Browse Items (59 total)

The John Osborne House is one of the oldest structures in Fairfield, dating back to at least the early 1700s. Captain John Osborne once lived in this house.

Visible here is the rubble of a house destroyed by the 1954 hurricane.

480 Old Post Road

The Sherman Parsonage was built in 1816 by Judge Roger Minoit Sherman, who served the state in the Assembly, Senate, and Supreme Court. In 1848, following his will, the house became the parsonage for the First Ecclesiastical…

187 Westway Road, Historic house in Southport

Francis Brewer Home School for Boys, 766 Old Post Road.

The Francis Brewer Home School for Boys was built in 1800 initially as a private residence. Brewer bought the property in 1891 and turned it into a school. The school was around for 18 years…

Dimon House

536 Old Post Road

The Dimon house was built in 1825 by Daniel Dimon, a carpenter and Revolutionary War veteran. The house was owned by the Dimon family until 1911 when it was purchased by James T. Roche, who turned the house into a…

Frederick Hurd House

146 Sherman Center(formerly 1619 Post Road)

The Hurd house was located at 1619 Post Road until 1939 when it was moved to its present location in order to make way for a supermarket.

Knapp Homestead

632 Knapps Highway

The Knapp homestead was built by the Knapp family in 1830. The property was passed down to Charles Knapp who ended up losing it through stock failures. At one point the house was owned by Gustave Whitehead, an…

Benjamin Pomeroy House

658 Pequot Avenue

The Pomeroy house was designed by prominent local architects Lambert and Bunnell, who built the house in 1869. Mrs. Benjamin Pomeroy, the wife of a wealthy shipping merchant, built the house for…

Frederick Marquand House

720 Pequot Road

The Marquand house was built in 1832 by Frederick Marquand. A founder of the Southport Savings Bank in 1854, Marquand gave generously to various philanthropic endeavors, including the Theological…