Discover Hilltop, a historic masterpiece nestled in downtown Holly Springs. Built in 1858 atop the city's namesake spring, this lovingly restored property combines old-world charm with modern conveniences, a result of award-winning preservation efforts. The home has even been recognized in The New York Times! Step inside through the grand double-leaf doors and be welcomed by an elegant foyer, lit by a stunning 1920s chandelier. This home's impressive 14-foot ceilings and 11-foot doors evoke a sense of grandeur, setting the stage for memorable gatherings. To your right, find a formal living and dining area, perfect for hosting or relaxing. To the left, explore a richly designed library with a built-in bookcase, a hidden TV on a lift, a fireplace, and a custom chandelier—a space for peaceful moments or a cozy night in with a book. The main level also features a spacious primary bedroom with a Venetian-style glass chandelier and bath, offering a serene retreat. Across the hall, a modernized, eat-in kitchen awaits with granite countertops, custom cabinetry, GE appliances, and a coffee bar—an ideal setup for cooking and entertaining. A U-shaped staircase leads up to a large landing area, two spacious bedrooms, a full bath, and a versatile storage room. Outside, enjoy a front porch tiled in custom tilework with a haint-blue ceiling, perfect for sunset views and friendly gatherings. The fully fenced yard is divided into three sections, including a dog run, raised garden beds, and firepit, providing ample space for outdoor enjoyment and pets. Additional features include: 3-Car carport & dual 2-Car garages with power, freshly painted exterior (2023 & 2024), nearly-new roof (2021), LED lighting on dimmers, three HVAC units with digital thermostats, and custom trim work throughout, blending original craftsmanship with thoughtful updates. Hilltop is a rare find, balancing the elegance of historic architecture with modern amenities. Experience the charm, comfort, and character of this extraordinary home—call your agent today to schedule a tour!