Charles E. Shepard was a general agent for Aetna Life Insurance. The architect Edward T. Hapgood designed Shepard’s 1900 Craftsman style house, located on the West Hartford side of Prospect Avenue. The house also has elements of a Swiss Chalet, most notably in the third-floor balcony. An adjacent carriage house was built in 1914, designed by West Hartford resident Cortlandt F. Luce. The house was acquired by the Oxford School, now the Kingswood-Oxford School, in 1924 and was used for a middle school. Additional facilities were attached to the original house over the years, but these were removed and the house’s exterior was restored when the entire property was converted for use by the town of West Hartford for a new middle School. The house was converted to office, library and classroom space and attached to the new Bristow Middle School building, off Highland Street, which opened in 2005. This example of adaptive reuse and restoration earned the architectural firm of Tai Soo Kim Partners a 2006 Historic Preservation Award from the Town of West Hartford.