Southport Historic District

Trinity Church, Southport // 1862

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The Trinity Episcopal Church in the Southport section of Fairfield, Connecticut was established in 1725. Twenty families met for worship at its first meeting house in the center of town on Thanksgiving Day, 1725. Since then, the church has constructed five different places of worship in locations around town. Architect Albert C. Nash designed the church which was constructed during the years 1854-56. Sadly, the building’s near total destruction by wind during a tornado on January 1, 1862, required the church to be completely rebuilt as originally planned, with a few structural alterations. Trinity Church is an excellent work of early Gothic Revival church architecture in wood, one of the best I have seen in my trips around the region.

Simon Sherwood House // 1884

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The Simon C. Sherwood house, built in 1884, is a fine late nineteenth-century eclectic Victorian home, somewhat unique to the Southport area of Fairfield, CT, which is dominated by early-mid 19th century styles. Simon Couch Sherwood was the son of Edwin Sherwood, a wealthy shipping merchant who made a fortune from trade between New York and Savannah. The Queen Anne-Eastlake style home was added onto with a larger porch, obscuring an original oriel window on the side elevation. Sadly, the home has a safe, yet inappropriate pale yellow body color with white trim, which does not showcase the intricacies of the Victorian era home.

Edwin Sherwood House // 1837

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Located next to his son’s house, the Edwin Sherwood House in Southport, Connecticut is an excellent example of Greek Revival residential architecture in New England. The home was built in 1837 for Edwin Sherwood, a sea captain who traded between New York and Savannah with his two ships “America” and “Georgia”. From this wealth, he became President of the Southport Savings Bank and Director of the Danbury-Norwalk Railroad. The home was renovated in 2017 with a modern interior by Ken Gemes, an interior designer.

Augustus Jennings House // c.1830

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Walking around Southport Village in the town of Fairfield, Connecticut, transports you to an early-mid 19th century town with large Federal and Greek Revival homes overlooking Southport Harbor and the Long Island Sound. This home on Westway Road was built around 1830 for Augustus Jennings (1814-1886), the son of Captain Abraham Gould Jennings. Augustus became a carriage maker in Southport before founding Jennings Brothers, a paper manufacturing company; which in 1867, began to produce Japanese paper products. The Jennings House was originally located near the Pequot Library, but was relocated in 1899, which was likely when the central shingled gable at the roof with Palladian window was added.