The following Genealogy is given by Dr. Craig and is reprinted here and can be found in my tree at   http://www.myheritage.com/site-54423901/fist-try  ;


Among the children of Oliver Caulk and his wife Anna were four sons: Isaac, Peter, James and Jacob. It is likely that they also had daughters, but their names are not yet known.

1. Isaac Caulk, the eldest son, inherited the "World's End" plantation on the north side of the Sassafras River. He married, before 1691, Mary Finch, an English woman, daughter of Francis and Mary Finch of Kent County, Maryland. He died at "World's End" in 1702. His widow, Mary then married Daniel Pearce of Kent County. She named five children by her first husband in her will of 26 May 1740:
  • Oliver Caulk, baptized in Cecil County on 30 September 1692, was past 60 before he married Phoebe Brown, a Quaker, in 1752. He died at "World's End" 22 December 1781, survived by three children: Mary, Isaac and Oliver.
  • Isaac Caulk, born c. 1693, married Temperance (surname unknown) and died at "World's End" in the winter of 1748/9. They had nine children: John, Isaac, William, Oliver, Jacob, Benjamin, Richard, Mary and Sarah.
  • Mary Caulk, born c. 1696, married George Wilson.
  • Sarah Caulk, born c. 1699, married John Kennard.
  • Jacob Caulk, born in 1702, never married and died in Kent County, MD, in 1758.
2. Peter Caulk, the second son, moved south to Talbot County to earn his livelihood, acquiring part of "Lostock" in 1706. A successful planter, he died there c. 1727. The name of his first wife, who died c. 1710, is unknown. His second wife, Sarah Cartwright, died in 1738. Peter's children by his two wives were:
  • Mary Caulk, born in February 1698, apparently died young.
  • Peter Caulk, born in 1700, married Mary Sockwell in 1725 and died at "Lostock" in 1756. He had five children: Mary, John, Henry, Dawson and Daniel.
  • John Caulk, born c. 1704, died unmarried in 1728.
  • Lawrence Caulk, born c. 1709, married the widow Mary Camper in 1744 and died in Dorchester County in 1772. His children included John, Elizabeth and Peter.
  • Sarah Caulk, born c. 1714, married Bartholomew Roberts.
  • Alice Caulk, born c. 1716, married Edward Collison.
  • James Caulk, born in 1718, married Judith Tribbles in 1740. He died before 1783 at his plantation called "Lewis" in Talbot County. His children included a son named Peter.
  • Francis Caulk, born c. 1722, apparently died unmarried after 1745.
  • Charles Cartwright Caulk, born c. 1723, died before 1743.
3. James Caulk, the third son, was married by 1695 to Sarah Allum, daughter of Nicholas and Ann Allum. Sarah's mother had been born Anna Wheeler, the daughter of John Wheeler and Catharina Lom of New Sweden. They lived in Talbot County, where James Caulk died c. 1706. One child has been identified:
  • James Caulk, born c. 1700, in Talbot County, moved as an adult to Northumberland County, VA, and then to Prince William County, VA, where he died in 1776. By his wife Eleanor, he had two known sons: James Calk, born 5 July 1729, and William Calk, born 7 March 1740.
4. Jacob Caulk, the youngest son, became a shoemaker in Cecil County. On 7 February 1713/4 he married Sarah Joce, widow of Thomas Joce of Kent County, MD, and mother of three children. Later, Jacob married Mary Freeman, daughter of William Freeman of Cecil County. They had two children: Elizabeth, born 23 November 1716, and William, born 11 February 1723/4. The will of Jacob Caulk, who died 11 February 1724/5, left his entire estate to his widow Mary during her widowhood, but if she remarried, his estate was to be divided between Elizabeth and William. His widow married Thomas Ward in 1729. No later trace has been found of the two children.  

 

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