Edgartown Harbor

Captain Benjamin Smith House – Vineyard Gazette Building // c.1760

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The Captain Benjamin Smith House on South Summer Street in Edgartown, Martha’s Vineyard, Massachusetts, was constructed c.1760 and retains its historical and architectural integrity. Capt. Benjamin Smith (1740-1821) was a military captain who commanded a company of militia on Martha’s Vineyard during the Revolutionary War, after, he served as a County Sheriff and Town Clerk. Captain Smith and his wife, Love (Coffin) Smith, had nine children in this home; with two of their sons becoming sea captains. The property remained a single-family residence until it was purchased in 1938 by the Vineyard Gazette, the first newspaper to be published in Dukes County, beginning in 1846. When the newspaper purchased the building, it constructed a rear addition, seeking to preserve the old home but expand the footprint to increase its operations with editor offices located in the main house and assembling and printing machinery in the addition. The Smith House-Vineyard Gazette Building was later acquired by the Vineyard Trust in 2010 who preserve the building and continue to rent the space to the Gazette. The pre-Revolutionary residence features a five-bay facade, shingle siding,  and lovely historic double-hung windows. 

Collins-Schofield House // c.1750

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One of the older Colonial-era homes in Martha’s Vineyard, is this 2 1/2-story, side-gable, half-house clad in wood shingles on South Water Street in Edgartown. Deed research has not been undertaken, but a 1858 map shows the property owned by the estate of Palfrey Collins (1777-1857), who worked as a ship rigger, mariner, and day laborer on a nearby wharf, primarily on vessels preparing for whaling voyages from Edgartown. In the late 19th and early 20th centuries, the property was owned by sea captain, Ira V. Schofield (1837-1918). The residence retains its Colonial charm, including the (possibly original) eight-over-twelve and twelve-over-twelve sash windows, and door surround with transom over the paneled door.

Federated Church of Martha’s Vineyard // 1828

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Built in 1828, the meetinghouse of the Federated Church of Martha’s Vineyard is the oldest church building on the island in its original location. The structure was built as the Congregational church in Edgartown, with its founding dating back to 1642 when Thomas Mayhew colonized the island. The congregation in Edgartown raised money by selling the rights to individual pews, and took 112 years to pay off the remainder of its debt. The Federal style church building was constructed by Frederick Baylies Jr., its architect and builder, who used Asher Benjamin’s design publications to bring the stately design to life. When constructed in 1828, the church fronted Main street beyond a deep common in front, which has since been infilled with houses, seemingly to help the congregation pay off its debt in the 19th century. The church became known as the Federated Church in 1925, when that year, the Edgartown Baptist Society merged with the Congregational Church, sharing this edifice for their congregations. In 1857, Frederick Douglass delivered his historic speech, ‘The Unity of Man’ to a packed audience at the Meetinghouse. Every 4th of July, a reading of Frederick Douglass’ powerful speech, “The Meaning of the Fourth of July for the Negro” is read by community leaders and members.

Coffin-Dunham House // c.1682

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John Coffin (1647-1711) was born in Haverhill, Massachusetts, and later moved to Nantucket with his father finding work as a blacksmith. John moved to Edgartown (Martha’s Vineyard) in 1682, continuing his profession there as the island’s premier blacksmith. Soon after arriving, John Coffin and his wife, Deborah, built a small residence and blacksmith shop, here on South Water Street, which later became this stunning property with later additions and alterations. The construction of the original section is said to be built of timber infilled with brick, a luxury but also a necessity to protect John Coffin’s house in case of a fire from his attached blacksmith shop. The business did well and John and Deborah moved to a new residence on North Water Street by the turn of the 18th century. This property overlooking the harbor was later occupied and expanded by various artisans, including Elijah Dunham, a shoemaker, in 1792. It was likely under Dunham’s ownership that the house was expanded to its present two-story form with telescoping ells. More recently, the Coffin-Dunham House, one of the oldest extant buildings on the island, was thoughtfully renovated by Patrick Ahearn Architects.


Nunnepog House // c.1840

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Located on South Water Street in Edgartown, Massachusetts, the Nunnepog House stands as one of the finest mid-19th century homes on Martha’s Vineyard. The residence was built by Joseph Allen Athearn (1807-1867), who is listed in the Census as a carpenter. The first known owner is Edmund Bradley (1786-1869), then a retired sea captain, who lived here until his death. In the 1930s, the house became well known as The Seagull and the Whale, a shop in which Louise Meikleham sold homemade jams, jellies, and breads and later became her residence, known as the Nunnepog House, derived from the original Wampanoag name for the area encompassing Edgartown and Oak Bluffs on Martha’s Vineyard. The residence was moved to its present site in the 1950s or 60s and was more recently renovated and expanded from plans by Patrick Ahearn Architects. The residence is unusual for its four-bay facade with offset entrance and features many hallmarks of the Greek Revival style, including cornice returns, paneled corner pilasters, a wide frieze, and classical entry. The half-fan windows and corresponding shutters are a great design element of the facade which makes it stand out from other period homes.


