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CHILMARK
Listed
25th May, 2026 for $45,000,000
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DESCRIPTION A rare offering on the shores of Menemsha Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Thoughtfully designed with striking modern architecture, walls of glass, and seamless indoor-outdoor living, this one-of-a-kind compound captures breathtaking water views from nearly every room. Set on 4.9 acres with a private 115-foot deep-water dock, the property represents an irreplaceable opportunity, as a waterfront estate of this scale and caliber could no longer be replicated. The main residence features six luxurious ensuite bedrooms, including a spectacular first-floor primary suite with dual spa-inspired bathrooms. Two state-of-the-art kitchens appointed with top-tier appliances provide exceptional spaces for entertaining, while the dramatic main living area showcases soaring cathedral ceilings and panoramic pond views. A screened porch and expansive waterfront deck create effortless transitions between interior and exterior living spaces. Upstairs, a striking glass-lined hallway with a dramatic glass floor overlooks the water, leading to guest suites with private baths and access to a second-floor deck. Exceptional amenities include a private theater with massage seating, wine cellar, and outdoor shower. Set just beyond, the pool house is designed as a private wellness retreat, featuring a heated indoor pool, spa, sauna, steam room, and cold plunge, all surrounded by retractable walls of glass that seamlessly blend indoor and outdoor living. The first floor also includes a full bath, kitchenette, laundry area, and spacious enclosed porch. The second level offers a luxurious guest suite complete with a bedroom, living room, spa-inspired bath with dual showers and soaking tub, and two private balconies overlooking the pond. The estate also includes an impressive barn-style entertainment pavilion with a professionally designed fitness center featuring floor-to-ceiling windows and scenic pond views. Adjacent is a sprawling recreation lounge designed for indoor basketball, billiards, ping pong, and additional sporting activities. Below, the structure houses an expansive six-car garage ideal for luxury vehicles, boating equipment, and recreational storage. Completing the compound are a private tennis court, hilltop writer’s cottage with panoramic water views, and a charming boathouse by the dock for waterfront gear. An unparalleled modern waterfront retreat in one of Martha’s Vineyard’s most exclusive settings. FIRST FLOOR DESCRIPTIONSee Floor Plans SECOND FLOOR DESCRIPTION See Floor Plans THIRD FLOOR DESCRIPTION See Floor Plans BASEMENT DESCRIPTION See Floor Plans OTHER BUILDINGS Dock SECOND DWELLING Existing Second Dwelling PARKING Private stone driveway. 6-Car Garage |
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Martha's Vineyard - Island Wide Listings - Updated September 20, 2026
©2026 LINK, All Rights ReservedNot responsible for misinformation or typographical errors. Prices are subject to change without notice. |
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