1637-1638The last sagamore of the Pawtucket, Masconomet, deeded a portion of the land between Labor in Vain (in Ipswich) and Chebacco Creek (in Essex), to John Winthrop, Jr. for £20.People and Communities, Economy and Industry, Land Ownership, Indigenous People's History

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“This doth testify that I Maskonomett did give to Mr. John Winthrop all that ground that is in betweene the creek commonly called Labor in vaine creek, & the creeke called chybacko Creeke for which I do acknowledge to have received full Satisfaction in wampampeage, & other things”…. “I doe fully resign all my right of the whole towne of Ipswich as farre as the bounds therof shall goe all the woods meadowes, pastures & broken grounds unto the said John Winthrop.”

This area included Castle Hill and Choate Island. The following year, Masconomet sold Winthrop the rest of Agawam from the Merrimack River to Salem Sound including Cape Ann, also for £20. The General Court required Ipswich to reimburse Winthrop Jr., who had paid from his own funds. Winthrop Jr. did not occupy the land, but later sold it to his brother-in-law Samuel Symonds before moving to Connecticut.

Malpica, Kristine. “Uncommon Ground: Pawtucket-Pennacook Strategic Land Exchange in Native Spaces and Colonized Places of Essex County and Massachusetts Bay in the Seventeenth Century.” ScholarWorks at UMass Boston, https://scholarworks.umb.edu/cgi/viewcontent.cgi?article=1687&context=masters_theses. https://www.salemdeeds.com/NAD/nativeamericandeedsImage.aspx?q=IpswichOriginalDeed1&t=ipswich
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