Experience the ultimate luxury lifestyle at this exquisite Martha's Vineyard estate, set on 9.5 acres in two adjoining parcels. Situated in a private location with commanding views of the Atlantic Ocean and Chilmark Pond, the property offers safety and serenity, perched on an elevated site well above the flood zone. The main house and guest house sit on 4-acres, while 0 Wooton Bassett Road is a 5.5-acre lot with an established building envelope, designed to offer water views without obstructing the vistas from the existing home. Together, these properties ensure unparalleled privacy and the potential to create a larger compound in the future. Chilmark House, designed by Seattle-based architect Rick Sundberg and constructed by master builder Andrew Flake, blends contemporary amenities with Vineyard themes to create a unique living experience. An enormous boulder, deposited by a receding glacier, sits strikingly close to the home’s entrance. Inside, tall ceilings, oak flooring, and walls of glass flood the space with natural light and showcase panoramic ocean views. The modern kitchen is a chef's dream, featuring cherry cabinets, granite countertops, and top-tier appliances from Sub-Zero, Miele, Wolf, and Scotsman. The home also includes a screened porch with high ceilings, perfect for dining and relaxing, just off the kitchen and deck. The primary suite offers access to a private study with a fireplace, two baths, a deck, and heated floors. The second wing features three guest bedrooms, two baths, and a dressing room. The heated infinity pool, surrounded by elegant terraces, offers stunning ocean views. Outdoor features include a large kitchen garden, fruit trees, and a half-basketball court. A detached 3-bay garage and additional parking complement the main house, while a two-bedroom cottage provides guests their own private retreat. The estate includes private south shore beach rights, accessible by boat from Chilmark Pond. This one-of-a-kind property, where the Obamas have chosen to vacation, epitomizes luxury living. All furniture, artwork, and gym equipment are available for purchase. Don't miss the opportunity to own this extraordinary estate.