Smith Bailey House (1772)

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Built in 1772, on Old Main Street in East Windsor Hill for Smith Bailey, a goldsmith and silversmith. Bailey was married to a granddaughter of Timothy Edwards and had a shop in the building that is now the East Windsor Hill Post Office. His gambrel-roofed house was later owned by neighbor Lucy Webster, who sold it to Daniel Burnap in 1786. Burnap was a famous clock maker, who also worked with silver and brass in his East Windsor workshop. The most famous apprentice he trained was Eli Terry, who was born in the town and would become a prominent clock maker and a pioneer in industrial manufacturing.

Colt Armory (1865)

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The original Colt Armory was built in 1855 and was a central part of Samuel Colt‘s firearms-making empire. Based in the district of Hartford known as Coltsville, the armory was later joined by additional buildings, including housing for workers. The Colt mansion, Armsmear, was also built on a nearby hill, overlooking the factory complex. Three years after Colt’s death, the original armory was destroyed by fire in 1864. It was then rebuilt by Colt’s widow, Elizabeth Colt, using designs by the company’s general manager, General William B. Franklin. The new building was designed to be fireproof and also larger than its predecessor. It was also more decorative, with a design based on the styles of the Italian Renaissance.

The new Colt Armory also carried over the most dramatic feature of the original structure, the blue onion dome with gold stars, topped by a gold orb and a rampant colt, the original symbol of the Colt Manufacturing Company. Today, a gilded fiberglass replica is used, the gilded wood original now being displayed at the Museum of Connecticut History. As for Sam Colt‘s use of the famous onion dome, a distinctive feature easily noted by drivers on I-91, there are different theories concerning its origins, ranging from its being a tribute to his early Russian business contacts, to simply being a dramatic marketing statement which no one would forget. Coltsville is now undergoing plans for adaptive reuse and there is support for transforming the complex into a National Park.

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.