Located in a beautiful neighborhood, this thoughtfully renovated 3-bed, 2-bath home with a brand new custom built cottage, blends timeless charm with modern comfort. Sunlight pours into the open living spaces, highlighting original details & gleaming refinished hardwood floors. The inviting living room features a cozy fireplace, while the formal dining room is perfect for gatherings. A bright family room boasts vaulted ceilings & skylights, creating an airy, welcoming atmosphere. Central AC ensures year-round comfort. Outside, the custom-built cottage offers a space for everybody with tall ceilings, custom cabinetry & window seat, AC/ heat, a spacious king-size loft & ethernet connection–ideal as a home office, gym, or studio. Many thoughtful upgrades have been made to this picturesque home. Enjoy the level, fenced-in yard, perfect for entertaining, gardening, or play. Close to downtown Winchester, schools, The Fells, Leonard field & new playground, Davidson park & more!