Today features the home of George F. Lockwood located at 40 Cherry Street. The first time the house appears in town records is in 1849, when it was bought by Charles Benedict from Hezron Ayres.
There is no mention of when the house was built or who owned it first. Hezron manufactured shoes in New Canaan at his shop on Brushy Ridge. In the 1830s, while his fellow manufacturers could only afford to pay their workers with drafts on the local general stores, Hezron paid his 46 employees in cash. Despite this success, his business eventually failed in 1851. Following Ayres, the next owner of the house, Charles Benedict, was another shoe manufacturer. He was a partner in Benedict, Hall, & Co. located on the corner of Main and Locust Street where the firehouse now stands. (This building was the subject of a previous “Now & Then” article back in February.) Charles was also one of the founding members of the First National Bank of New Canaan (originally housed in the vacant building next to Town Hall), as well as the New Canaan Historical Society. When Charles passed away in 1899, 40 Cherry Street was given to his son Charles S. Benedict.