Hi Karen:Found the following on Ancestry (also, scroll further down to see my additional comments).
John Roscoe Chesterton (son of John Chesterton and Rose Dorr) was born November 01, 1877, and died 1953. He married Rita Batson, daughter of Ellis W. Batson and Ada Crowley.
Children of John Roscoe Chesterton and Rita Batson are: +Reginald Ellis Chesterton, b. Jul 24, 1899 +Allan Boudion Chesterton, b. Aug 13, 1900 +Doris Rosa Chesterton, b. Nov 20, 1902 +Hervey Dorr Chesterton, b. Oct 14, 1907 +Helen Ada Chesterton, b. Aug 16, 1910, Jonesport, Maine, d. Mar 17, 1992, Milbridge, Maine
Karen....The following is an email I sent to an Ann Wilson circa 2004 concerning a Newell R. Chesterton of Jonesport (who may have been a brother to John Roscoe Chesterton): "The 1900 Census for Newell R. Chesterton indicates he was 17 at the time and living in Jonesport, Maine with a family named Gunnings (at least that's what I can make out...the census is hard to read).Samuel Gunnings was the head and the wife looks to be "ROSE".Rose and Samuel were both born in Maine.Newell is listed as their son, but it says Newell's father was born in England.So Newell must be Rose's child by a prior marriage OR Newell was adopted by the Gunnings.Mr. Gunning was a Postmaster."
So it appears that John Roscoe Chesterton's mother Rose had two marriages.Perhaps you can find her living with each of her husbands, by checking the various census records. Hope this helps.-Rita Chesterton