This classic 1850s Colonial, nestled on a lush one-acre lot at 166 South Street with incredible views, offers the perfect blend of historic character and village convenience. Situated in the true heart of New Haven, this home is close to the vibrant Village Green Market, the town library, and Beeman Elementary School. Living here means being part of a tight-knit community where the iconic Village Green, a center for local gatherings for over 200 years, serves as your extended front yard. The exterior immediately impresses with its timeless silhouette and inviting front porch, complemented by an attached garage for storage. Inside, the first floor is bathed in natural light and features original hardwood floors across much of the layout. The spacious floor plan includes a welcoming living room, a functional kitchen, and dining space along with a dedicated office space and a cozy den perfect for remote work or relaxation. For added convenience, the first floor also houses a half bath with integrated laundry. One of the home's most striking architectural details is the gorgeous original hand railing and post that lead from the main foyer to the upper level. Downstairs, the basement serves as an ideal workshop space for hobbies or storage. The second floor continues the theme of spaciousness with three bright bedrooms and a full bathroom; all centered around a hallway that includes a generously sized closet. Throughout the home, you'll find that the historical integrity has been lovingly maintained while offering a fantastic canvas for modern updates.