A lawyer from Dorset, Philip was related to John Leweston* (who like him represented boroughs in this county), and to William Leweston of Lewston, esquire, the head of the main branch of the family who towards the end of Philip’s life was to be assigned the final remainder in the entail of his property in Surrey. Perhaps they were all brothers or cousins. Philip is first found in the records in Michaelmas term 1423, when as a ‘gentleman of Stratford’ (probably a mistake for Stratton, near Dorchester), he stood surety in the court of common pleas, so it looks as if his career, focused on the central courts in Westminster, had already begun. Although in January 1426 he acted as a juror at the inquisition post mortem for Edmund, earl of March, conducted at Hooke in west Dorset,
That he did so was because his growing reputation in the law-courts at Westminster necessitated his regular presence there. The dean of St. Paul’s cathedral, Reynold Kentwood, had engaged him as his attorney in a suit brought by the duke of Gloucester in 1429,
On behalf of one of his fellow filacers, William Markeby II* of Lincoln, Leweston was enfeoffed of property in London in 1438.
Together with John Leweston (perhaps the former MP) in 1439 Philip was accused by (Sir) William Estfield* of illegal intrusion into his house in the London parish of All Hallows at the Hay, while he himself appears to have had property in that of St. Clement Danes, outside the bar of New Temple,
The cause of Leweston’s conflict with William Bovy* and his wife Lucy, who lived at Montacute ‘Burgh’ in Somerset, is unclear. He alleged that in January 1449 the Bovys and a servant, Robert Sherard, had taken silver plate worth £40 from him in the parish of St. Clement Danes, while in their turn Bovy and his wife accused the filacer of breaking into Lucy’s house at Montacute and physically assaulting her. In August 1450 the dispute was submitted to arbitration at Glastonbury, but no settlement was achieved, and further litigation followed, in the course of which Sherard was found guilty of the theft, before the Bovys were cleared of all charges.
