Benjamin Bosworth House // 1800

One of the most unique houses in Connecticut is this massive Federal style residence located in the small town of Eastford. Built next to the Congregational Church of Eastford (1829-2023), which burned down in 2023 by arson, the massive house has been known as both the Benjamin Bosworth House and Squire Bosworth’s Castle due to its first owner, Benjamin Bosworth (1762-1850). According to the Bosworth Family, the house was built in 1800 by Bosworth was a wealthy merchant, who hired Vini Goodell, a local carpenter to design and build the large Federal home. The house was completed by 1801 when the local Masonic group met in the building. As Bosworth was also a merchant, he used the basement as a storeroom. The house is also unusual for its monitor roof, a rarity in Federal period construction, which reads like a second structure on the house, due to the building’s size. After Bosworth’s death, the house was occupied by his niece, and was later purchased by Elisha Grant Trowbridge in 1897. Trowbridge was a grand-nephew of General Nathaniel Lyon (1818-1861), a local hero who was the first Union general killed during the Civil War. Trowbridge, an engineer, lived here until he died in 1963 at the age of 96. Later owners have had the monumental task of restoring and maintaining this behemoth of a house, to great success.

Eddy-Cutler House // c.1806

Located next door to the Rebecca Maxwell Phillips House on State Street in Warren, Rhode Island the Eddy-Cutler House stands as possibly the finest brick Federal style building in the waterfront town. In July 1806, Benjamin Eddy purchased this house lot and began construction on his new mansion. Born in Warren in August 1772, he married Abigail Kelly in 1794 and began a career as a sea captain. Like many of the town’s wealthiest residents, Benjamin Eddy was engaged in the slave trade. Captain Benjamin Eddy was captain of at least three slave voyages, delivering 139 captives to the Charleston docks in June 1806 alone. In 1808, just before the “Act Prohibiting the Importation of Slaves” he purchased and imprisoned 176 Africans – the largest number ever carried on a Warren slave ship. Nineteen died during the return voyage. When he reached Charleston, South Carolina the remaining 157 people were sold into slavery. At the time, the sale would have returned nearly $33,000. He would return home to this mansion on money profited from human suffering, a story as American as apple pie. In 1871, the Eddy Homestead was transferred to Charles R. Cutler, a ship master and whaler who had many successful voyages to the Indian Ocean.

Warren Masonic Temple // 1796

Located next door to the Randall House (last post) on Baker Street in Warren, Rhode Island, this early building has some history! Constructed in 1796 by the Washington Association, Inc., this two-story Federal period building is considered to be the oldest Masonic hall building in the state of Rhode Island. The elongated building is fairly plain in plan, but is adorned by corner quoins, elaborate pedimented entries, ornate cornice, and (now filled) ocular windows in the gable ends. The Lodge was likely built by local carpenters using Asher Benjamin’s plan books for the detailing.