At the intersection of Barnum Avenue and Harriet Street in Bridgeport is an Octagon house, built around 1856. The structure has the gravel wall with stuccoed exterior typical of this type of house, poularized in the 1850s by Orson Squire Fowler. Traditionally considered to have been built by P.T. Barnum, the house was actually built by Nathan Gould.
As requested, the octagon house built for Henry S. Smith in 1855 is located at the dead end of Bevin Boulevard in East Hampton. Smith was the son of Nathaniel C. Smith, who represented his town six times in the Connecticut General Assembly and served as town clerk for twenty-five successive years. The house, which has a porch and a later ell, has been owned by the Clark family since around 1900.
The Deming Sexon House is an octagon house on Middletown Avenue in East Hampton. The house appears to have two floors in the picture above, but on the other side the house’s basement is exposed and has windows, revealing that it actually has three floors.
An unusual octagon house with a Mansard roof is located at 86 Hallock Street in New Haven’s Hill District. It was built by Massena Clark, a real estate speculator who once had his own large estate on Whitney Avenue.
Located on Main Street in Old Saybrook is an octagon-shaped house known as the Ingham House. It was a prefab building, said to have been purchased from the Sears and Roebuck Catalogue around 1890. The attribution to Sears and Roebuck is open to question, because a number of online sources indicate that the company only began offering kit houses in 1908, and apparently such homes were only available in the United States starting around 1906. So the origins of the house must be considered as still undetermined. The building, which is not a completely symmetrical octagon, has been extensively remodeled to become a dentist’s office.
East Hartford has an octagon house on Naubuc Avenue. According to one source, it was built in 1852 for Rev. Benjamin C. Phelps, the minister at Hockanum Methodist Church. According to another source, the house was built in 1858 for the Curtis family and was owned, after 1867, by the Hollister family.