According to Register of the Middlebrook Family, Descendants of Joseph Middlebrook of Fairfield, Connecticut, Charles was a member of the 2nd Troop of the 4th Regiment of Cavalry, Connecticut Militia in 1816 and in 1820 was a Corporal in the 2nd Company, 3rd Regiment of Horse Artillery. I have not found the military records.
Charles owned property in Wilton and in Ohio. He owned a store at the intersection of Drum Hill Road and Ridgefield Road in Wilton, not far from where I have a home now. According to his will he owned property in Ohio. Notices in the Huron Reflector newspaper of Norwalk, Ohio in 1834 and 1836 indicate that the property was in Sherman Township, Huron County as well as the town of Cannon in what was the Connecticut Western Reserve.
Charles signed a will on April 5, 1831. He died shortly after on June 1, 1831 in Wilton at the age of 37 leaving a wife and five children under the age of ten. He was buried in Hillside Cemetery in Wilton
Children of Charles O'Hara and Sarah (Monroe) Middlebrook:
- Mary Hoyt Middlebrook, b. September 8, 1821, d. December 12, 1905; m. Henry Sylvester Flower
- Samuel Middlebrook, b. October 24, 1822, d. March 10, 1908; m. Artemesia Olmstead
- Charles Middlebrook, b. June 18, 1824, d. January 13, 1888; m. Ellen Murphy
- James Monroe Middlebrook, b. January 22, 1826, d. June 20, 1866; m. Emily Olmstead (sister of Artemesia)
- Sarah Middlebrook, b. February 28, 1830, d. October 15, 1899; m. Orsamus T. Sexton
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