06/01/2026
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Chilmark , Massachusetts
7 Bed | 13 Bath | 14,780 sqft | 4.9 Acres
offered at: $45,000,000
A rare offering on the shores of Menemsha Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Set on 4.9 acres with a private 115-foot deep-water dock, the property is an irreplaceable opportunity, as an estate of this scale and caliber could no longer be replicated today. Designed with striking modern architecture, walls of glass, and seamless indoor-outdoor living, the compound captures breathtaking water views from nearly every room.
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 with top-tier appliances, soaring cathedral ceilings, a screened porch, expansive waterfront deck, and dramatic glass-lined hallways create exceptional spaces for entertaining and everyday living.
Beyond the main home, the pool house serves as a private wellness retreat with a heated indoor pool, spa, sauna, steam room, cold plunge, wet bar, enclosed porch with retractable glass doors, and a full second-floor guest suite with dual balconies overlooking the pond.
Additional amenities include a private theater with massage seating, wine cellar, outdoor shower, hilltop writerβs cottage, private tennis court, boathouse, and a 1,927-square-foot entertainment pavilion featuring a fitness center, recreation lounge, and expansive six-car garage for luxury vehicles, boating equipment, and recreational gear.
An unparalleled modern retreat in one of Marthaβs Vineyardβs most exclusive waterfront settings.
Listed by: Thomas Wallace