Chideock’s father had inherited substantial family estates including Chideock, More Crichel and East Chelborough in Dorset, Allowenshay and Kingston Pitney in Somerset, and from his mother’s family property at Westbury and Hilperton in Wiltshire and Clifton and Frampton-on-Severn in Gloucestershire. Even before he came into possession of his wife’s Fitzwaryn inheritance (in the last year of his life), he had become a very wealthy man, with holdings estimated to be worth £278 a year in the assessments for taxation made in 1412. When he died in September 1415, quite likely at the siege of Harfleur, his son and heir the future MP was still a minor, not yet 13 years old.
That autumn Chideock marked his coming of age by attesting the elections to Parliament held at the county court at Dorchester.
It is a mark of Chideock’s standing that he was knighted at Leicester on 19 May 1426, in company with the young King Henry VI and a select group of esquires from other distinguished families. In the following month writs were sent out for the arrest and imprisonment of his father, for having failed to pay Sir Thomas Stawell† and others the sum of 200 marks, due under a statute staple of 1414. Inquiries soon established that he was long dead, but it may be that as his heir Sir John had to take some responsibility for payment of the debt.
Such was Chideock’s position in Dorset society when he was elected to represent his native county in the Parliament summoned for 8 July 1433. While the Parliament was in session, on 7 Dec., his mother died,
Following his election to Parliament Chideock had been engaged in the kind of public service to be expected from one of his status, as a commissioner and j.p., as such making occasional appearances at sessions of the peace.
Chideock and his wife had not produced any sons, a circumstance which made the marriages of their two daughters highly valuable commodities. They both attracted matches of note, which were arranged by their father probably before 1441. Margaret, the older of the two, was married to William Stourton*, the son and heir of the influential (Sir) John Stourton II*, afterwards Lord Stourton, while Katherine, the younger, was married to William Stafford*, a younger but only surviving son of the wealthy Sir Humphrey Stafford* of Hooke. When Sir John Chideock died on 6 Mar. 1450, these two daughters were his heirs.
In accordance with his wishes, Chideock had been buried in the priory of Christchurch Twynham in Hampshire, but his widow may have overstepped the mark when making arrangements for religious services on his behalf, for the papal legate sent a mandate severely criticising ‘certain things done by her within the close of the monastery’.
