The Cumberland House is rich with history and enduring charm. It was originally constructed in 1836 as a toll house, along the famed Cumberland Road/National Road—the first national highway in the United States. This vital route once connected Cumberland, Maryland, to Vandalia, Illinois, serving as a gateway for westward travel and commerce. The home was occupied by the tollkeeper, who not only resided on the property but also operated the toll station, a barbershop, and various general store–style businesses that served travelers, tradesmen, and settlers passing along this historic corridor. The Cumberland House stands today as a rare, surviving reminder of early American transportation, enterprise, and daily life. Today, this 3-bedroom, 1-bath historic residence has been restored with careful attention to period detail and architectural integrity, though thoughtfully updated for modern use. This distinctive property reflects the character and craftsmanship of its era, appealing to those who value history, antiques, and timeless design. The restoration includes updated mechanical systems, with separate HVAC systems serving each level, and a metal roof installed during the renovation. The floor plan offers flexibility for use as a private residence or a professional or office-style setting. A spacious rear yard provides opportunity for future improvements such as a potential addition on the back, a driveway or garage. A concrete approach apron from the street is already in place. A truly romantic blend of old and new, this home tells a story of the historical past while living in the present. Schedule your showing today!