My step-father was a Robert B. Caldwell b. 1923, d. 1975. He was m. to Mary Marcia (Miracle) Caldwell, who passed away 9/29/02.
He was the son of Robert M. Caldwell (a song writer) and was born in Bourbon County, Ky, Township Millersburg. His wife's name was Mabel (Debell). They had a step-daughter, Mary Alice McCourtney. Later on had a son named Charles David Caldwell.
In the 1880's census in Ky., there is a Robert Caldwell, age 15, estimated year of birth 1865. The head of that household was a Robert Caldwell.
This Robert Caldwell was 55 yrs. old - estimated birth year 1825. Birthplace: Kentucky. He was a preacher.
His father's place was Virginia.
I have no idea who all these different Robert Caldwell's were married to.
Does this help any? Do you have any other info on the Caldwell's you'd share with me?