The Harleston family’s fortunes were founded by John’s grandfather, Roger Harleston. A successful land dealer, Roger acquired holdings in Cambridge, as well as estates elsewhere in Cambridgeshire. After his death in the late 1380s or early 1390s, the bulk of his lands in the borough and county passed to his eldest son, Ivo, who also inherited the Bedfordshire and Essex properties of his maternal grandfather, Sir John Wauton. Still a minor at Roger’s death, Ivo became a ward of the Crown, attaining his majority at the turn of the century.
In December 1430 Harleston was returned as one of the knights of the shire for Suffolk, where he had taken up residence, to the Parliament that opened at Westminster early in the following year. There is no evidence to link him with any magnate this early in his career, but his success as a candidate probably owed much to the support of more established figures in the county. Within two months of the dissolution of Parliament on 20 Mar. 1431, Harleston became a commissioner of oyer and terminer. He later served on another such commission, as well as several of gaol delivery, and was appointed (albeit very briefly) to the quorum of the Suffolk bench, suggesting that he had trained as a lawyer. Named as ‘lately of London’ in the late 1440s, during lawsuits over debts he had contracted in the City,
Whatever the case, in May the following year Harleston was appointed to his second commission of oyer and terminer, to hear and determine the complaint of a Dutch merchant, Clays Yandisson. According to a petition Yandisson had presented to the Crown, up to 80 armed men from Southwold had boarded his ship the previous December, while it lay in the town’s harbour. Having assaulted him and his sailors, they had sunk his vessel and its cargo by hacking a hole in the hold with an axe. Harleston and the other commissioners sat at Ipswich in July and at Henhowe in February 1439 to hear pleadings between Yandisson and his assailants, but the final outcome of the case is unknown.
In conjunction with his career as an MP and local administrator, Harleston also acted as a feoffee on behalf of others. In December 1430 he, along with William Clopton and a connexion of the Clopton family, Robert Cavendish, serjeant-at-law, were among those to whom the collegiate church of St. John the Baptist in Stoke by Clare conveyed a messuage in Sudbury.
Nearly two years later, Harleston and William Chapman acquired the keeping of a moiety of a manor in Cavendish and a tenement in Clare, both in Suffolk, from the Crown, in return for an annual rent of 43s. 4d. This grant was supposed to last during the minority of John Claveryng, the young heir to these properties, but it proved a short lived one, since in November 1442 the King committed the keeping of these properties to two other men who had offered to pay a higher rent.
A few months after he and Elizabeth had acquired their pardon of mid 1446, Harleston was one of those who appeared in the court of King’s bench to file a bill against John Sturgeon, a prisoner in the Marshalsea. He and his fellow plaintiffs, who included the marquess of Suffolk’s retainer, Sir Thomas Tuddenham*, accused him of breaking into their property at Whepstead in west Suffolk and depasturing the soil there on 5 Oct. 1446. Sturgeon was found guilty when tried at nisi prius two months later, but it is not clear to whom the property, for which Harleston was evidently a feoffee, actually belonged.
Apart from his place on the commission of the peace, Harleston’s last significant royal office was that of sheriff of Cambridgeshire and Huntingdonshire. He left office under a cloud, however, for he failed to render a full account when his term as sheriff finished. He did appear in the Exchequer in the person of his attorney, Roger Philpot, to begin the accounting process, but Philpot left the court without licence before it was completed. As a consequence Harleston’s estate, extended at a surprisingly low sum of some £20 p.a., and comprising manors and lands at Chesterton and West Wickham, Cambridgeshire, Stanton, Walsham, Shimpling and Bardwell, Suffolk, and Belaugh, Norfolk, was seized into the King’s hands in 1451-2.
