373 S Main Street Built in 1895 by Dr. Addison Key Bell, this exceptional 4-bedroom, 3.5-bath historic home is ideally situated in the heart of Madison's Historic District and fronts both main street and Old Post Road- the original stagecoach route from New Orleans to Charleston. Rich in character and craftsmanship, the home is constructed entirely of Georgia heart pine and features rare Victorian parquet ceilings, intricate fretwork, and beautifully integrated modern updates. The main level offers gracious, well-proportioned living spaces including a welcoming foyer, parlor, formal living and dining rooms, and a central hall leading to an open-concept kitchen and recent den addition. The renovated kitchen is outfitted with custom cabinetry and premium appliances-Wolf six-burner gas range, Vent-A-Hood, Sub-Zero refrigerator/freezer with custom panels, Bosch dishwasher, commercial-grade stainless sink, and Sharp under-counter microwave-along with a Rinnai tankless water system. The adjoining den is warm and inviting, featuring a gas fireplace and custom built-ins, perfect for everyday living and entertaining. The primary suite is conveniently located on the main level with a spa-like updated ensuite bath with jacuzzi, tile/glass shower and ample space in the walk-in closet. Upstairs includes three additional bedrooms, two full baths, a dedicated office, and a spacious landing with extensive built-in bookcases and storage. One of the baths has been recently updated with a gorgeous subway tile and glass shower. Outdoors, enjoy a fully fenced, level yard with mature landscaping, native plantings, natural hedges, and a zoned irrigation system. A rear driveway accommodates up to four vehicles. Interior and exterior were freshly painted in 2022. Updated lighting, ceiling fans, and an energy-efficient ASKO washer and dryer convey. Just steps from Madison's parks, trails, dining, shopping, parks, and cultural attractions, this property offers timeless elegance with true in-town convenience.