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108 William Street, Vineyard Haven MA

108 William Street, Vineyard Haven MA

108 William Street, Vineyard Haven MA

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Property ID :


0.6570 Acres
Year Built


Beautiful property inside and out at a great price point. This majestic harbor view property offers living at its best in a vibrant area of well maintained and preserved period homes just one block to Main Street plus Owen Park deep water dock, beach, bandstand, and boat moorings. Enjoy all the benefits with the village mere steps away, clay tennis courts around the corner, and two blocks to Tisbury school. The Steamship ferry dock is ultra convenient for commuters and excursions to the mainland. Located in the heart of William Street, this Bracketed-Italianate style gem is known as the Capt. Benjamin Cromwell House and was carefully sited on the highest point of the property in 1873. Perfectly proportioned cross gable and cupola, impeccably renovated and updated throughout, features include 6 bedrooms, 5 baths, chef’s kitchen, oil heat, a/c, spacious finished third floor loft with soaring peaks. Don’t forget the adorable cabin guest house with its climbing roses plus a two car garage while overlooking the .66 acre manicured grounds. Skip over to Owen Park to your dinghy or kayak, grab a morning swim or stretch on the beach, or simply soak up a magical sunrise or reflective sunset while the sea ebbs and flows. As the captain of the old Island Line transportation service with steam-powered side-wheelers, the Eagle’s Wing and later the Monohansett, this property was an emblem of the Captain’s success and enhanced by its prominent physical setting with surrounding decorative caste iron fencing. The architectural details, water views, spacious veranda, gleaming wood floors, 9’ ceilings, crown molding, and more will captivate the attention of the most discerning buyer. The historic port of Holmes Hole became Vineyard Haven in 1871 and later Tisbury. William Street was the second street laid out by the village in 1831 and has consistently maintained its look. Truly a rare, in-town, luxury opportunity, in turn-key condition – a property which needs to be seen to be appreciated. Furnishings negotiable separately.

Parking: Landscaped stone and granite parking area by garage in back yard.

Basement: Exterior access to full basement with utilities, storage, oil tank and a separate room prepped to be future wine cellar.

Listing Agency: Viewpoints

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