connecticut real estate

George Washington Smith House // c.1886

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This house on Westminster Road in Canterbury, Connecticut, is architecturally distinguished by its extensive and imaginative detailing, which reflects the widespread availability of manufactured architectural ornament in the Victorian period. The porch columns, archways, bay window, and round-arched windows all reflect an Italianate influence and the work of its original owner, Mr. George Washington Smith (1857-1937). The house dates to about 1886 when George W. Smith, built it from his workshop formerly located across the street. Smith manufactured mast-hoops, the wooden fixtures for attaching sails to the masts of sailing ships, and utilized his woodworking skills to build and decorate the exterior of his family home.


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.

Asa Bacon Farmhouse // 1783

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Located in northern Canterbury, Connecticut, this rural farmhouse was built following the American Revolution, showcasing the emergence of the Federal style from the Colonial Georgian type farmhouses before. The house dates to 1783 and was built by Captain Asa Bacon (1735-1819), a wealthy farmer and captain in the Revolutionary War. The home was also occupied by his son, Asa Bacon Jr. (1771-1857) a Yale educated lawyer who practiced law in town before moving to Litchfield. Asa Jr. was a turnpike promoter, advocating for turnpikes through the formerly sleepy agricultural town, opening it up to trade and commerce. The early Federal-period home features a five-bay facade and central entry with triangular pediment and fluted pilasters. The house appears much like it would have when originally built besides the Victorian-era two-over-two window sashes installed in the late 19th century. The farm even retains a few 19th century barns, likely built when the windows were replaced by later owners.

Farnam House – Yale President’s House // 1871

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In 1871, wealthy engineer and philanthropist, Henry Farnam (1803-1883), purchased a house lot on the desirable Hillhouse Avenue in New Haven, Connecticut, where he would live out his final days in retirement. Mr. Farnam made his fortune beginning in 1839, when he was instrumental in building the railroad connecting New Haven to New York. In 1850, he moved to Illinois where he partnered with Joseph E. Sheffield to build the Chicago, Rock Island and Pacific Railroad, becoming that railroad’s president in 1854. In 1868, Farnam moved back to New Haven when he hired Russell Sturgis, Jr., to design and oversee construction on his home there. Henry Farnam also worked with Sturgis on Farnam Hall at Yale, where he is the benefactor and namesake of the building. Henry Farnam died in 1883, and in his will, he stipulated that he would gift his property to Yale College under the condition that his son, Henry W. Farnam, could live there until his death. Henry Walcott Farnam was an economist, and served as president of the American Economic Association. In 1933, the property ownership was officially transferred to Yale University, who in 1936, renovated the property, changing its appearance from Victorian Gothic to Colonial Revival. Architects, Richard A. Kimball and Ellery Husted furnished the designs for the stately residence. Since that time, the Farnam House has served as the residence of the Yale President.

Abigail Whelpley House // c.1826

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The oldest extant building on Hillhouse Avenue in New Haven is this Federal-period house with later Victorian-era modifications. The Abigail Whelpley House was built by 1826 (with some estimates as early as 1800 and moved to the site) and was a traditional, five-bay, two-story Federal style residence. It is said that the house was built by James Abraham Hillhouse (1789-1841) for his widowed family member, Ms. Whelpley, and her two sons. As of 1849, the property was owned by Noah Porter, later President of Yale, who would alter the house in the 1860s with the addition of a mansard roof and trim, all designed by architect, Henry Austin. The house, now known as Allwin Hall, is maintained by Yale University and contains offices for the program on Ethics, Politics & Economics.

Graves-Dwight House // c.1862

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Hillhouse Avenue in New Haven, Connecticut is lined with stunning 19th- and 20th- century mansions showcasing the evolution of styles and architectural taste for the wealthiest residents. This is the Graves-Dwight House, a high-style Italianate mansion built around 1862. The residence was built for John Samuel Graves (1807-1892), a local businessman and politician who was a founder of the New Haven Gas Light Company. The architect is not known, but the house is the work of a skilled designer with immense attention to detail. The highly ornamented exterior features a symmetrical facade, bracketed cornice and window hoods, a recessed third-floor balconette with segmental arch pediment above, and bold, period-appropriate paint scheme. The residence was later owned by James McLaren Breed Dwight, a lawyer, and his wife, Cora Tallmadge Dwight. Since the 20th century, the property has been owned and preserved by Yale University, and is now home to the Archaeology Department.

John E. Calhoun House // c.1912

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This site, in the heart of Cornwall village, was once occupied by an early 19th century Federal style residence, built by the wealthy Pierce family in town. The Pierces’ large home was acquired by John E. Calhoun (1859-1940), a successful New York businessman, who retreated to his father’s hometown for summers away from the city. In 1911, a fire destroyed the home, which was wood-frame construction. This event mobilized Mr. Calhoun, who was untrained but interested in architecture, to begin planning a new summer residence, but of fireproof construction. Calhoun is said to have designed (and funded) the town’s library just years before, and modeled his home in line with the Colonial-era residences in the village, just larger and of brick. From the 1950s through the 1990s, the house was occupied by the headmaster and administration of the local Marvelwood School, but was re-established as a private home, a use that remains today.

Harriet Bennett House // c.1912

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While most houses I have featured in Cornwall date to the early-mid 19th century, there are some great examples of early 20th century Colonial Revival dwellings, built at the time the town became eyed as a wealthy retreat for city-folk. This Colonial Revival residence was built for Ms. Harriet Bennett (1841-1928), an ardent suffragist and an active member of the Connecticut Woman Suffrage Association. Harriet was married to William C. Bennett and after his death in 1898, she devoted the rest of her life to charitable causes and giving back to others. As a widow and in her seventies, Harriet oversaw construction of this house, which was completed by 1912, in that same year, established the Cornwall Equal Suffrage League, hosting many of its events and meetings from this house. The League’s activities mirrored the efforts of suffragists throughout the nation. The house remains a well-preserved example of a house in the Colonial Revival style in town.

Dwight W. Pierce House // c.1850

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On land he acquired from family, Dwight Wellington Pierce (1816-1901) erected this large, temple-front Greek Revival estate just outside Cornwall Village in Litchfield County, Connecticut. Mr. Pierce farmed this land and built barns across the street from his residence on Popple Swamp Road, where he kept his livestock. The Pierce house is unique in Cornwall as a temple-front Greek Revival style house and features a two-story portico with four Doric columns, the center two are rounded and fluted with the ends square. The elongated house is seven bays wide and must have been quite the sight when it was built in the mid-19th century.

General John Sedgwick House // 1860

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The Major General John Sedgwick House is located in Cornwall Hollow, Connecticut, and stands out as one of the finest residences in this part of the state in a rural setting. The house was built by 1860 for General John Sedgwick (1813-1864), who was born in a house standing on this site, which had been built by his grandfather, a veteran of the Revolutionary War. In 1859, the Sedgwick family homestead burned to the ground. Sedgwick, then already well established in his military career, took leave to oversee construction of its replacement. This house was built, apparently on the foundation of the old house, in 1859–60. The work was done by Cyrus Marsh, a local builder, in the Italianate style with decorative brackets, window mouldings, hoods, and a large columned entry portico. Major General Sedgwick was active in many campaigns, and during the American Civil War, he was killed by a sharpshooter at the 1864 Battle of Spotsylvania Court House, he was the Union Army’s highest-ranking casualty of the war and never got to reside in his Cornwall home.