This charming 1920 coastal home, rich in character and timeless appeal, must not be missed. Seamlessly blending architectural details with breezy seaside style, it embodies classic coastal living. Designed around a distinctive gable-front-and-wing architectural footprint, the home extends deeply from front to back, creating abundant interior space while maximizing outdoor living. An open floor plan, hardwood floors, plentiful windows, beadboard detailing, and a mix of cathedral and tray ceilings fill the home with natural light and offer glimpses of the Long Island Sound. The lush, fenced private gardens provide a serene setting for entertaining, relaxing, and recreation. Three separate entrances from the house lead to a step-down slate patio, creating an effortless connection between indoor and outdoor living. The kitchen, three bathrooms, and glass enclosed porch have been thoughtfully updated, featuring stainless steel appliances and beautiful bluestone flooring. Two staircases and double sitting rooms provide flexibility for everyday living and entertaining. Two fireplaces add warmth and character, while two laundry rooms and dual-zone heating and air conditioning provide convenience. Just minutes from downtown Madison and the train station, the property offers access to two beaches- including one just three houses away, plus deeded rights to the coveted Barberry Farms Association beach, making this home a truly special seaside retreat.