Welcome to 18 Oak St, a charming 4-bedroom, 2-bathroom home nestled in the heart of historic Uptown St. Augustine, within the desirable Hildreth Back Bay of Fullerwood Park. Built in 1924, this beautifully maintained residence spans 1,644 sq ft and sits on a generous .34-acre lot, offering ample space for outdoor living with room to add a pool. Step inside to find brand-new white oak hardwood floors, complemented by a thoughtfully remodeled master bathroom, guest bathroom, and a completely remodeled kitchen featuring marble countertops, beautiful white cabinets, and newer appliances. The home's character is preserved with modern upgrades, including new impact windows (2020), a roof (2018), HVAC (2017), a tankless water heater (2020), and fresh interior paint. The property also boasts a detached 3-car garage, built in 2020, with an unfinished 364 sq ft space above—perfect for creating a 1 bed/1 bath studio apartment, ideal for Airbnb potential (building plans available upon request). Additional highlights include Hardie board siding, spray foam insulation, updated plumbing, and a spacious driveway accommodating up to 12 cars. With no HOA, this home combines historic charm with modern convenience, all in a prime location close to the vibrant downtown of St. Augustine and just 5 minutes from the sandy beaches of Vilano. The 4th bedroom is non-conforming and currently being used as a gym. Don't wait, schedule a showing today!