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The Sanibel Island Collection consists of photographs that highlight the geographical, environmental, social, and civic aspects of Sanibel Island. There are also letters, telegrams, and newspaper articles that highlight the social and community life on Sanibel Island. All materials in this collection are prior to the damage caused by Hurricane Ian in 2022.

Business, personal, family and military papers, correspondence, orders, bills, pictures, publications, engineering diagrams and blueprints. This collection contains the business papers of John S. Winthrop and Mrs. Susan Winthrop, including correspondence, plantation records, bills, orders, mortgages, tax information and bookkeeping records. There are also personal and family papers of the Winthrop family, including pictures of persons such as Sindey Alder and members of the Winthrop family, as well as the military papers for Captain Guy L. Winthrop. The collection contains a set of eight blueprints and designs, the business papers of Francis B. Winthrop, and a map of Burrow Hill Place.