Rare opportunity to own an exceptional 18th-century New England home with an attached carriage house and separate three-story barn, offering historic character, thoughtful updates, and exceptional versatility. The main residence offers 4 bedrooms and 3 bathrooms and has been carefully enhanced over the years while retaining its original charm and architectural details. The first floor features a slate mudroom with radiant heat, full bath with laundry, and a beautifully appointed gourmet kitchen with Gaggenau appliances, custom cabinetry, soapstone countertops, pantry, and sunny eat-in area. A dedicated home management center provides additional custom storage and workspace. Formal living and dining rooms and wood floors throughout complete the main level. The second floor offers two bedrooms with antique pine floors plus a private bedroom suite with sitting area, ¾ bath, and walk-in closet. The third floor is dedicated to the spacious primary suite with cathedral ceiling, two walk-in closets, den/office with gas stove, and generous bath with separate tub and shower. The attached two-story carriage house provides an additional 2 bedroom and 1-bathroom rental unit with its own separate utilities! It includes kitchen, dining and living areas, first floor bedroom, office, full bath with laundry, a four-season sunroom, and private patio. The second floor offers a second bedroom, rec room or studio. This unit is currently leased for $2,535 per month, which covers all taxes, insurance and utility costs! A separate three-story barn adds even more versatility with garage space for vehicles, plus two upper levels ideal for a workshop, crafts, storage, or potential living space. This coveted South Dover location is just minutes to Garrison Elementary, Dover Middle & High schools. The community trail head is a short walk from the property, and a 1.5 mile walk or bike ride brings you into downtown Dover! Pease Tradeport and downtown Portsmouth are a quick 10-minute drive!