George Hyland House (1690)

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Possibly built sometime between 1690-1710, although it might also date back to 1660, the Hyland House in Guilford is a saltbox house that was most likely constructed for the sheep farmer, George Hyland, who died in 1693. It was later owned by his grandson, Ebenezer Parmelee, who was a shipwright and a metal/woodworker. Parmelee built New England’s first steeple clock for Guilford’s Congregational Church in 1727.

The house was in danger of demolition in 1916, but was saved by the Dorothy Whitfield Historic Society , who opened it as a museum of colonial life in 1918.

Henry Whitfield House (1639)

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The house in Guilford built in 1639 by Henry Whitfield is the oldest house in Connecticut and the oldest stone house in New England. It was originally one of four stone houses built by the newly arrived English colonists to be part of the settlement’s defenses and to serve as homes for the town’s leaders. Whitfield, the community’s first minister, returned to England in 1651, following the execution of Charles I and the assumption of power by the Parliamentarians. The house has been operated as a state-owned museum since 1899, undergoing an initial restoration in 1903, and further work in the 1930s. Update: Here’s an interesting blog post about the Whitfield House.

Phoenix Mutual Life Insurance Company Building (1963)

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Built as part of Constitution Plaza in Hartford in 1963, the Phoenix Mutual Life Insurance Company building, designed by Max Abramovitz, is the world’s first two-sided building. Often called the “Boat Building” due to its shape, it is considered a notable example of the International Style of modern architecture. Phoenix was originally founded in 1851 as the American Temperance Life Insurance Company. Its name was changed to Phoenix Mutual Life Insurance in 1861.

Samuel Russell House (1828)

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Built between 1828 and 1830, on High Street in Middletown, the Samuel Russell House is regarded as “one of the premier examples of Greek Revival architecture in the Northeast.” It was constructed for Samuel Wadsworth Russell, who was an important figure in the early nineteenth century China trade. Russell commissioned the well-known architect, Ithiel Town, a proponent of the Greek Revival, to design the house. The construction of the house was supervised by the builder-architect, David Hoadley. With the Russell House, Town created one of the first homes in America to feature a Greek temple design, utilizing correct Greek proportions and six Corinthian columns on the facade. Its design would prove influential in the creation of other Greek Revival houses. It also set a high standard of elegance for Middletown’s High Street, which Charles Dickens is supposed to have called the most beautiful street in America. The house was given to Wesleyan University by Thomas Macdonough Russell, Jr in 1937.

Isham-Terry House (1854)

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Built in 1854 on High Street in Hartford, the Isham-Terry House is an Italian Villa-style home that was once surrounded by a residential neighborhood, now lost to urban renewal. Many drivers may notice this distinctive house, standing alone in its isolated position, as they go by on I-84. It was built for Ebenezer Roberts, a partner in a wholesale grocery firm with the Keney Brothers. In 1896 it was bought by Dr. Oliver K. Isham, who used it as both a home and doctor’s office. He lived there with his two sisters, Julia and Charlotte. The sisters continued to live there after his death, despite the vast changes to the neighborhood, remaining into the 1970s. In 1980, they willed the house to the Antiquarian and Landmarks Society, and today it is a historic house museum.

The house is notable for a variety of features. The tower to the rear was a later addition and has a third-floor window that awkwardly intersects with the main roof of the house. The house also has intricate cast iron work on the exterior balconies, ordered from the Pheonix Iron Works catalog of 1853 (Francis Pratt and Amos Whitney, two young machinists working for this Hartford company, would start their own company in 1860). The doorway features elaborate columns and stained glass. The inside of the house is virtually unchanged, remaining as the sisters left it, and thus represents a unique survival of a Victorian house interior, even including Dr. Isham’s undisturbed office.

Kellogg-Eddy House (1808)

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Built in 1808 for General Martin Kellogg on Willard Avenue in Newington, the Kellogg-Eddy House was the home of an affluent farming family. A Colonial Revival wing was added in 1928. Kellogg was a descendant of Captain Martin Kellogg, who was one of the captives taken at Deerfield in 1704. He later taught Indian boys at Isaac Hollis’ School. He died after settling in Newington and a modern Middle School in town is named for him. Today the house is open as a historical museum run by the Newington Historical Society & Trust and can be rented for events.