A majority of the documents in the Legal series pertain to property transactions of Benjamin Newton Duke and other individuals in Orange County, NC and Durham, NC. Property deeds dating from 1838 show changes in ownership of land that Duke eventually purchased. Other papers include architectural contracts, plans and specifications, trust indentures, a legal brief, copies of the wills of Benjamin N. Duke and Washington Duke, and materials related to the execution of the estates of Angier B. Duke and Benjamin N. Duke.

Financial records of the Dismal Swamp Land Company, including bills of sale, monthly ledgers, insurance certificates, and dividends awarded to stockholders. A substantial portion of the series consists of receipts of payment to the company and its payments to various stockholders, vendors, and legal courts.