Letter from James E. Frear to John Patterson Osterhout regarding a deed. James told him that he sent along a deed that John needed to sign and have notarized before sending it back. Money would be sent later for the sale of a mill property.

Letter from Ellen Lawson Dabbs to John Patterson Osterhout about her daughter, Junia. She told him how she found the name and that she named her daughter that because she could convince no one else to use that name for their child. She ended her letter by writing that she had gone to Austin, Texas because she was interested in the Girl's Industrial School. Included is an envelope addressed to "Judge J. P. Osterhout."

Letter from Gertrude Osterhout to Osterhout Family. She wrote to update her family about her life at school. She spoke of her school work and upcoming examinations, her concerns about her weight, and a recent death.