Privately set on two beautifully level acres in Chappaqua’s sought-after Whippoorwill neighborhood, this sophisticated contemporary offers exceptional light, space, and seamless indoor-outdoor living. Thoughtfully updated and impeccably maintained, the home is surrounded by tranquil natural beauty with picturesque views from nearly every room. A dramatic open floor plan is enhanced by soaring ceilings, expansive windows, and walls of glass that flood the home with natural light throughout the day. Designed for both comfortable living and effortless entertaining, the main level features a spacious living room with fireplace, elegant dining area, and stunning family room anchored by a floor-to-ceiling stone fireplace and cathedral ceiling. The renovated eat-in kitchen is appointed with premium stainless-steel appliances and opens seamlessly to the outdoor living spaces. Upstairs, the serene primary suite offers a spa-like bath, while three additional bedrooms and an updated hall bath complete the second level. The walkout lower level provides exceptional flexibility with a recreation room, gym, bonus room, full bath, and abundant storage. Outdoor highlights include an expansive tiered deck with stainless cable railings overlooking the private, park-like property. Additional amenities include a generator, attached two-car garage, and remote-controlled blinds in the main living areas and nursery. Ideally located near Whippoorwill trails, downtown Chappaqua, Metro-North, shopping, dining, and award-winning Chappaqua schools, this exceptional home presents a rare opportunity to enjoy privacy, convenience, and luxury living in one of Chappaqua’s most desirable neighborhoods.