Robert’s father the lawyer John Giles had represented Calne in the first two Parliaments of Henry VI’s reign, but neither of them appears to have resided in the town, at least not on a regular basis. Robert himself lived in the south of the county at Coombe Bissett, about three miles south-west of Salisbury and not far from Wilton, where the county court met and parliamentary elections were held. His father, a veteran of nine Parliaments, was still clerk of the peace for Wiltshire when elections took place for the Parliament of 1442 at which Robert was returned for Calne. At some point father and son together sued a Salisbury mercer called Thomas Parys in the court of common pleas (where John was a filacer) for a debt of £20, a suit which resulted in the man’s outlawry.
Robert’s mother had inherited the manor of Ugford St. James near Wilton, which fell to our MP before 1458. For undisclosed reasons on 12 Oct. that year he conveyed all his lands and tenements there, as well as those in Coombe Bissett and elsewhere in the county, to a body of feoffees, headed by none other than Richard, duke of York, and including Masters John Cramburn and William Crowton and the lawyers John Whittocksmead* and John Mundy. He used the seal of the mayor and city of Salisbury as his own seal was not widely known.
Giles appears to have been childless: in November 1469 the surviving feoffees of his property granted the manors of Coombe Bissett and Ugford St. James to his brother William for 50 years, at a token rent.