Martha’s Vineyard National Bank Building // 1855

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Living on an island in the 19th century wasn’t as easy as you may think. Before this bank building in Edgartown on Martha’s Vineyard was constructed in 1855, all banking was done on the mainland, mostly in New Bedford. As Edgartown thrived as a whaling capital and later as a vacation destination, it was clear that a bank be built on the island for easy depositing and withdrawal of funds for residents. This bank, the first brick building constructed in Edgartown, was built to house the newly formed Martha’s Vineyard National Bank. It’s first president was Dr. Daniel Fisher, who made his money as a merchant and operator of one of the largest whale and sperm oil processing facilities in the country. The bank eventually relocated to Vineyard Haven and the Edgartown National Bank was created to fill the void in town. Amazingly, the building is still to this day occupied by a bank, Rockland Trust, seemingly adding to the continuous occupancy of the building by banking facilities for well over a century. The late iteration of the Greek Revival style is evident here with the heavy lintels over the oversized windows and the dentilled pediment at the facade.

Timothy Coffin House // 1828

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One of the finest Federal style houses on Martha’s Vineyard, the Timothy Coffin Jr. House on South Water Street in Edgartown is a well-preserved example of the five-bay, center hall form. The residence was built in 1828 for Timothy Coffin III (1797-1838), an attorney, after the death of his father, Timothy Coffin a year prior. The residence was built by master-builder Jared Coffin, likely a relative of Timothy. The builder stated that this was one of the finest houses he ever constructed. Timothy and his wife, Velina had six children in the home until his death in 1838 at the age of 42. One of their children, Zoraida, married Samuel Osborn, Jr. and inherited the house, which remained in the family until the 1950s. The residence is said to have some of the finest interior woodwork in Edgartown and features a stately doorway covered by a portico supported by fluted columns and intricate balustraded roof above. The residence also features a small “widow’s walk” at the roof, which provides views of Edgartown Harbor.

Captain Thomas Milton House // 1840

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Located on the idyllic South Water Street in Edgartown, Martha’s Vineyard, the Capt. Thomas Milton House stands as a fine and well-preserved example of a sea captain’s house built in the Greek Revival style. Captain Thomas Milton (1787-1862) was born in Liverpool, England, and first arrived to the island as a young man aboard a whaling vessel. He served as a Lieutenant and privateer during the War of 1812, when England restricted trade to maritime ports, which severely crippled the Edgartown economy. After the embargo ended, Captain Milton led whaling vessels and trade routes to as far as China. On his last trade excursion to China in 1837, Captain Thomas Milton brought back a sapling of a Pagoda Tree that was planted on the lot of his soon-to-be-built house on Water Street. Construction began on the house in 1840, which is unique for its asymmetrical four-bay facade and low hipped roof. Captain Milton died in 1862 and by the turn of the century, his residence was converted to an inn, which is now a part of the multi-building, Harborside Inn complex. The property has stood here for nearly 200 years joined by the ever-growing Pagoda Tree, which is believed to be the largest of its kind in North America. 

Captain Abraham Osborn House // 1834

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Built in 1834, this early Greek Revival house with Gothic Revival detailing, sits on Edgartown’s South Water Street, a notable street lined by large mansions built for early whaling captains on Martha’s Vineyard. The residence was built for Abraham Osborn (1798-1865), a whaling captain, soon after his marriage to Eliza Norton. Captain Abraham Osborn owned several whaling ships based out of Martha’s Vineyard and New Bedford, and one of these large vessels, the Ocmulgee, came to an untimely end early in the Civil War. When captaining the ship in September 1862, the Ocmulgee was approached by a ship flying British flags. When it got within speaking range, the British flags were replaced by Confederate colors and the rebel captain took over the ship, which contained 250 barrels of whale oil. The Confederates detained the ships officers and Captain Osborn in chains bringing them aboard their ship, the Alabama, which was known for stealthy operations to damage the economy of the Northern states. The rebels torched the Ocmulgee, forcing Captain Osborn and his crew to watch their profits burn up and sink into the ocean. The crew was detained for a few days and ultimately released near the Fayal Islands where they received help. Captain Osborn returned home and would die just three years later. The Osborn house was later inherited by his son, Abraham Jr., a retired sea captain himself, who eventually converted the large family home into a hotel called Ocean View. A famous guest at his hotel was Alexander Graham Bell, who was on island to study the extensive deafness prevalence for those on the Island. The house has since been converted back to a single-family residence and maintains its stunning Greek Revival entry portico and tripartite window in the gable with shuttered lancet openings.

Captain Tristam P. Ripley House // c.1835

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One of the great old captain’s houses in Edgartown, Massachusetts, stands here on South Water Street and is emblematic of the history of the harbor community in the 19th and 20th centuries. The five-bay Greek Revival style mansion was built in about 1835 and was owned later by Tristam Pease Ripley (1821-1881) a wealthy sea captain, originally from New Bedford, who operated whaling ships while out at sea for months or a year at a time. After becoming a Master Mariner on the sea, Captain Ripley settled down back in Edgartown and worked as a coal dealer, likely bringing ships from the mainland to the island carrying coal for sale to keep these grand homes warm during the brutal New England winters. The house was purchased by a local inn during the 20th century and significantly renovated inside and out, and is owned by the Harborside Inn.

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.