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The Bird and Ulmer papers consist of photocopies of correspondence, land deeds, tax papers, political and other speeches, resolutions, and papers pertaining to church, lodges, last will, accounts of executors of estates, reports of estate, division of land, and the division of enslaved people with values assigned. These papers pertain chiefly to the plantations of Bunker Hill, Nacossa, and Freelawn, which flourished before the Civil War. The majority of the papers are dated from the 1850s through the late 1800s, although a handful are from the 1920s.

The collection consists of materials of the E.H. Tomlinson and Son Real Estate Company from 1893-1958. The series include client records, correspondence, day books, maps, blueprints, and scrapbooks. Contained in these series are family correspondence, financial records, legal documents, deeds, contracts, reports, photographs, newspaper clippings, postcards, and pamphlets.

The Mount Vernon Plantation (the name was later changed to Pickney Hills) was located in Jefferson County about seven miles east of Monticello, Florida with a view overlooking "Razor Lake," so named by Mr. Hollingsworth because of its shape. The number of enslaved peoples listed, the livestock listed, records of sales of farm products, purchases of supplies, and descriptions of different parcels of land shown in the Last Will of John Hollingsworth indicate that Mount Vernon Plantation covered rather extensive acreage. The will also shows that he owned a home near Edgefield, South Carolina, which was situated on "about eleven hundred acres."

The papers consist of certificates of purchases of land, a certificate commissioning Scarborough as Captain of a volunteer infantry company, land deeds, Territorial Florida manuscripts, a picture of Mrs. M.L. Scarborough, newspapers and clippings, personal letters, reports of blankets, provisions, and clothing required by Floridians in prison at Fort Delaware, promissory notes, receipts, invoices, and a typed copy of "Express-Supplement", a letter to an unknown newspaper editor by William T. Gregory in 1860, pertaining to the proposed secession from the Union by Florida and other states.