Historic House

Benjamin Bosworth House // 1800

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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.

Sumner-Carpenter House // 1806

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I don’t think any state does the Federal style as well as Connecticut (Massachusetts is a close second)! This is the Sumner-Carpenter House, a high-style example of a Federal residence that is located on the backroads of the small town of Eastford, Connecticut. The house was built in 1806 for John Newman Sumner (1775-1831) who resided here until just before his death. The elaborate Federal period house was sold out of the family. After trading hands a half-dozen times, the property was purchased by David and Harriet Carpenter in 1881. The property remained in the Carpenter family for generations, and remained as such after Orlo Carpenter (1865-1938) was killed in the collapse of a barn during the hurricane of 1938. Architecturally, the house has all of the hallmarks of the Federal style, with the symmetrical main facade five bays wide, with a center entrance flanked by wide sidelights, and topped by a fanlight transom and corniced entablature. The window above the entrance is in the Palladian style, with a rounded center window flanked by narrower sashes. The house is very well preserved and was listed on the National Register of Historic Places for its architectural quality and preservation.

Abner Richmond House // c.1803

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This high-style Federal house sits across from the former Westford Baptist Church in Ashford, Connecticut. The house was built around 1803 for Abner Richmond (1761-1834) and his wife Eunice, who purchased 92-acres of land here one year earlier. Abner descended from John Richmond (1594-1664), one of the original white settlers of Taunton, Massachusetts in 1637. About ten years after he built his farmhouse, the town of Ashford paid the Richmond’s money for hardship caused by laying out a road right in front of the homestead. This 1812 occurrence possibly allowed the couple to invest further into the property, where they converted some of the rooms into a tavern, which was later accessible by the new Boston and Hartford Turnpike. The turnpike began in East Hartford and made its way through Ashford before winding its way to Boston. The house was documented as having 19th century stenciling on the walls, which survived underneath wallpaper (go figure). The new owners have clearly given the Richmond House some love and care, down to the perfect paint color.

Mixer Tavern // 1710

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Photo from real estate listing.

One of the most historic houses in Ashford, Connecticut was listed for sale! The house at 14 Westford Road dates to 1710, when John Mixer purchased the property which at the time totaled 100 acres, and applied for a license to operate a tavern. John Mixer was born in 1668 in Watertown, Massachusetts and married Abigail Fiske in 1695. Mixer worked as a tanner in Watertown before moving to Connecticut, becoming the first settler of Ashford in 1710. Mixer became Ashford’s first Town Clerk, Treasurer, Tavern Keeper, Select Man, and Deacon. Mixer and his family would eventually move to Suffield, Connecticut, but the old tavern remains in impeccable condition, largely due to its later owners and preservation as an inn and restoration in the 1920s.

“The Old Castle” // c.1712

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Located in Pigeon Cove, the northern section of Rockport, Massachusetts, the “Old Castle” is an iconic landmark in the charming coastal town. The exact year it was built is not known, but it is believed to have been built in 1712 by Jethro Wheeler (1692-1755), a shoemaker who settled here from nearby Rowley. In 1724, Jethro deeded the property to his son Benjamin, and he moved out of town. Benjamin, is turn sold the property to his son Benjamin in 1769. Benjamin Jr.’s son, John D. Wheeler in 1792 inherited the property and added the lean-to/kitchen room to the rear to create the present saltbox roof form. Various Wheelers continued to own the Old Castle for another hundred years. The property was gifted in 1929 to the Pigeon Cove Village Improvement Society, and is presently under ownership of the Sandy Bay Historical Society, who manage the property as a house museum. The house with its overhanging second story reads like a garrison, a common element in First Period houses in Essex County.

Samuel and Patty Randall House // c.1810

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This stately three-story Federal style mansion sits on Baker Street in the lovely town of Warren, Rhode Island. The house was funded by James Maxwell, of the local family of merchants and slave traders, for his daughter Martha “Patty” Maxwell and her soon-to-be husband, Samuel Randall. The house was gifted as a wedding present to the new couple, and an expensive one at that! Judge Randall operated a school nextdoor and established “The Telescope,” Warren’s third newspaper nearby the house. The pop of color at the entry and the Victorian-era door hood work so well on this facade as well.

Old Cooper Shop // c.1800

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This stunning Greek Revival house in Warren, according to historians, was built c.1800 as a cooper shop! A cooper as a professional, would make wooden barrels, tubs, and casks from wooden staves from their shops. This shop, which was originally a vernacular structure, was later renovated around 1833 into a Greek Revival style residence. On its facade, the house has two-story applied pilasters which break up the bays and smooth flushboard siding which makes the house even more stately!

Wheaton-Clapper House and Shop // c.1760

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Built before the Revolutionary War, this early example of mixed-use building is what we need more of in our cities and towns in New England. This charmer is located on Water Street in Warren, Rhode Island, and dates to around 1760. The house was occupied by D. B. Wheaton and later by a James Capper, through the 19th century. James’ wife Ann, worked as a dressmaker and the couple sold goods out of their property. As Water Street continued to proliferate with small businesses, a brick store was inserted into half of the ground floor with plate glass storefronts. This evolution of a Colonial-era residence happened all over New England, and it is great to see that the building is still occupied by a small business today!

John Banister House // 1751

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This deep, gambrel-roofed house is among my favorites in Newport. The house was built in 1751 for John Banister (1707-1767), a Boston-born merchant who moved to Newport in 1736, marrying Hermoine Pelham (1718-1765), a granddaughter of Gov. Benedict Arnold, that next year. Banister quickly established himself as a leading Newport merchant, trading with England, the West Indies, engaging in privateering and the slave trade. In 1752, he held one of the last public slave auctions in Rhode Island at his store, describing them in advertisements as “the finest cargo of slaves ever brought into New England”. The couple also built a country estate in Middletown, Rhode Island. John and Hermione had two sons, John and Thomas, who grew up in this home. John inherited the house after his father’s death in 1767, but the two brothers would soon find themselves on opposite sides of the battle for independence. Thomas was a loyalist, and even enlisted in the British army during the occupation of Newport, while John supported American independence. In retaliation for his patriot views, the occupying British forces seized this house, along with John’s farm in nearby Middletown. The house became the headquarters of General Richard Prescott during the occupation, although John later reclaimed his property following the British evacuation of Newport in 1779. The house has a later Federal entry, but otherwise is one of the best-preserved Colonial homes in Newport. It is a single-family home.

Smith-Pierce House // c.1829

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This transitional Federal-Greek Revival style house sits on the main street in South Britain, Southbury, Connecticut. The based on the style, the house was likely built around 1829 for Samuel Smith (1804-1856) who married Caroline Curtiss that year. Federal elements include the entry at the gable end, a pedimented facade embellished with modillions, and a doorway with sidelights and a leaded transom. Some moldings, the six-over-six windows and the simplicity of design are Greek Revival. It is one of the best preserved old houses in this part of Southbury.