Deacon David Sherwood House (1830)

555 Clinton Ave., Bridgeport

The Greek Revival house at 555 Clinton Avenue in Bridgeport was originally located on Fairfield Avenue. It was built for Deacon David Sherwood, a farmer, and was known as the “pink house.” According to A History of the Old Town of Stratford and the City of Bridgeport, Vol. I (1886), by Samuel Orcutt:

Dea. David Sherwood, a descendant of Matthew, through Samuel, John and Stephen, purchased this farm owned by Dea. Lemuel one hundred years before, consisting of one hundred acres, in 1830. He was chosen deacon of the First Church, in 1831, and served about twenty-five years. He died January 24, 1873, at the age of 94 years.

He cultivated and kept his farm nearly intact until his decease. The population and improvements had so surrounded him, that his land had become very valuable. He died with the impression that he was very rich. The land has been mostly sold, streets have been laid over it, and these acres are covered with manufactures, stores and fine residences; and a teeming, busy, population, with a school house and chapels.

In 1874, the house was moved to its current address to become the residence of George Willett, a bakery owner. The house was later remodeled with Colonial Revival elements.

Bridgeport City Trust Building (1929)

Bridgeport City Trust Company

Built between 1927 and 1929, the Bridgeport City Trust Building, at 955 Main Street in Bridgeport, is a 10-story art deco building designed by the firm of Dennison & Hirons. It is part of a group of buildings, called the CityTrust Complex, that were constructed between 1917 and 1930. After the Bridgeport Citytrust Company failed in 1991, the building was restored and is now called the City Trust Apartments.

Smedley and Sturges Storehouse (1772)

Old storehouse in Black Rock, Bridgeport

In the post-Revolutionary War era, the Upper Wharves at Brewster Street were the commercial center of the trading port of Black Rock in Bridgeport. The oldest surviving storehouse from that period is at 51 Brewster Street. Built in 1772, it has been greatly altered since then. It was built by the partners Samuel Smedley and Samuel Sturges. Both men were patriots during the Revolutionary War, Smedley being a prominent privateer. Later used as a residence, the old storehouse was purchased by the Fayerweather Yacht Club in 1937 to become their clubhouse.

Curtis Raymond House (1856)

245 Ellsworth

In the mid-nineteenth century, Captain William Hall arrived in the Bridgeport village of Black Rock. He purchased the four shipyards in Black Rock and began large-scale shipbuilding operations, which lasted until his death in 1860. At one time, he employed 90 men, one of whom was Curtis Raymond, whose house still stands at 245 Ellsworth Street in Black Rock. Built in 1856, the formerly Italianate-style house has undergone much remodeling over the years and has lost its front veranda.