Welcome to 20 Buttonwood, a timeless Darien classic showcasing a renovated 5 bed 3.5 bath meticulously maintained home w/ expansive property & ultimate privacy. Set on a level, 1.25 acres the property is bordered by protected Land Trust. The flat/dry fenced yard provides endless possibilities for play, entertaining, gardening, and future enhancements. At the heart of the home is a beautifully renovated gourmet kitchen designed for both everyday living & effortless entertaining. The adjoining family, dining, living & sunrooms all flow seamlessly to the outdoor terrace, creating an ideal setting for indoor-outdoor living. Rounding out the first floor is the home office, and the newly renovated mudroom with custom built in lockers, radiant herringbone brick floors, natural oak desk, full size washer dryer & oversized soapstone sink. The 2nd level is home to all 5 bedrooms, including the primary suite w/ large balcony & an in-law suite with separate staircase for flexible living arrangements. The finished LL includes a gym and secondary laundry. The unfinished walk up 3rd floor provides great space for easily accessible storage or the option to finish for an additional 400+ sq ft of living space. Ideally situated on one of Darien's most coveted streets, just moments from Cherry Lawn Park, downtown Darien, Metro-North, and Ox Ridge Elementary, 20 Buttonwood offers a rare combination of escape and convenience. Don't miss this opportunity to own a Darien classic!