This section really goes off the reservation with heavy speculation. Please take that into account while reading the following and for those doing research please do not simply add these names to your family database without thought. This data really needs to be researched further to see if more concrete evidence can be found to confirm or deny the following family groups as belonging to Matthew. As seen in the section on Matthew it appears that he may have moved to North Carolina in the area of Granville County by the mid 1750s. If this truly is the case then there is no evidence for him ever returning to Virginia, although there is no evidence to suggest that he did not or that the Matthew who was a son of James Mathews Sr. even left Virginia in the first place. By the early 1750s all of his brothers and his father were living in North Carolina (although Charles would eventually return to Virginia) so it would seem plausible that he also moved to North Carolina.

There are only three individuals who can be discussed as possible children of Matthew. The first of these is a younger Matthew Mathews who was the administrator for the estate of the Matthew Mathews who died intestate in 1784 in Lunenburg County, Virginia.⁵⁷⁸ Since we do not even know for certain if the Matthew who died in 1784 was in fact the youngest of son of James Mathews Sr. we cannot really claim that the administrator of the Lunenburg Matthew is even relevant to this discussion.

The second individual possibly tied to the Matthew who was the son of James Sr. is Philemon Mathews. As seen in the section on Matthew it is believed that he married Martha Russell, daughter of Philemon Russell, after the death of his first wife Judith. Lunenburg County deed records clearly state that Matthew's widow, Martha, had a son named Philemon.⁵⁷⁹ The fate of Philemon after this deed is unknown.

The final individual who may have been a son of Matthew was a William Mathews who married Susannah Reade, daughter of William Reade.⁵⁸⁰ While nothing is really known of Matthew Jr. or Philemon Mathews beyond one or two records there is a good bit of information on William, although there is not much to tie him to Matthew as a possible son beyond speculation. The caveat to the previous sentence is that there were several Williams in the area of Brunswick County and Lunenburg County who were all active at the same time. There was the William who was a brother of the John Mathews who married Lucretia Mathews; there was the William who was the son of Charles Mathews; and, there was the William who was possibly the son of Matthew Mathews. It is difficult to distinguish any particular William in the records unless we know something about the people they were either related to by marriage, or with whom they were known to have associated. The assignation of William Mathews to Matthew hinges on a pair of Lunenburg County deeds.

On 4 Oct 1762 John Mathis of Brunswick County sold two lots of 160 acres to "Mathew Mathis of Lunenburg County"⁵⁸¹ and "William Mathis of Lunenburg County".⁵⁸² The John Mathis in question is almost certainly not the John Mathews who married Lucretia Mathews as he is not known to have owned any land in Lunenburg County. Brunswick County tax lists refer to two men named John Mathews, one of whom was indicated to have lived near Red Oak Creek (the John who married Lucretia) and the other was indicated to have lived near Great Creek which was on the border of Lunenburg and Brunswick County.

There are two theories as to what was occurring with the 1762 deeds. The first is that the John Mathews who lived on Great Creek sold land to Matthew Mathews and Matthew's son William. The other theory is that this Matthew was not the son of James Mathews Sr. and that both this Matthew and William were sons of the John Mathews who sold them the land. The identity of the John who sold Matthew and William their land is unknown, but it is possible that he was a son of James Mathews Sr. as discussed here.

Regardless of whether William was a son of the Matthew who was James Sr.'s son or if he was the son of the John Mathews who lived on Great Creek is entirely debatable and at the moment I have no opinion one way or the other. What is known for certain is that William was in some way related to James Mathews Sr. as one of William's descendants has been yDNA tested and he is a match for those of us who descends from James Sr. This family has not researched especially well by me so the descriptions below will be brief. The names of the children of William and the spouses of his daughters who were married as of 1811 come to us from a chancery cause concerning his estate.⁵⁸³ The order of birth of his children below is not known for certain.