In 1875, the area now known as Gregory was surrounded by farmland owned by George Abbott, R. Webb, H.F. Lyman, and P. & Halstead Gregory.
Located in Livingston County, the village had its beginnings in 1884 when it became a branch of the Grand Trunk Railroad. Out of all the villages formed in Unadilla Township, except for Kaiserville, Gregory was one of the last. Plainfield, Unadilla, and Williamsville were already in existence.
The railroad cut through the farmland of Halstead Gregory, of which the village was named. The Gregory family had been settled in the area since the 1870s. After the railroad depot was established, Halstead built and operated a general store nearby to attract travelers when they got off the train. The store also contained the village post office, with Halstead as the postmaster.
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By 1915, the Gregory farmland had been purchased and owned by the Howlett family. The area surrounding Gregory had a good share of schoolhouses, most of which are gone or renovated into homes…