Sylton was a Portsman of Winchelsea at least by the early 1430s, from when he claimed exemption from taxation on his chattels at nearby Icklesham. In later years he also claimed exemption on moveable possessions at Udimer, Fairlight and Eastbourne.
Sylton was a jurat when elected to the Parliament which met between 25 Jan. and 27 Mar. 1442. Evidently his performance proved satisfactory, as five days later, immediately after his return home, he was chosen mayor. Further business of the Ports engaged him when at the Brodhull of 24 July following it was decided that he, John Greenford* and Godard Pulham* should visit Rye to examine the process in a suit for debt, after an action of withernam had been unlawfully brought against Folkstone by the authorities there. He was re-elected mayor in the next year. Again a jurat when returned to the Parliament of 1447, he most likely continued to act in this capacity in later years, although records providing the names of jurats in that period no longer survive. He was among those whose attendance was required at a special Brodhull in September 1448 to hear and determine the disputes between Sandwich and Nicholas Aydlabye of Dover.
Little is recorded about Sylton’s private affairs, although it is known that in 1455 he was a feoffee of the manor of Levesham, probably at the request of Thomas Pope* of Rye.
