House History Blog

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.

Michael Richmond House // c.1814

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When the town of Ashford laid out a road across the land of Abner Richmond, he saw it as an opportunity to gift the newly organized plot across the road to his eldest son, Michael and his new wife, Polly as a wedding gift. Michael Richmond (1786-1881) built this Federal style house across the street from his father (see last post), likely employing the same builder, who employed similar design elements for both homes. In early life Michael learned saddle-making and afterward engaged in the manufacture of cloth, also axes. He was also engaged in staging and turnpike building, and in the mercantile business, until he retired at 60 years of age. He was a man of all trades! The house is now home to BOTL Farm, a pasture-based, sustainability-focused livestock farm that raises pigs, lambs, goats, and chickens ethically. Gotta love seeing farming coming back to Connecticut’s “Quiet Corner”!

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.

Mathewson-Dunn Residence // c.1815

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This Federal-style house sits on the heavily trafficked Pompey Hollow Road in the center of Ashford, Connecticut. Early history of the residence is sparse, but by the 1860s, it was the home to Charles Mathewson (1812-1880), who came to Ashford from Woodstock in 1850 and bought a saw and grist mill nearby. The mills were operated here until 1865, when he was succeeded by the firm of Lombard & Mathewson, manufacturers of fertilizers and wholesale dealers in agricultural implements. After successive ownership, the property, which included a 135-acre farm, was purchased by the Catholic Diocese of Hartford in 1921 with the intention of establishing a new parish in the Ashford area. The Diocese assigned Father William J. Dunn, a Connecticut native and son of Irish Immigrants, to this daunting task. Since they had no church building, he partitioned off a section of his own home to serve as a chapel for about 100 worshipers, until the purpose-built St. Philip the Apostle Church was built in the 1930s. The Federal style house here has an elaborated center bay which includes the entrance on the first story and a Palladian window on the second story. The main entrance is flanked by pilasters with Doric capitals which are replicated at the corners of the residence as well.

Bailey Cottage // 1896

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In 1896, Edward L. Bailey, a carpenter and housebuilder, erected this cottage on Haven Avenue in Rockport, Massachusetts. Bailey resided in the house, likely year-round and ran a store on the nearby main street. His cottage served as both a residence and an advertisement for his skilled carpentry, which likely offered him commissions for other cottages nearby. Bailey was also selected as the builder for the town’s Carnegie Library in 1907. The cottage blends Queen Anne and Shingle styles effectively under one roof.

Eben Phillips Cottage // c.1877

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In the mid-1800s, Rockport, Massachusetts was best-known as one of the main ports for the quarrying and shipping of fine granite up and down the east coast of the United States. While the rocky coastline made granite a prime industry, the natural scenery also made the coastal areas desirable for residential development. While many of the coastal developments here never took-off as they did in nearby Gloucester, Magnolia, and Beverly, there are some notable summer colonies that sprouted up! In 1855, Eben B. Phillips an oil dealer in Boston, purchased undeveloped wooded lots and pastures, and slowly began to lay out roads and survey for developable lots for summer cottages on a peninsula near Pigeon Cove. The development was named “Oceanview” and it was marketed as the extreme point of Cape Ann. Development was very slow to materialize, and started in earnest in the 1870s. Eben Phillips built this summer cottage before 1877 (possibly as early as 1850), where he would spend summers until his death in 1879. The cottage retains much of its original character and is a rare survivor of the rustic style cottages which were built before the phase of larger Shingle and Queen Anne residences were built in later decades.

“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.

Gott House // 1702

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Halibut Point State Park in Rockport is one of the most enchanting places in Massachusetts and it has so many layers of history! Before white settlement, Halibut Point was used seasonally by the Pawtucket people who came to harvest its wild fruits, fish and game on the land. In 1702, Samuel Gott (1677-1748) purchased eight of the 6-acre lots on Halibut Point. At the time, there were no roads to Halibut Point, but Samuel built this house on the land, and he began to farm here. The property passed down the family line and was later owned by Joshua (1754-1846), who came of age just as the War for Independence began. Joshua enlisted with the Revolutionary Army as it was being formed in Boston, and in 1776, he joined General Washington’s forces in the unsuccessful defense of New York. He returned home to lead a long and useful life as farmer and fisherman and was known as Captain Gott. As of the 2010s, the property remained in the same family, handed down through the generations from Samuel Gott over 320 years to today. How cool!

Cornè House // 1822

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What does this house and the tomato have in common? Keep reading to find out!

Michele Felice Cornè (1752-1845) grew up in Naples Italy and became disillusioned with the Napoleonic Wars. After the French occupation of Naples in 1799, he fled and was brought to the United States on the ship Mount Vernon, commanded by Elias Hasket Derby Jr., and settled in Salem, Massachusetts. Cornè moved to Boston in 1807 and lived and worked there until 1822 when he moved to Newport, Rhode Island, purchasing a property containing a barn. Cornè either had the barn renovated into this 1822 house or built the Federal period house from its timbers. Here, Cornè would paint many maritime scenes as murals in homes and businesses. However, his true contribution to his adopted country was convincing his neighbors to eat the tomato. While in Newport, it is reputed that Cornè introduced the tomato into the American diet. In early 19th century New England tomatoes were thought to be deadly poison. Cornè was accustomed to eating tomatoes in his native land and would regularly eat them without ill effect and, thus, allayed the fears of the residents of his adopted country. Today, the popularity of the tomato in American cuisine can be credited (in part) to Cornè and his love for the tomato.

Hutchings-Pfaff Gatehouse // c.1884

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Once located at the entrance to the Hutchings-Pfaff Mansion, this small stone gatehouse is all that remains of a great Roxbury estate. Built of locally quarried Roxbury Puddingstone decades after the main house was completed, the Victorian Gothic style cottage surprisingly survived the subdividing of the large property and was sold as a private home in the early 20th century. It is uncommon to see these types of outbuildings survive into the 21st century, so I hope to see this charming cottage survive another 150 years!

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.

New Haven Museum // 1929

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New Haven, Connecticut is known for its Gothic and Modernist architecture, but as it is located in New England, some good Colonial Revival architecture is not hard to find! The New Haven Museum building on Whitney Avenue was built for the New Haven Colony Historical Society, which was established in 1862 to collect, preserve, and publish historical matter related to the history of the greater New Haven community. The Society was housed in various locations around the city throughout the 19th century until 1929 when it relocated to its present building designed by J. Frederick Kelly, a noted colonial revival architect. The symmetrical building with its eleven-bay facade is notable for its arched recessed portico and rooftop cupola. The building remains occupied by the New Haven Museum to this day.

Bailey Farmhouse // c.1767

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One of the oldest homes in Weare, New Hampshire is this large, Georgian farmhouse apparently constructed around 1767 by Samuel Bailey. Samuel’s father, Ebenezer Bailey, had purchased a property called “Lot 54, Range 1” in Weare, New Hampshire, which he then divided among his sons, Daniel, Samuel and Ebenezer Jr. for their own settlement in about 1767. Samuel received this lot in South Weare, upon which, the twenty-two-year-old and his wife established a farm and a family of at least eight children. Samuel died in 1824 and the farm was inherited by his son, Amos Wood Bailey, who continued operations here. Today, the large five-bay Georgian farmhouse is connected to a massive barn. It is a really spectacular property.