Have you seen the 1827 Will of Elizabeth GWINN's father William, found at

http://www.rootsweb.ancestry.com/~tnsumner/gwinnw.htm

In part, it states:
I also give unto my two sons James and Ezekiel Gwinn and my son-in-law Benjamin Wilkerson, one hundred and twenty five acres, joining my hundred and fifty tract, on the Ridge, equally between them,

I'm not from Sumner Co., but I believe that the Ridge refers to an area near where the borders of Sumner, Davidson and Robertson counties meet. See the map at

http://www.rootsweb.ancestry.com/~tnsumner/sumnmap.htm

Also, William Gwinn refers to his property in Dry Fork. Dry Fork is an area around Fountain Head in the northern portion of the county. My folks lived there.

Benjamin Wilkerson probably lived in one of those areas.