The Administrative records series is organized into nine subseries: Corporate vision and mission; Evolution of the corporate structure; Directors and officers; Directors' and trustees' meeting minutes; Correspondence; Organizations of interest to Woodlawn; Special reports; Committees; and Woodlawn Trustees-PENNA, Inc.

Corporate Vision and Mission subseries is a file that contains William P. Bancroft's vision for urban and suburban planning, recreational parks, and affordable housing. These documents record Bancroft's own words and subsequent writings by his successors. This subseries contains Bancroft's letters and speeches, remembrances of him and his original mission for Woodlawn by his colleagues and successors, reports, brief histories by contemporaries, notes from the board of directors, and news articles articulating the mission of the Woodlawn Company and the Woodlawn Trustees, Inc.

Evolution of the Corporate Structure subseries is a set of files that reports the need for Bancroft to incorporate as The Woodlawn Company. Then understanding the benefit of a non-profit company, he formed Woodlawn Trustees, Inc. in 1918, and finally dissolved the Woodlawn Company in 1926. As Bancroft's property holdings grew, a company was formed to manage a corporate approach to the additional huge acquisition of lands for low-cost housing and future parks. In 1901 he named the new organization the Woodlawn Company. This subseries is also comprised of records that report the dissolution of the for-profit Woodlawn Company in 1918 and the creation of a new non-profit, Woodlawn Trustees, Inc., with the stockholders of the old company contributing all shares to the new organization. The original Certificate of Incorporation, its revisions, new company by-laws, and all its amendments through 1976 are included here.

Directors and officers subseries is comprised of a list of directors and officers of the Woodlawn Company and the Woodlawn Trustees, William Bancroft's annual report on Brandywine Hundred lands, Board officers' research, board mailings, correspondence from 1901 to 1981, and board retreats. This subseries incorporates a list of trustees and officers in Theodore Beck's report "The Story of Woodlawn" and miscellaneous records about various subjects such as property holdings, open housing, financial information, and other records provided by directors of Woodlawn.

Directors' and trustees' meeting minutes subseries consists of records of the minutes of the Woodlawn Company and Woodlawn Trustees, Inc. The materials include references to actions that affirm the Company's original mission, minutes discussing significant Woodlawn property holdings and events, correspondence, financial statements, and reports and updates about important Woodlawn endeavors. It also includes the papers of Elke E. McGinley, Woodlawn's executive secretary, and Lynn W. Williams, former President and Chairman of the Woodlawn Board of Directors, that further contain directors' and trustees' meeting notes, reports, proposals, financial statements, and correspondence.

Correspondence subseries contains correspondence with trustees and seven letter books. Three letter books contain correspondence of the Woodlawn Company; three contain correspondence of the Woodlawn Trustees, Inc.; and one contains a letter book of Charles Beck, dating from 1912 to 1926. The notes and letters to/from the directors and officers of the Woodlawn Company and the Woodlawn Trustees. Letter books of Woodlawn, from 1901 to 1928, and correspondence of directors and officers also appear in this subseries.

Organizations of interest to Woodlawn subseries contains information about various agencies and institutions that had an impact on Woodlawn's mission or that was a charity that Woodlawn supported. Interest also extended to people who influenced Woodlawn and its employees.

Woodlawn collected information about organizations in which they were interested for various reasons. Organizations that might be competitors for real estate acquisitions or with the same interests in the conservation and preservation of open space were of interest. Or if an organization shared Woodlawn's goal of enhancing people's social, educational, and recreational quality of life or which might impact the welfare of city and county residents. Information about those organizations is collected here.

Special reports subseries contains reports from the board of directors and trustees, including a brief description of Woodlawn, twenty-five-year plans, and the "Status of the Flats" report. There are also reports to the board of directors, such as the President's and Chairman's annual reports.

Committees subseries contains information about committees within Woodlawn made up of multiple members of the board of directors and trustees, including the executive committee, the finance committee, the investment committee, the property committee, and the audit committee. Information about these committees incorporates meeting minutes, proposals, financial statements, correspondence, deeds, and reports.

The Woodlawn Trustees-PENNA., Inc. subseries consists of information about Woodlawn Trustees-PENNA., Inc, which was incorporated in 1971 as a wholly owned subsidiary of Woodlawn Trustees, Inc to hold real estate for investment. It includes the certificate of incorporation; by-laws; correspondence; deeds; tax information; and annual meeting materials such as meeting minutes, financial statements, property information, and directors' actions.