This collection contains legal and financial documents related to Robert Caldwell and his son Washington, of Penn Township, Pennsylvania. The first item is an indenture between Samuel and Margaret Caldwell of Salem, Pennsylvania, and Robert Caldwell, related to the estate of the recently deceased Joseph Harvey (January 24, 1823). The bulk of the material dates from 1840 to 1901, and documents the property interests of Robert Caldwell, as well as the financial and legal affairs of his son. Early items (1840-1872) consist of indentures, court records, and other documents, primarily pertaining to land in Allegheny County, Pennsylvania. Also included are several early bonds (late 1840s), as well as testimonies from several court cases, including Caldwell's disputes with William and Sophia Whitfield, John P. Schuster et al., George Miller, and Robert M. Callen. A survey map that Caldwell commissioned from E. H. Heastings, shows land along Plum Creek, near Millersville (December 28, 1854).
Later material pertains to the financial and legal affairs of Washington Caldwell, beginning with his assumption of administrative powers over his father's estate (March 25, 1873). Several receipts dated throughout the late 1800s relate to the purchase of carpentry supplies, and a series of court documents from 1899-1900 concern legal cases he presided over while a justice of the peace for the Allegheny County Court of Common Pleas, particularly wage disputes against Daniel Moore. Other material includes insurance policies from various companies, covering Washington Caldwell's property in Verona, Pennsylvania (1886-1892).
Two broadsides document Robert Caldwell's efforts to arrest a burglar (December 21, 1843), and Washington Caldwell's sale of his deceased father's "Frame Grist and Saw Mill" (January 23, 1875).