Welcome to the best of both worlds! Portsmouth's historic “Captain John Trundy House” c1795, an authentic antique home modified for modern living! Retaining its charm boasting wide pine floors throughout, exposed beams & original fireplaces. The inviting living room features a gas fireplace insert. Dining room fireplace has the original Dutch oven. The kitchen offers various workstations including a center island with butcher block counter, perfect for baking, ample cabinet space, skylights drenching the room in natural light, SS appliances & brand-new honed granite counters. The breakfast room overlooks the brick patio & garden, bringing the outside in with windows & skylights. The incredible sunroom, offers light & privacy with built -in bookshelves, the perfect place for a home office! Laundry room & half bath complete the first floor. Original Captain's staircase brings you to the second floor including the master suite, featuring a walk-in closet, en-suite bath with new tiled walk-in shower & double vanities. Two additional bedrooms, a full bath & full walk-up attic for future expansion. Full basement with Buderus Boiler & great for storage. Set high on hill, this is a generous lot for the South End neighborhood with off street parking for 3+ cars plus a shed for storage. Walking distance to all 3 schools, downtown, Prescott Park, Strawbery Banke & South Mill Pond with playground, dog park, ball fields and tennis/pickle ball courts. You do not want to miss this home!