Benjamin Bradley House (1860)

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The Benjamin Bradley House, on Boston Street in Guilford, is an Italian-style villa built in 1860. Benjamin Bradley was the son of Benjamin Bradley and Juliana Leete. The house’s builder was William E. Weld, who also constructed the very similar house of Julie Labadie on Whitfield Street. It has been suggested the that house may have been designed by New Haven architect Henry Austin (see A Treasury of Guilford Places (2008), by Joel Eliot Helander, p. 270).

Leete-Griswold House (1856)

The Leete-Griswold House, on Fair Street (formerly Petticoat Lane) in Guilford, was built by Edwin A. Leete in 1856. The house is in the Octagon style, although it no longer has its original overhanging eaves with decorative brackets. Leete had grown up in the Pelatiah Leete III House on Leetes Island in Guilford. He only lived in his octagon house a short time before moving to a larger house nearby. (more…)

Capt. John Appleman House (1837)

Capt. John Appleman was a Mystic sea captain who commanded the Naptune and the Hero. His Greek Revival home was built in 1837 and is on Gravel Street in Mystic. The original pedimented entryway to the house was destroyed in the Hurricane of 1938. In 1958, the house was purchased by Capt. Edward L. Beach. He commanded the nuclear submarine, USS Triton, in 1960, when it became the first vessel to execute a submerged circumnavigation of the Earth. Capt. Beach was also a bestselling author of the World War II submarine novel, Run Silent Run Deep (1955).

James Plumb House (1804)

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The house traditionally known as the Jacob Pledger House, at the northeast corner of Westfield and East Streets in Middletown, was actually built by a prosperous farmer, named James Plumb, in 1804. The attached kitchen wing may have been Plumb’s original dwelling (built in 1740), before he built his early Federal-style mansion house. The house remained in the Plumb and Barry families until 1888 and is still a private residence.

Daniel Benton Homestead (1720)

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The Daniel Benton Homestead in Tolland was built in 1720 and was home to members of the Benton family until 1932. In 1777, during the Revolutionary War, twenty-four Hessian officers, who had surrendered after the British defeat at Saratoga, were quartered in the house on their journey to Boston, from where they would be shipped back to Germany. Daniel Benton had three grandsons who fought in the war: two died as a result of imprisonment by the British while the third, Elisha Benton, returned home in late 1776, after his confinement on a prison ship, where he had contracted smallpox. Back home, he was nursed by Jemima Barrows, whom he had courted before the war. He died after a few weeks, and she followed shortly after, having contracted the disease during their time together. They were both buried on the property, but were not buried next to each other, as they had not married. The Daniel Benton Homestead is famous as a haunted house and numerous articles with ghost stories about the house have been written on many sites. The house was purchased in 1932 by Florrie Bishop Bowering, a WTIC radio personality, who lived there until she died in 1968. The next owners, Charles B. Goodstein and William A Shocket, donated the house the following year to the Tolland Historical Society to open as a museum.