Exceptional mixed-use investment opportunity in the heart of downtown Pittsfield! This historic Main St. property offers immediate rental income and outstanding value-add potential. Features include three fully occupied residential apartments on the second floor and a 3,241+ SF commercial space formerly operated as a restaurant. Rich in character, the commercial space boasts tin ceilings, original hardwood floors, a full-service bar, spacious dining areas, entertainment stage, commercial kitchen, and additional finished basement space. Ideal for a restaurant, café, bakery or coffee shop, the Commercial District zoning also permits a variety of retail, office, professional service, and mixed-use opportunities (buyers to verify intended use). The unfinished 3rd floor offers outstanding potential for expansion, storage, or redevelopment (subject to approvals). Believed to have once served as a grand ballroom, this remarkable space is filled with historic charm and ready for your vision. Located on high-visibility Main St. with excellent traffic counts and easy access to Concord, the Lakes Region, and major commuter routes, this property is surrounded by local businesses and amenities. Whether you're an investor seeking strong cash flow with future upside or an entrepreneur looking for a one-of-a-kind business location, this property offers endless possibilities. All units are separately metered with tenants paying their own heat and electric. Rent roll and operating expenses available upon request. Also available as part of a larger investment portfolio with additional multi-family income properties, creating a rare opportunity to acquire multiple cash-flowing assets in one transaction.