Thomas Prettyman Sr. was the son of John Prettyman of Northampton County, Eastern Shore, Virginia. His mother was John's first wife: Mary (Unknown) Prettyman. He was born in about 1684-85 at his father's "Messongo" plantation in Accomack County, Virginia. In 1696, John Prettyman II moved his family north from Accomack, Virginia, to Indian River Hundred in Sussex County, Delaware (then still considered as one of the "3 lower counties" of Pennsylvania). He later purchased the "Tower Hill" plantation in the Lewes & Rehoboth Hundred, Sussex County, Delaware, and moved there. It was about 5 miles south-west of the town of Lewes, Delaware.
Thomas Prettyman married a woman named Comfort in around 1710. They were both in their early 20s. There is an ongoing genealogical debate as to whether she was the daughter of Perry Leatherbury and his wife Comfort Bagwell Leatherbury, and a step-daughter of Robert Burton, Esq., or that she was the natural daughter of Robert Burton by his first wife, Catherine Cotton.
Family genealogist, D. Mitchell Jones, whose website included "The Prettyman File," until it was taken offline in 2014, argued that Comfort and her two sisters were the natural daughters of Robert Burton, not his step-daughters or daughters in law. F. Edward Wright in his 2005 book, "Colonial Families of Delaware," Vol. 3 (2nd ed.), accepts D. Mitchell Jones' findings, calling her "Comfort Burton," without firmly establishing her mother's identity, although he concludes ... possibly Catherine Cotton. Earlier unpublished research by Prof. C.A. Bonine, a Prettyman descendant who lived in Sussex County, Delaware, from 1950-1969, led him to believe Comfort was most-likely Perry Leatherbury's daughter but possibly that of Robert Burton and Comfort Bagwell, widow of Perry Leatherbury.
No birth or marriage certificates have ever been found to prove or disprove Comfort's family name, which hinges, at least somewhat, on when Catherine Cotton and Perry Leatherbury died, allowing widow Comfort Bagwell to marry widower Robert Burton. The woman, Comfort who married Thomas Prettyman Sr. must have been born before 1693 to have reached 17 years old (age of legal consent for a woman at that time & place) in 1710. In fact, all of Perry & Comfort Leatherbury's sons were born by 1690, while the 3 daughters were born in 1692 or later, as evidenced by Comfort (Bagwell, Leatherbury) Burton's 1709 will (she died in April 1709).[1]
According to D. Mitchell Jones: "There is one legal record with the name of Robert Burton's [first] wife and that is a 1692 deed in which she is "Catherin Burton". There is a Bible record at the Delaware Archives which states that Robert Burton first was married to a Catherine Cotton, Feb. 11, 1676..." [2]
Thomas and Comfort (Burton) Prettyman had three children:
Thomas Prettyman and his family lived with his father at Tower Hill, Lewes & Rehoboth Hundred, Sussex County, Delaware, where he received a grant of 200 acres. He died between 17 May when his will was signed and 17 July 1719 when his will was proven. He probably died about July 1, 1719. [3]
17 May 1719: Prettyman, Thomas, Sr. Yeoman. Will (copy). Heirs: Wife, Comfort Prettyman; sons Thomas and Robert Prettyman; dau. Elizabeth Prettyman; bros. William, Robert and John Prettyman. Exec'rx, wife Comfort Prettyman. Wits., Hugh Verdin, Elizabeth Walker, Anderson Parker. [4]
Thomas Prettyman, Sr. was born in 1687 (32) in Accomack County, Virginia Colony.
He died July 17, 1719 (32) in Sussex County, Lower Counties on the Delaware.
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Categories: Accomack County, Virginia | Accomac, Virginia