Historic Homes Connecticut

Buck-L’Hommedieu House // c.1755

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This beautiful Federal style side-hall house is located on Maple Street in Chester, Connecticut, and (at least a part of it) was built by 1755 by Isaac Buck, who deeded half of the property to his son, Justus, during his lifetime. In the early 1800s, the property was purchased by Joshua L’Hommedieu (1787-1880), a manufacturer, who had the property redeveloped or redesigned in the Federal style giving it the appearance we see today. The house has its gable end oriented to the street with an elliptical fan and dentil block detailing.

John Gladding House // c.1825

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This vernacular, Federal period house on Union Street in Deep River, Connecticut, was built around 1825 for (and likely by) John Gladding. John worked in town as a joiner, a historic carpenter/woodworker, who either built houses or ships in the nearby Connecticut River. The Gladding House was likely originally built as a half cape, with a side hall entry and the two window bays to its left. As the family grew, the house was probably added onto to the right of the entry with the irregularly spaced bays. Houses like these that modestly grow and adapt to modernizations over time are what makes many New England villages great.

Captain John Clark House // 1802

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The Captain John Clark House in Canterbury, Connecticut, is one of the finest examples of the Federal style of architecture in New England, and has remained in a fine state of preservation since its construction in the early 19th century. The house was built by 1802 for John Clark (1731-1834), who purchased an earlier home on the site from and had it either taken down or enlarged to its present appearance. The mansion is symmetrical with five bays, central entry and twin chimneys projecting through the hipped roof. The central bay is a showstopper with its triangular pediment at the roofline containing a fanlight, Palladian window at the second floor, and main entrance with its own pediment, sidelights, fanlight transom, all framed by two-story columns. The house’s south facade is equally beautiful with its own Palladian window and entrance.

Dr. Andrew Harris House // c.1820

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This house is located across from the iconic Prudence Crandall House in Canterbury, Connecticut, and is another excellent example of a high-style Federal home in the town’s main village. Built in circa 1820, this residence was the home of Dr. Andrew Harris (1787-1840), one of two physicians in Canterbury in the early 19th century. After Dr. Harris’ death, the property was owned by Hiram and Nancy Waldo, who altered the house with the addition of a Victorian observatory at the rear, two-over-two sash windows, and an entry porch with paired door entrance.

Levally-Crandall House // c.1820

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This attractive Federal-style Cape house is located in Canterbury, Connecticut, and is one of the very finest such houses of its type in the state. The house was built by William Levally, a successful millowner in town who married Patience Horton just prior. William died unexpectedly in 1841, and the property was inherited by Patience, who then married Hezekiah Crandall, also a millowner, who was also the brother of Prudence Crandall, the teacher who operated the famous African American girls boarding school in Canterbury Center in the 1830s. Hezekiah and his sister later migrated to Kansas, after essentially being pushed out of town. The Levally-Crandall House stands out for its proportions, exterior moldings, and ornate entry with pilasters, sidelights, and a molded, keyed arched transom. The house has been lovingly preserved by the successive owners, who clearly take pride in owning such a piece of history.

David Nevins House // c.1746

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This house across from the Town Green in Canterbury, Connecticut, is believed to have been built by David Nevins, Sr. (1729-1758), a merchant who settled in Canterbury from Nova Scotia, Canada. Nevins tragically died in 1758 when overseeing the reconstruction of a bridge spanning the nearby Quinebaug River. It is said that while standing on a cross-beam, giving directions to the workmen, David Nevins lost his balance and fell into the river and was swept away and drowned. The property remained in the Nevins Family until 1842, upon which, it served as a parsonage for the Congregational Church, just across the street. The clapboard exterior, small-pane sash, center-chimney plan, and five-bay facade of this house give it architectural significance as a representative example of 18th-century Connecticut architecture. The stately Georgian doorway with swan’s neck pediment was installed by a local house restorer based upon physical evidence uncovered during the house’s restoration (and removal of Victorian-era porch) and while may be conjectural, it enhances the already beautiful old home.

John Carter House // c.1765

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One of the many stunning and well-preserved Colonial homes in Canterbury, Connecticut is this residence, the John Carter House on S. Canterbury Road. Records show that the house was built around 1765 for John Carter and his wife, Mary Smith. This house is a good example of the domestic architecture of 18th-century Connecticut and while there have been some changes over time, it continues to exhibit all the major hallmarks of the colonial type, such as a center-chimney plan, clapboard exterior, and five-bay facade. The house originally had a saltbox roof sloping to the rear, but was removed sometime in the 19th or 20th centuries, likely when the projecting Colonial Revival-era porch was added at the entrance. What a spectacular home!

William Moore House // 1803-2019

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Formerly located at the intersection of two historic turnpikes in Canterbury, Connecticut, the William Moore House was a historic and architecturally significant residence that stood over 200 years until its demolition in 2019. The large, Federal style house was built in 1803 for William Moore, a merchant who operated a store and also served as the town postmaster. The upper floor of this house at one time accommodated a ballroom where the local Masonic organization met. Later in the 19th century, the house became the home of prominent merchant, banker, and politician Marvin H. Sanger, Connecticut Secretary of State from 1873 to 1876. In 1921, it was the home of Lillian Frink when she became one of the first women ever elected to the Connecticut General Assembly, along with four other women elected that same year. The house with its projecting center pedimented bay, elaborate corner pilasters on pedestals, and elegant Palladian window represented the height of country Federal-period architecture until destroyed by a fire in 2018, leading the town to raze the building a year later in 2019. The lot remains vacant as of 2025.

Samuel Pellett House // c.1752

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The Samuel Pellett House in Canterbury, Connecticut, dates to the mid-18th century and is an excellent example of a Colonial-era home in this part of the state. Research in the land records suggests that this house may date from the time of Samuel Pellett’s second marriage in 1752 to Hannah Underwood. The couple planted two sycamore trees in front of the house to signify husband and wife but one was lost in the 1938 hurricane while the other survives to this day. According to historians, Sarah Harris Fayerweather, the first Black student at Prudence Crandall’s school nearby, worked as a servant in this house, then owned by Jedediah Shepard. The Pellett House is an excellent example of a Colonial Georgian home in Connecticut, with clapboard siding, center chimney, five-bay facade and small pane sash windows. 

Turnpike House // c.1810

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This house in Canterbury, Connecticut, is known as the Turnpike House and dates to the early 19th century. A great example of a Federal style residence, the symmetrical, five-bay home exhibits pair chimneys, multi-light double-hung windows, and an elaborate center entry with sidelights and fanlight transom. The house was built along the Windham Turnpike (now Connecticut Route 14), which was an early toll road established in 1795. Behind the main block of the house is a squat gambrel-roofed ell, that is believed to be made from an older house that previously stood on this site, perhaps dating as early as 1745. According to tradition, this early house, which was also at one time supposedly used as a jail, was the home of Rev. Dr. James Coggswell when he ran a school for boys in Canterbury. One of his pupils at that school was Benedict Arnold, the infamous turncoat.