New Canaan Now & Then: George F. Lockwood House 


40 Cherry St.

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. It does not seem that Charles S. ever lived in the house. Instead, it was occupied by his sister, Emma, and her husband, George F. Lockwood. Charles S. lived across the street in 26 Cherry Street, now the site of William Pitt Sotheby’s International.

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Born in Stamford in 1849, George Lockwood led an incredibly active life. In his twenties he was part of a survey team that went out west to St. Cloud, Minnesota, to plot out a potential railway for the Northern Pacific Railway. Later, he toured with George F. Bailey, a relative, for a year as the treasurer of Bailey’s circus. The next year Bailey combined his circus with that of P.T. Barnum in order to form the Barnum and Bailey Circus.

George and Emma were wed in 1878 here in New Canaan and the couple moved out west. After a few years away, they moved back to 40 Cherry Street. The interior photos of the house are from George Lockwood’s album of photographs that he took from 1907 to 1909. Soon after his return to New Canaan, he became president of the First National Bank that his father-in-law established, serving for fifteen years earning the nickname “Bankie.” Lockwood also went into a partnership with his brother and the two established Benedict & Co., the last shoe manufacturer to occupy the Benedict Shoe factory.  On August 14 1904, Lockwood became the sixth person in New Canaan to own a car. He purchased a Northern from Dewitt Merritt, a local jeweler and agent for the Northern company.

After both George and Emma passed away, the property was bought by St. Aloysius in 1938. The house was used as a residence for the Notre Dame de Namur Sisters who taught in the school. The house was torn down in 1966 or 1967 when the construction of the new St. Aloysius began.

“New Canaan Now & Then” is presented in partnership with the New Canaan Museum & Historical Society.

4 thoughts on “New Canaan Now & Then: George F. Lockwood House 

  1. Wonderful to read this old history! Might be interesting to know James J. Cody, my grandfather, purchased the former land on which the original First National Bank building stood as part his holdings on Main Street. He then sold the land where the former bank now stands, to the First National Bank, as well as a small portion of the land behind, also owned by him, “so the bank president and his assistant would have ‘two’ spaces behind the bank”, as exists today. He then built and rented the Town’s first supermarket, located in the general area of the original First National Bank, to the First National grocery chain, now site of People’s United Bank & former Garlick & Herbs.

  2. Twenty-one Benedict, Ayres and Lockwood family members are buried in the Maple Street Cemetery nearby their homes and shoemaking shops nearby. Entrance to this cemetery which is now located next to The Vue development, between Maple Street and South Avenue, is from the Vue sidewalk, along the parking area off Maple Street, turn left after the first building, through the picnic area and children’s play area to the entrance to the burial ground. Hopefully, a sign will be erected to mark the way! Access to the cemetery is from 6AM to 9PM, 7 days a week.
    There is a sign at the burial ground entrance which explains this is the resting place of 54 New Canaan residents including at least one Revolutionary War soldier,Jonathan Ayres, buried there in 1826.

  3. @Terry Spring, Great information! The Benedicts, Ayres and Lockwoods (as well as the Dans and the Bruces) are ancestors on my mother’s side. May I ask where you found this information? Perhaps the historical society? I am doing my family genealogy and would like locate these sources for this information.

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