The original portion of the Salem Jail complex—including the granite jail and the brick, Federal-style Jail Keeper’s House—was constructed between 1811 and 1813. The complex was expanded in 1884–1885 with a western addition that closely matched the original structure, aside from the addition of octagonal cupolas. A carriage house, likely built around the same time, completed the site. According to architectural historian Bryant Tolles, Jr., the Salem Jail was one of the oldest correctional facilities in the U.S. still serving its original function until its closure.

The jail ceased operations in 1991 due to inhumane conditions, including the lack of running water and electricity. Without a plan for reuse, the property sat vacant and overgrown for years, though its architectural significance remained. In 1999, the Jail Keeper’s House was severely damaged by fire. Historic Salem, Inc., with support from the Massachusetts Historical Commission and pro bono professional services, stabilized the building by replacing the roof.

In 2004, the complex was transferred to the Salem Redevelopment Authority. Historic Salem played a key role in the planning process to ensure the redevelopment adhered to the Secretary of the Interior’s Standards for Historic Properties. Public input emphasized preserving the buildings and including active community use.

After a competitive selection process, New Boston Ventures was chosen to redevelop the site, working with Finegold Alexander Architects. The project was completed in 2010, creating 24 residential units, a restaurant, and a permanent exhibit on the jail’s history.