Welcome to 277 Chestnut Land Road, where timeless New England charm meets modern versatility on nearly two private acres. Tucked away in one of New Milford's most desirable settings, this beautifully maintained Colonial offers the perfect blend of comfort, privacy, and endless possibilities. The thoughtfully designed floor plan features a sought after main-level primary suite, providing convenience and privacy for everyday living. Sunlight pours through the spacious living areas, where a welcoming fireplace and seamless flow create the perfect backdrop for entertaining or relaxing at home. The finished lower level expands your living options with an additional bedroom and flexible space ideal for guests, a home office, gym, media room, or playroom. An unfinished addition offers an incredible opportunity to customize the home to fit your needs, whether you envision an expansive family room, recreation space, workshop, or private guest or multigenerational living area. Outside, enjoy the beauty and serenity of nearly two acres of level property surrounded by mature trees and picturesque landscaping. There's plenty of room to entertain, garden, play, or simply unwind while taking in the peaceful surroundings. The above-ground pool can be relocated closer to the home, allowing you to create an even more inviting outdoor entertaining space. Ideally located just minutes from New Milford's vibrant town center, Candlewood Lake, shopping, restaurants, and parks.