In 1626, Peter Minuit, director of New Netherland, negotiated with the Lenape (Delaware) people for use of Manhattan Island. The exchange: trade goods (cloth, beads, tools, kettles) valued at 60 guilders—long mythologized as "$24."
Key context:
The transaction founded New Amsterdam—later New York City. The deed (lost) reportedly survives only in a 1626 letter by Pieter Schagen referencing the 60-guilder purchase.