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abt 1698 Windham, Windham, Connecticut. The family moved from Massachusetts to Connecticut.
Father's Death 3 Jan 1700, Windham, Windham, Connecticut
Appointment as Administrator, 1700, Windham, Windham, Connecticut, He and his mother were appointed Administrators of his father's estate.
Occupation 1701, Windham, Windham, Connecticut. Miller - He took over his father's business.
Property, 1702-1733, Windham, Windham, Connecticut. John bought and sold numerous pieces of property in Windham. His name appears on Windham deeds of real estate with transactions continuing even after his move to Boston.
Marriage to Elizabeth Fenno 3 Oct 1706, Milton, Norfolk, Massachusetts, Marriage also recorded at Windham, Connecticut on same day. - They had three sons and three daughters.
Residence, 1710, Boston, Massachusetts, Moved from Connecticut to Massachusetts
Residence, abt 1720, Boston, Massachusetts, Widowed
Marriage to Ann Copp (MA) 22 May 1722, Boston, Massachusetts, First Church of Boston - They had two children - one son who died in infancy and another child who was stillborn. Comment on Ann's Death Date, Book and gravestone inscription give Ann's death date as February 2, 1723 which must be incorrect since she was involved in two real estate transactions after that date.

Property, 19 Nov 1722, Boston, Massachusetts, John, with Ann signing also, sold one-half of a certain hundred acre lot in Windham.
Residence, 2 Feb 1723, Boston, Massachusetts, Widowed
Property, 27 Feb 1723, Boston, Massachusetts, John and his wife, Ann, and William Copp, shipwright of Boston, sold a house on Prince Street.
Marriage to Hannah Tawley, 22 Jun 1724, Boston, Massachusetts, They did not have any children.
Property, 28 Oct 1724, Boston, Massachusetts, On Oct. 28, 1724 he purchased another lot with buildings on Prince Street.
Occupation, 1 Jan 1725, Boston, Massachusetts, Brewer
Property, 27 Jan 1725, Boston, Massachusetts, John and Hannah, wife of John, sold land in Windham.
Property, 14 Jul 1725, Boston, Massachusetts, John and his wife, Hannah, mortgaged the Prince Street property.
Property, 29 Aug 1726, Boston, Massachusetts, Ephraim Fenno and Martha, his wife, and John Waldo and Hannah, his wife, mortgaged land with a stillhouse, stills, etc. owned jointly by them. This property was equally divided between them and John's portion appears in the inventory of his estate.
Residence, 9 Sep 1728, Boston, Massachusetts, Widowed
Marriage to Elizabeth Waldo, 14 Apr 1730, Boston, Massachusetts (She was his cousin.)
License, 20 Jul 1731, Boston, Massachusetts, John was granted a license to sell strong drink as a retailer without doors.
Death, between 28 Mar 1736 (dismissed from church) and 19 Oct 1736 (administrator of estate appointed), Boston, Massachusetts
Source: Genealogy of the Waldo Family, pages 50-56 (In Ancesstry)