I question whether the will in 1752 could be consistent with the story about the inheritance? Is your understanding that he went to England after 1752, when 'aged and infirm'? That would be about the only scenario that seems consistent with all of this.
The following is quoted from the Descendants of Roger Deering
The children of William and Mary Deering were probably raised by their grandparents, Charles and Grace Pine. Charles Pine mentions them in his will in 1752:
Item: I give unto Isaac Dearing my Grandson Fifty Acres of Land which was laid out to me by Virtue of a Grant of One Hundred Acres given to one Thomas Harris the Said Fifty Acres being laid out anew in Scarboro aforesd in the Year 1735, and is Scituate in Said Township and bounded as per the Proprietors Records in Said Town will fully appear. Item: I give unto the other Children of my Daughter Mary Dearing Deed the Sum of five shillings each to be paid at my Wife's Decease as aforesd.
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