Conveniently located in Brattleboro Center, this historic three-family home offers the perfect blend of Historic charm, and modern convenience. It is an ideal opportunity for an investor seeking profitable rental income or an owner-occupant looking to live on the main level while offsetting their mortgage with two additional rental units. The first-floor unit features high ceilings, French doors, built-ins, and beautiful pine floors in the living and dining rooms. The updated kitchen includes stainless steel appliances, refaced cabinets, newer floor, newer refrigerator, dishwasher, and hood. This unit offers a spacious master en-suite, a second large bedroom, a hallway bath, a mudroom entryway and a large laundry room with ample storage. The side entrance leads to a private porch and a newer, spacious Trex deck, perfect for entertaining or relaxing while enjoying cool summer breezes. The second floor contains two additional apartments. Unit 2 includes two bedrooms and one bath w/ private covered porch and separate back entrance, while Unit 3 is a studio with a combined bedroom/living area and a spacious walk-in closet. Each unit is equipped with separate electric meters and panels. Major Improvements in the last 10 years include vinyl siding (2019), a new oil tank (2019), a water tank (2018), the Trex deck, reinforced porches & pvc railings, and numerous interior upgrades. The property also features a full basement with a workshop, four parking spaces, and a newer bicycle shed. The location is ideally situated near Main Street shopping, restaurants, the hospital, museum & art center, and the Connecticut River. It is a commuter's dream, located in close proximity to the Brattleboro Transportation Center, the Amtrak Station, and the highway (I-91). For winter and outdoor enthusiasts, it is less than an hour from premier Southern Vermont ski resorts, including Mt. Snow, Stratton, and Bromley. Don't miss out on this amazing Opportunity!