Main Street Edgartown

Captain Benjamin Smith House // 1790

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The Captain Benjamin Smith House at 34 South Summer Street in Edgartown was constructed around 1790. The building sits on land that was once owned by the Coffin family who owned a broad sweep of land from Edgartown Harbor back to Pease’s Point Way. Many of the oldest houses in town were constructed by members of this family who had first settled in Newbury. Smith, a military captain who commanded a company of militia on Martha’s Vineyard during the Revolutionary War, was married to a member of the Coffin family and the family owned the home for over one hundred years. After successive ownership, in 1939, the Vineyard Gazette took over the building. The Gazette was the first newspaper to be published in Dukes County, and remains in the building to this day.

Edgartown Customs House // c.1825

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Edgartown in the early 19th century was booming as one of the major whaling towns in America. As goods were imported and exported in and out of the burgeoning town, a Customs House was required to essentially tax the goods. Until around 1825, the Customs House in Edgartown was located in private homes until the demand grew for a stand-alone structure on Main Street. This Federal style building was constructed to house a Customs office upstairs with two commercial spaces on the ground floor.

John Coffin House // 1703

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This historic Georgian mansion was built in 1703 for John Coffin (1647-1711) who moved to Edgartown by the way of Nantucket and Haverhill, Massachusetts looking for new work. John Coffin opened a blacksmithy
on the waterfront in Edgartown and immediately prospered, building this home after his success. Legend says the home was actually right on the street before the street was widened and after, the front steps and home’s location obscured the view of other buildings on the street. The home was moved back on the lot in its bucolic setting now amongst the hustle and bustle of downtown Edgartown. The home was threatened with demolition almost all of the 20th century due to the commercial nature of its location. Thankfully, it was acquired by the Vineyard Trust in 1946, who preserve it to this day with small businesses located inside.

Old Whaling Church // 1843

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Methodists on Martha’s Vineyard arguably left the largest lasting mark between religious groups on the island between Wesleyan Grove in Oak Bluffs and this stunning church in Edgartown. The Methodists in Edgartown grew with the success of the whaling industry there and their former church was outgrown, requiring a larger and more prominent worshipping space in town. Designed by Frederick Baylies, Jr., the Old Whaling Church was built by skilled shipwrights for Edgartown’s Methodist whaling captains and is regarded as one of the finest examples of Greek Revival architecture in New England. The Old Whaling Church was not only funded by mariners and those dedicated to seafaring trades, it was quite literally built by them, too. Baylies hired a crew of local carpenters who were equally as skilled in building churches as they were in constructing ships. The church is topped by a Gothic Revival clock tower which has crenellations, rounded arches, engaged pilasters, dentil cornice moldings and four spires capped with gilded acanthus leaf finials. The church was acquired by the Vineyard Trust in 1980, and they converted the old sanctuary into a performing arts space. The congregation meets in the former sanctuary in the summer months and in the vestry in the winter with its smaller numbers.