Welcome to this classic Colonial in the heart of Maplewood, blending timeless charm with modern comfort. Step inside the welcoming entry vestibule to find a bright living room anchored by a wood-burning fireplace and accented with beautiful leaded glass windows and built-ins. The completely restored dining room flows seamlessly into the family room, complete with gorgeous skylight, and eat-in kitchen. A convenient powder room and the beloved "Maplewood Room" add flexibility on the first floor perfect as a home office, play space, or cozy retreat. Gleaming refinished hardwood floors run throughout, completing the perfect first-floor flow. Upstairs, discover three generously-sized bedrooms and a full hall bath. The top floor is a true escape: a spacious primary suite with its own full bathroom and plenty of room to unwind. The unfinished basement offers endless potential for a rec room, gym, or creative space. Updates include a new refrigerator, washer, and dryer, making move-in easy. Located a stone's throw to "secret" park, the location feels like a hidden gem just moments from town, train, and schools, yet with a serene neighborhood feel. 56 Headley Pl offers the perfect balance of historic detail, modern updates, and a location that can't be beat!