Edmund Calloway was in Virginia prior to May 11, 1639, when his name appears on a deed for land in Charles City County. His sons were Thomas, Stephen, Richard, and Peter.

       On February 27, 1665, his son, Thomas Calloway, was granted a patent for 766 acres of land on the north side of the James River, between Flowerdew Hundred and Powell's Creek, for transporting 16 persons to Virginia. He was the father of Stephen, who was granted lands in Lower Norfolk in 1652; Richard (c. 1640 - 1688) who was a member of a jury in Isle of Wight County in 1664; William; Benjamin; and Caleb, who witnessed the oldest deed on record in North Carolina in 1661.

       His son, Caleb Calloway (c. 1640 - 1706), was a resident of Albemarle County in North Carolina by 1661, when he and Thomas Weamouth witnessed the deed of Kilcocanen, king of the Yeopin Indians, which gave George Durant the tip of land on Albemarle Sound, thereafter known as Durant's Neck. In addition to planting tobacco, he worked as a cooper, building the hogsheads using for shipping the leaves. He was active in the outbreak of the Culpepper Rebellion and a member of the Parliament in 1677. He was prominent in the affairs of Albemarle, serving as a Justice of the Perquimans Precinct Court between 1693 and 1699, Speaker of the Assembly of North Carolina prior to 1699, and Overseer of Roads from 1704 to 1706. Caleb married Elizabeth Laurance, the daughter of William Laurance and his wife, Rachel Welch.

            "Will" Laurence married Rachel Welch in 1655.  Their children included the following:  Elizabeth, born 24 December, 1655; Will, born 20 July, 1661; Rachell, born 16 April, 1665; John, born 14 March, 1667; Hannah, born 1 December 1669.  Hannah married Isreal Snelling.  This Laurance family information was given to us by Carolyn Nelson, a descendent of Hannah Laurence.
 

            The births of eight of  Caleb and Elizabeth's  nine children were recorded in the Old Berkeley Register: William (1671-1692); Dorothy (born 1674); Caleb (1676-1687); Joshua (born 1679); Mary (born 1681); John (1684-1687); Karhale (born 1686); and Elizabeth (born 1689).

      Only one son was alive at the time of Caleb's death in 1706 in North Carolina. In his will he mentions as legatees: son Joshua (to whom the plantation is given), daughter Rachel and her husband John Wyatt, granddaughter Elizabeth Wyatt, and his wife Elizabeth. The name of the county was not listed, but the property given to Joshua was on Yeopin River in Chowan County.