Sorry it took so long to answer this. Below is a brief summary for John and Martha. I have some info on 3 of her sons with John but nothing showing a Boone or Calloway. But that does not mean they may not be connected since the spelling was later changed to Costley. We just may have to do some backtracking. If you can contact me directly I have a private site set up on MyFamily.com and I will send you an invitation. That way you can look through all the Castellow (and various spellings) information we have. There are also 3 really good Castellaw researchers that are members of my site that might be able to help as well.
John Castellaw and Martha Butler had a son William that John sold 170 acres to for 10 pounds.
John was in Bertie County, Northa Carolina in 1784, 1787 and 1790
In 1758 John met Martha Butler and had several children who did retain the Castellow surname.
John's tax listing in 1763 listed one free mulatto, one negro man and one negro woman.
John sold his son William (brother of James and son of Martha Butler) 170 acres for the sum of 10 pounds.
From the Miller book by Latham Lee Miller (researched by Shirley Ihnen, a Historical and Genealogical Researcher) it is stated that Martha Butler had two sons by John Castellaw (most likely before he married Margaret Dawson. They were given the Castellaw surname. The two sons remained in Bertie County while most of the children of John and Margaret (Charlotte, Thomas, Bartholomew, John Dawson, Henry D., Nancy and John W.) moved to Haywood County, Tennessee. The other brother, Thomas moved to Duplin County, North Carolina.
There is information on Martha Butler on a website www.freeafricanamericans.com
Here is some of the information for Martha:
She was said to be an Indian.
The person in Question was Martha Butler, Indian who was the Common-Law
wife of John Castellaw.
Bastardy bond 1754
Mcglaughon appears to be involved only as friend and bondsman for
Martha and John were not married. She was a "free mullatto female" taxed in 1761 and 1763 in John Castellaw's household in the Bertie County Tax List of John Hill and was in Castellaw's household in the tax list's of 1766-1772. She was apparently John's common-law wife for in 1771 William Castellaw was taxed in the Bertie list of Humphrey Nichols as a "free Mullatto" and in 1771 John made a deed of gift to "William Castellaw son of Martha Butler" (DB L:283). The deed was proved in Bertie Court by the oath of Arthur Williams who was probably the common-law husband of Elizabeth Butler. Martha was head of a Gates County household of 10 "free colored" in 1820 (NC:143). She was also said to have been Indian. In this time period if you were not white you were considered colored. It did not make any difference if you were Indian, Spanish or whatever, you were listed on tax rolls as "colored" or "Mulatto". So we may never actually know if Martha was a true "Mulatto" or if she was actually "Indian"
John Castellaw would probably have married Martha, but interracial marriages were forbidden by law, and any minister or Justice performing one lost his license. After Martha's death, John married a Dawson from "Eden House" on the Chowan River.
Ann Butler, born say 1670, was the servant of Samuel hersey on January 15, 1690 when she admitted in Somerset Co., Maryland Court that she had a "Molatta" child by "Emanuel Negro" a slave of William Coulborne. She promised to pay Hersey 1,200 pounds of tobacco for his expenses in raising the child. Emanuel was given 39 lashes on June 10, 1690 when he was convicted of stealing a hog (Judicial records 1689-90, 36, 57,60a,106,200). She may have been the ancestor those members of the Butler family who were in North Carolina by 1751.
Margaret Butler, born say 1725, Elizabeth, born say 1730, Martha, born say 1739, Robert, born say 1735, Isaac, b. say 1738, Rachel born say 1746, Abigail born before 1750, John born 1755.
Robert Butler, listed in the Summary List of the Bertie Co., Tax List for 1751 filed with the central government (CCF 190). In 1755 he posted bastardy bonds for two unnamed chldren he had by Jane Mitchell (Camin, NC Bastardy Bonds, 8). In 1757 he was taxable on one tithe in the list of John hill, Esqr., and in 1763 he was a "Free Mulatto Male" taxable in his own household in John Hill's list (CR 10.702. 1, box 1). In 764 he and (his son?) John Mitchell, "2 free molattos," were listed in the Bertie Co., Summary Tax List, and in 1766 he was taxed in his own household in the list of John Crickett. In 1770 he was one of the freeholders who were ordered by the September Bertie Court to work on the road to Cashie Bridge under Arthur Williams, overseer (Haun, Bertie Co, Court Minutes, IV:375). He sold 100 acres on Cypress Swamp in Bertie on February 16, 1785 (DBM:720) and was head of a Bertie household of 4 persons for the 1787 North Carolina State census. he died before May 1790 when Amos Turner returned an inventory of his estate in Bertie Court (Haun, Bertie Co., Court minutes, VI:813).
Isaac taxable in Bertie County in 1751 (CCR 190) and a "free mulatto male" taxable in the list of John Hill in Margaret Butler's household in 1761.
Margaret was head of a household of herself and "free mulatto male", Isaac Butler, in the 1761 Bertie tax list of John Hill. She was probably unable to support herself in September 1768 when she brought (her son-in-law?) John Castellaw and Edward McGloghan to court as securities "for her keeping Harmless and indemnifying the Parish of this County from Charge" (Haun, Bertie Co, Court minutes, III:831). They were apparently providing bond for the bastard child she was charged with in 1768 (Camin, NC Bastardy Bonds, 8). She also may have been the mother of William born say 1745, taxable head of a Bertie household of 2 "free mulattos" in the 1763 summary list.
Elizabeth Butler was a "free mulatto female" taxed in the 1761 and 1763 Bertie County Tax list of John Hill in the household of Arthur Williams along with David James and 7 slaves. Arthur Williams was a member of the North Carolina General Assemby for Bertie County in 1735 (Saunders, Colonial Records of North Carolina, IV:115). She was probably Arthur Williams' common-law wife and the mother of his two sons, Isaac and Elisha, who were taxed as white servants in 1767 in his household in the list of John Crickett and as "Mullatto's" in 1768. Masters: Arthur Williams
Isaac Williams counted as white in 1771 and thereafter. He married Nancy Bunch on December 7, 1769 in Bertie County bond with Jeremiah and Henry Bunch, Jr. bondsmen.
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