Timeless elegance meets modern luxury in the heart of st. Augustine! Welcome to 31 cincinnati avenue, a rare opportunity to own a piece of st. Augustines history. Built in 1910 and thoughtfully expanded in 2015, this classic residence offers nearly 2,700 square feet of refined living space on a. 30 acre double lot in sought after uptown, just a pleasant stroll from historic downtown. The property is also short term rental eligible, making it equally ideal as a private estate or luxury investment. Inside, soaring ceilings, original yellow heart pine floors, and artisan crafted trim celebrate the homes historic roots, while modern enhancements provide every contemporary comfort. The foyer showcases an elegant bay window and period woodwork, leading to a sweeping staircase and light filled interiors. The gourmet kitchen is a chefs dream, featuring custom cabinetry, a spacious island, professional grade italian 6 burner gas range with griddle and double ovens, wine refrigerator, and a generous walk in pantry. A dutch door, from the kitchen, opens to the expansive wraparound porch, creating seamless indoor outdoor living. The adjoining family room boasts a dramatic cathedral ceiling, floor to ceiling built ins and french doors with transom windows. The first floor primary suite offers a private retreat with soaring 13+ ceilings, a spa inspired bath with soaking tub and spacious walk in shower, dual basin vanity and three generous closet spaces. Upstairs, two spacious bedrooms share a beautifully remodeled bath with a jetted bathtub/shower and custom vanity. Outdoors, the fully fenced and gated yard provides privacy and charm featuring an incredible magnolia tree dated back to the 1800s, complete with an oversized two car concrete block garage with abundant storage and rear alley access. Additional highlights include a newer architectural shingle roof, updated electrical and plumbing as well as a transferable termite bond for peace of mind. With its perfect blend of historic craftsmanship and modern sophistication, this residence is a true gem in one of floridas most storied cities.