Welcome to this classic center hall Colonial, perfectly situated on one of the most sought-after streets in town-renowned for its strong sense of community, annual block parties, and walkability to Holmes Elementary School. Just two doors down from the Middlesex Club, this home blends timeless charm with modern updates and outstanding potential. The renovated kitchen opens to an oversized family room addition, creating a spacious and inviting hub for everyday living. A two-tier deck spans the back exterior, promoting effortless indoor/outdoor entertaining and overlooking one of the largest lots in the neighborhood. With a two-car attached garage and newer family room addition, there is prime opportunity for expansion above both-ideal for adding a luxurious primary suite, additional bedrooms and/or bonus space. The property also backs up to the tranquil Piacentini Nature Preserve, offering privacy and a scenic natural backdrop. With newer homes nearby selling for over $3.5 million, the investment and expansion potential here is truly compelling. Don't miss this rare opportunity to own in a neighborhood where lifestyle, location, and long-term value converge.