Spectacular custom designed contemporary home located in a coveted Whippoorwill neighborhood in the heart of Chappaqua! This home is beautifully sited on two natural wooded acres with dramatic rock outcroppings on a quiet double cul-de-sac offering bucolic views and complete privacy. Architecturally distinctive with soaring ceilings and expanses of glass infusing the home with natural light & tranquil views from every room. Completely renovated and upgraded over the years, the sun filled kitchen opens to spacious dining and living room areas. Sliding glass doors from every room open to the expansive deck and seamlessly blends the interior space with nature. A few steps down leads to a huge family room with a cozy fireplace and custom built-ins. This 4 bedroom home (lives like a 5) boasts a luxurious oversized primary suite with two large walk-in closets and a spa-like bath with heated floors. 3 additional bedrooms, an office/ laundry room and hall bath complete the upper level. The finished walkout lower level includes a recreation room with full bath, perfect for a home office or exercise room, a convenient mudroom and wine cellar. Relax on the oversized deck and enjoy the serene, zen-like oasis! Recent upgrades include new kitchen appliances, roof, all windows and doors, new garage doors, new HVAC system including a new AC condenser, boiler, hot water heater; and more. Fully fenced-in backyard. Only minutes to town, schools, parks, train and Whole Foods + Lifetime Fitness at Chappaqua Crossing. A special home not to be missed!