At 3171 Bronson Road in the Greenfield Hill section of Fairfield is a gambrel-roofed house built in 1757 by Rev. Seth Pomeroy. The son of Seth Pomeroy, a gunsmith and soldier from Northampton, Mass., who would serve in the Revolutionary War, Rev. Pomeroy, a graduate of Yale, served as the minister of the Greenfield Hill Congregational Church from 1757 until his death at the age of 37 in 1770. After Rev. Pomeroy died, the house was owned by Captain David Hubbell who used it as a store until it was purchased by Reverend William Belden, who served as pastor of the Greenfield Hill Church from 1812 to 1821. At one point the house served as an insurance office.
Dating to around 1800, the building at the corner of Bank and Pearl Streets in New London was part of the business operations of Jonathan Starr‘s family. Starr, who lived across the street, operated the Chester & Starr lumberyard and a grocery store at the site. According to the New London Heritage Trail plaque at the site: “Coffins and groceries both sold here.” The building now houses a restaurant and bar.
The house at 895 Saybrook Road in Haddam was built by the brothers Nehemiah and John Brainerd to serve as a social hall called Brainerd Hall. The brothers owned a granite quarry that they opened in 1792. Brainerd Hall was constructed soon after the brothers’ uncle Hezekiah Brainerd and his wife Elizabeth acquired the land from Elizabeth’s father, John Wells, in 1794. After John Brainerd’s death in 1841, the hall housed students at the nearby Brainerd Academy, a school established by the Brainerd brothers.. After 1857, Erastus G. Dickinson operated the Golden Bull Tavern in the building. It remained in the Dickinson family until 1964.
The summer cottage at 25 Pettipaug Avenue in the Borough of Fenwick in Old Saybrook was built circa 1871 on land sold that year to Mrs. Cyrus Knight. Her husband, Rev. Cyrus Frederick Wright was rector of the Church of the Incarnation (later renamed St. James’ Episcopal Church) in Hartford from 1870 to 1877. He resigned after an incident in which church funds were stolen by the parish treasurer. Rev. Knight then served as rector of St. James Church in Lancaster, Pennsylvania, from 1877 to 1889, but continued to summer in Fenwick. When he became Bishop of Milwaukee in 1889, he and his wife could no longer make the long trip to Fenwick and therefore rented the cottage for the summer. Rev. Knight died in 1891 and his wife, Elizabeth P. Pickering Knight, in 1912. The cottage was then owned for a time by Heywood Whaples. It was purchased in 1952 by Ellsworth Grant (1917-2013) and his wife, Marion Hepburn Grant (1918-1986), the sister of Katharine Hepburn. The cottage has later rear additions. You can read more about the cottage in Marion Hepburn Grant’s The Fenwick Story (Connecticut Historical Society, 1974), pages 128-131.
In 1759 Jonathan Hale, Jr. (1696-1772) of Glastonbury deeded one half of a brick house to his son, Theodore Hale (1735-1807), who acquired the other half in 1762. Built around 1745, the gambrel-roofed Hale House (1715 Main Street in Glastonbury) remained in the Hale family until 1810. It was owned for a time by Rev. Prince Hawes, pastor of the First Church of Christ. William H. Turner (1788-1872) bought the house in 1828 and it remained in his family until 1912. Turner, who served in the War of 1812, owned a coasting vessel, which operated from the Connecticut river to various Atlantic ports. He was also involved in shipbuilding and politics, serving in the state legislature and as town selectman.
The house at 108 Cornwall Avenue in Cheshire was built in the 1880s by James Gardner Clark. It was sold to James M. Speake in 1905 and then to Susan Hotchkiss in 1909. The house was used to board students of Cheshire Academy in the 1940s and 1950s.
The two identical houses at 22-24 and 26-28 Addison Road in Glastonbury were built c. 1920 as mill worker tenements by the Glastenbury Knitting Company. The company, which manufactured underwear, used an older spelling of the town’s name. These tenement houses were built in the then-popular Dutch Colonial style, featuring gambrel roofs. The mill eventually sold off the houses in the 1930s.