connecticut real estate

Smith-Curtiss House // c.1714

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The Smith-Curtiss House, which is possibly the oldest extant building in Derby, Connecticut, has sat vacant and decaying for years and is owned by the State of Connecticut. Believed to have been built sometime between 1714 and 1740, this historic saltbox farmhouse at 411 Hawthorne Avenue is slowly decaying due to lack of maintenance and funding. Early ownership is difficult to determine, but by the 19th century, the property was owned by Ms. Alice E. Curtiss. The old estate was sold by Ms. Curtiss in 1913 to Frances Osborne Kellogg, a businesswoman, philanthropist and environmentalist, as part of her 350-acre dairy farm and land-conservation holdings. The Smith-Curtiss House was used as a residence for the herdsmen who ran the farm nearby. Before her death in 1956, Frances deeded the property to the state as a public park, and allowed her head herdsman life-occupancy of this house for the remainder of his life. The State of Connecticut assumed possession of this house in 1981. The building has suffered from deferred maintenance since this period, with the State attempting to lease the building to tenants. I hope that local and statewide preservation groups can mobilize to secure grants and funding to restore this important property.

James Adams Farmhouse // c.1785

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This handsome New England farmhouse is located in rural Canterbury, Connecticut, and showcases the type of farmhouses available to local wealthy residents in the late 18th and early 19th centuries. The construction dates to about 1785, just after James Adams, a Lieutenant in the American Revolution, purchased land here. The property remained in the Adams Family until 1859. The structure rests on
a fieldstone foundation and is sheathed with clapboards. The Georgian farmhouse incorporates a five-bay facade with central entry with five-light transom and a large stone central chimney and jettied gable ends on the sides.

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!

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. 

Prudence Crandall’s School for Young Ladies and Little Misses of Color // c.1805

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Built c.1805 for Elisha Payne, this architecturally distinguished Federal style mansion in Canturbury, Connecticut is one of the most significant buildings in the state, not only for its architecture but historical significance. In 1831, a young white woman, Prudence Crandall, was asked to open a boarding school for girls in Canterbury. She purchased this mansion and began operations for the school, which was attended by many wealthy girls in town. In 1832, Ms. Crandall was approached by a young Black girl who worked as a servant in town, named Sarah Harris, asking to attend the school. Encouraged by conversations with both Harris and Maria Davis, a Black woman who worked for Crandall and shared copies of the abolitionist newspaper The Liberator with her, Crandall agreed to admit Harris. Almost immediately, residents protested the school’s admission of a Black girl and parents threatened to withdraw their students, Crandall undeterred, closed her school and reopened in 1833, solely for Black and Brown students. Young girls traveled from several states to attend the school. The legislature of Connecticut responded by passing the “Black Law,” which prevented out-of-state Black and Brown people from attending school in Connecticut towns without local town approval. Crandall was arrested, spent one night in jail, and faced three court trials before the case was dismissed. In September 1834, a nighttime mob of men attacked the house, smashing the windows, leading Crandall to close the school out of fear for her students as no protections were afforded to them. These events made national and international news in the 1830s and galvanized the burgeoning abolitionist movement. Crandall would later marry and left Connecticut, never to return. For her vision and brave actions at this school, Prudence Crandall is Connecticut’s official state heroine and the house was designated a National Historic Landmark in 1991.

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.