Anna Cutler was born circa 1615 in London, England and died 30 September 1644 Watertown, Middlesex County, Massachusetts of unspecified causes. She married James Cutler (1605-1694) 1634 in Massachusetts.
Anna, maiden name unknown, was the first wife of James Cutler. James has a great write-up in the noted historian and writer, Robert Charles Anderson's book, "Great Migration, Vol 2, C-F." This volume is the "gold standard" of information for all the earliest settlers of New England. It mentions that James was one of the earliest settlers of Watertown, there by 1635, where he lived many years until he moved to Cambridge (that part of Cambridge known as Cambridge Farms, much later to be known as Lexington). It is not known where James and Anna married, or when, or what her maiden name was, but we do know that she lived in Watertown from about 1635 until her death in 1644. She was the mother of 4 known children in Watertown, and she was buried there. After her death, her husband married two more times and had other children.
Anna is mentioned in several books: 1. "Genealogies of the families and descendants of the early settlers of Watertown, Massachusetts, including Waltham and Weston : to which is appended the early history of the town."by Bond, Henry, 1790-1859; Jones, Horatio Gates, 1822-1893. Listed on page 189 as wife of James Cutler, maiden name unknown. 2. New England, The Great Migration and The Great Migration Begins, 1620-1635 (In The Great Migration Begins, Vol 1, A-F, page 303) in which the author correctly points out that there is no evidence that Anna's maiden name was Cakebread. The whole of Thomas Cakebread's estate apparently fell to Mary Cakebread, wife of John Grout, which would have been very unlikely if Thomas Cakebread had another daughter. 3. "A Cutler memorial and genealogical history" by Nahum Cutler. On page 17 the author mentions that James Cutler's wife, Anna, for whom he gives no maiden name, is 'by tradition a sister of Captain John Grout's wife.' Although he hints at the fact that Anna's last name may have been Cakebread, even this author, who cannot support this claim with any proof, stops short of proclaiming Anna to be a Cakebread.
Watertown, first known as Saltonstall Plantation, was one of the earliest of the Massachusetts Bay Colony settlements. Founded in early 1630 by a group of settlers led by Richard Saltonstall and George Phillips, it was officially incorporated that same year. The alternate spelling "Waterton" is seen in some early documents. The first buildings were upon land now included within the limits of Cambridge known as Gerry's Landing. For its first quarter century Watertown ranked next to Boston in population and area. Since then its limits have been greatly reduced. Thrice portions have been added to Cambridge, and it has contributed territory to form the new towns of Weston (1712), Waltham (1738), Lincoln (1754) and Belmont (1859).
Children
| Name | Birth | Death | Joined with |
| James Cutler (1635-1685) | |||
| Hannah Cutler (1638-1672) | |||
| Elizabeth Cutler (1640-1644) | |||
| Mary Cutler (1644-1715) | |||
Siblings