Welcome to this grand New Englander, rich in history and character, once home to the first headmaster of Concord Academy. Ideally located within walking distance to historic downtown Concord, government buildings, the law school, and local amenities, this home offers a rare blend of classic charm and modern updates. This versatile property functions as a spacious three-bedroom, two-bathroom single-family home OR can be utilized as two private units one as a 2 bed, 1 bath, and the other as a 1 bed, 1 bath. The one-bedroom unit boasts a separate back entrance- an excellent opportunity for an in-law or supplemental rental income. As you step inside, you'll be welcomed by a stunning foyer leading to a gracious living room and dining room, both featuring soaring ceilings and refinished hardwood floors. The first floor offers two generously sized bedrooms, a full bath, and an updated eat-in kitchen complete with brand-new granite countertops, a new dishwasher, and a new stove. The kitchen seamlessly connects to an enclosed porch with direct access to the side yard. Upstairs, you'll find a spacious bedroom and an updated full bath, along with a cozy living area and a compact yet fully functional kitchen-perfect for a student, traveling nurse, or additional family space. Alternatively, this level can easily be incorporated back into the main home as an extra bedroom and den. Showings begin at the Open Houses on Sat Feb 1 and Sun Feb 2 from 11-1.