Welcome to 114 North Main Street. A beautifully maintained classic Victorian home offering timeless character, waterfront charm, and an incredible opportunity to own a piece of history in the heart of Pittsfield. Built in 1880, this stunning residence features five spacious bedrooms, two full bathrooms, and showcases the craftsmanship and architectural details that make Victorian homes so special. Inside, you'll find gorgeous hardwood floors, crown molding, stained-glass windows, classic cabinetry, a full pantry, and beautifully preserved living spaces that create a nostalgic and timeless atmosphere. The main level offers a formal dining room, spacious living room with fireplace and bay window, additional parlor or office space, laundry, and a full bath, while upstairs you'll discover five generous bedrooms and a charming full bathroom complete with a soaking tub. Outside, enjoy the hidden stone terrace, waterfront gazebo, and rare access to beautiful Mill Pond. Creating the perfect setting for relaxing, entertaining, or simply enjoying peaceful water views. With an expansive attic, walkout basement, and abundant additional space offering future potential, this remarkable property combines historic elegance, character, and waterfront living in a truly special setting.