Step back into history with this beautifully maintained all-brick circa 1900 historic home located in the heart of the Boonsboro Historic District. This spacious Main Street property offers over 3,700 square feet while blending historic charm with a prime location along the former National Road. Just minutes from South Mountain, Antietam, local shops, restaurants, and parks, this home is part of one of Washington County's most treasured historic communities. Boasting five bedrooms and four baths, and a first-floor Town Center commercial space with its own storefront entrance perfect for a shop. This home can be easily converted back to three apartments. Gorgeous original hardwood flooring throughout. Formal living room w/ fireplace. Formal dining room. Impressively sized kitchen with a center island. A walk-in pantry with additional pantry cabinetry. Potential space for a main-level bedroom. Upper-level laundry area. This unique property offers endless possibilities for investment, Bed and Breakfast, Airbnb, or other mixed-use opportunities. The spacious backyard includes a buildable lot and backs to a peaceful town park. Modern updates include a steel roof (2017), central HVAC, updated windows, new deck stairs and banisters (2026), upgraded electrical, city water and sewer, plus a private well. This home is on two separate meters. Rear driveway parking adds extra convenience. Own a timeless piece of Boonsboro history with the perfect blend of historic character and modern updates. Walking distance to restaurants and boutique shops. Minutes to Interstate 70 and Route 67 leading to Route 340 and the West Virginia line.