Fincastle is a small community ten miles north of Greencastle. It was platted May 17, 1839, about ten years after Blakesburg which was a little over a mile to the west. The 1864 business directory for Fincastle lists the dry goods and grocery store of Zaccheus Grider and also resident farmer Jacob Cord. Also noted in 1864 was the Christian Church on the north end of town, a school and residences of B. Harris, C. W. Twigg, J. Buntruant, J. Apple and M. Devaul. One of the prominent early families of the area was the Bridges family.
Charles Boles Bridges came from Montgomery County, Kentucky, near Mt. Sterling, to Indiana in September of 1834, settling first near Parkersburg. He then bought the James Secrest farm of 160 acres near Blakesburg. A biographical sketch of Charles Boles Bridges can be found on page 723 of Weik’s 1910 History