He was the son of Alexander Calderwood, baillie of Dalkeith, and was admitted advocate at the Scottish bar in July 1687.
After the Glorious Revolution he was made deputy-sheriff of the county of Edinburgh, and some time before 1707 received the honour of knighthood.
[1] Calderwood died on 7 August 1733, in his seventy-third year.
[1] He is buried in the Old Kirkyard of Lasswade on the outer south side of the Dundas Vault.
In 1723 Rev Robert Stark (1697-1766) began a period as chaplain to Calderwood's family prior to being ordained at Torryburn in 1725.