RANDOLPH WOODS CLASSIC! This distinguished brick-front Colonial has been thoughtfully expanded with a 3 story 2023 addition, creating an exceptional blend of timeless craftsmanship, sophisticated entertaining spaces, and room for every aspect of life/living. From the walkway, enjoy the welcoming neighborhood setting as neighbors stroll and connect in this highly desirable community. A 2-story foyer introduces the home's quality and architectural character. Formal living and dining rooms lead to the DREAM kitchen, designed with two chefs in mind and featuring an impressive 16-foot center island, induction cooktop, Thermador 6 burner gas range with antique "fireback" backsplash and custom hood, JennAir second oven, Thermador refrigerator, wine refrigerator, radiant heated flooring, two sinks with sensor faucets and more. The new wing adds a terrific media room with direct access to the 20' x 20' maintenance-free deck. The private, pool-ready backyard is surrounded by established landscaping, whimsical gardens and multiple walking paths, creating a wonderful setting for summer enjoyment. Back inside, the inviting 2-story family room features a fireplace, soaring ceiling and access to the back staircase, laundry and 3-car garage. Upstairs, the new 20' x 20' primary suite offers a luxurious custom bath with specialty lighting, glass-enclosed shower and soaking tub. There are an additional 4 bedrooms and 2 additional bathrooms, and a skylit second-floor office overlooking the family room...a floorplan which provides exceptional flexibility. The walkout lower level offers additional finished space ideal INLAW or use the 2nd FLOOR wing back wing for an INLAW! Impressively maintained and continually updated, the home features smart technology, smart thermostats, state-of-the-art intercom system, newer windows, automatic generator and an extensive list of improvements. Convenient to all that Bedford offers, inc. top schools and commutability.