with concrete block first floor and framed second floor includes the private-entry 2BR/1BA carriage apartment with full kitchen and living area. This property is ideal for multigenerational living, guest quarters, a home office, or generating potential income as a short-term or long-term rental. Parking is a standout: paver courtyard + garage provide room for multiple vehicles and small boat/TOYs—rare this close to town. Updated PVC plumbing; electrical updates; refreshed lighting and interior/exterior doors; remodeled bath with custom tile shower; new pavers; and a transferable termite protection plan for added peace of mind. Location: North City/Uptown convenience—walk or bike to the Fountain of Youth and local eateries; minutes to the public boat ramp, marinas, Vilano Beach, and the Bridge of Lions into downtown. Whether you’re seeking a full-time residence, vacation retreat, or investment property, this versatile, island-adjacent compound offers the best of the St. Augustine lifestyle—history, coastal charm, and income potential all in one.