A member of a family long established in East Anglia, Wingfield was one of unruliest of that region’s gentry. The heir to an estate centred at Letheringham in Suffolk, he succeeded his father and namesake at the tender age of six.
In April 1423 Wingfield contracted with Mowbray to campaign with him in France, accompanied by his own small force of ten men-at-arms and 22 archers.
The duke died in October 1432, leaving a young and inexperienced son and heir. Another John, the 3rd Mowbray duke of Norfolk proved an inept lord. Prone to acts of lawlessness, he was also unable to control his retainers, most notably Wingfield, who now embarked on a long career of wrongdoing. Not long after the new duke succeeded his father rivalries between the Mowbray following and the affinity of William de la Pole, earl of Suffolk, began to cause dangerous tensions in East Anglia. These came to the fore with the murder of James Andrew†, a lawyer closely connected with the de la Poles, in the summer of 1434. Both Wingfield and Gilbert Debenham were implicated in the crime. Andrew had quarrelled with the Mowbray retainer, Richard Sterysacre†, and shortly before his death he had sought sureties of the peace from Wingfield and other supporters of his opponent. Although the authorities had prepared writs requiring Wingfield and his associates to provide the desired securities, a group of Mowbray men had ambushed and killed Andrew near Bury St. Edmunds on the night of 21 July, before they could be served. The killers had then fled to Bury, where Wingfield, Debenham and others had provided them with shelter and protected them from arrest. Denied justice, the murdered man’s widow and son, John Andrew III*, and their friends sought help from the earl of Suffolk. Fearing serious clashes between the de la Pole and Mowbray affinities, the Council summoned the two lords to appear before it in mid February 1435. The Crown’s intervention ensured the peaceful laying of indictments and these, along with appeals for murder sued by Andrew’s widow, led to lengthy proceedings in the court of King’s bench.
In the meantime Wingfield became embroiled in further disputes, and by the beginning of 1436 he was a prisoner in the Marshalsea at Southwark, either in connexion with the Andrew murder or with other quarrels. One of these other disputes was with John Ulveston*, a de la Pole retainer and lawyer who had helped to secure his indictment for aiding James Andrew’s killers. Taking advantage of Wingfield’s confinement, Ulveston brought a bill against the knight in King’s bench. He alleged that Wingfield had assaulted him in the London parish of St. Dunstan in the West on the previous 1 July, putting him in such fear of his life that he dared not go about his business in the City until late the following October. Responding to the bill, Wingfield denied using any violence against his opponent. He asserted that he had merely peacefully admonished Ulveston – upon encountering him at St. Paul’s cathedral – for his role in the indictment of the previous year. In the following Easter term Wingfield, by then again at liberty, began legal proceedings of his own in the court of common pleas, claiming to have suffered an assault in the City at Ulveston’s hands in November 1435. Ulveston pleaded not guilty and the matter was referred to a trial, only for Wingfield to fail to pursue his suit, suggesting that it had never been any more than a vexatious action.
The Andrew affair coincided with a quarrel between Wingfield and Robert Lyston, another esquire connected with the de la Poles. The dispute was over three manors at Badingham, Dallinghoo and Creeting St. Peter in Suffolk, properties which had once belonged to Sir William Carbonel, from whom both Sir Robert and Lyston could claim descent. In his will of 1423 Sir William’s grandson, Sir John Carbonel*, had directed that the Lystons should succeed to his estate if his own family died out in the male line, but an inquisition held in Suffolk after the death of the last male Carbonel in the early 1430s declared that Wingfield was his heir.
The unchastened Wingfield was soon crossing swords again with the earl of Suffolk, who sued him in 1442 for assaulting and imprisoning one of his servants at Framlingham.
In spite of having formed links with de la Pole, Wingfield remained in the duke of Norfolk’s service for a little while longer. Before the end of 1445 Mowbray appointed him receiver-general of his lands, and in the following year Wingfield was acting as the duke’s lieutenant as marshal of England. Initially upon becoming receiver-general, Wingfield, lacking in training for such a responsibility, which involved the handling of considerable sums of money, enjoyed the assistance of his immediate predecessor, John Felyngley. Notwithstanding his co-operation with Felyngley, he soon fell out with another member of the ducal administration, John Leventhorpe, treasurer of Mowbray’s household, in the autumn of 1447. He then quarrelled violently with Mowbray himself, possibly over charges of peculation or mismanagement which Leventhorpe had levelled against him. Whatever the case, the duke went to law, claiming that Wingfield had not accounted for the year 1446-7 and seeking damages of no less than £1,000.
Brought to King’s bench to answer the j.p.s’ charges, Wingfield acquired licence to negotiate with them out of court and was released from prison on bail. He obtained a general pardon in February 1448, probably with the support of the queen and through friendships formed with courtiers while accompanying her to England in 1445: among those who stood bail for him were the Household men, John Trevelyan* and Henry Langton*. He certainly benefited from the patronage of Queen Margaret on another occasion, apparently in the late 1440s, when she wrote to the duke of Norfolk, requesting that he should restore his ‘good lordship’ to Wingfield and his sons.
The breach between the duke of Norfolk and Wingfield became irreconcilable after Mowbray led an armed attack on Letheringham in the summer of the same year. Following the attack, Wingfield complained to the Council that the duke and his men, among them Gilbert Debenham, had ransacked his house, hunted his deer and taken away goods and money worth some £2,200 and three chests containing charters and other muniments. The Council responded to his complaint by committing the duke to the Tower on 28 Aug., and four days later a commission of oyer and terminer was appointed to investigate the matter. Released on the following 3 Sept., Mowbray was ordered to pay Wingfield compensation of no less than 3,500 marks, but it is very unlikely that he ever satisfied the MP of that sum in full.
Following his final estrangement from the duke of Norfolk, Wingfield became firmly identified with the Court. His son Robert joined him in this switch of loyalties, obtaining royal letters of protection in May 1450, prior to embarking for Normandy with Edmund Beaufort, duke of Somerset, one of the most important members of the Court faction.
After 1450 Wingfield seems largely to have retired from public life although he was appointed to an ad hoc commission at the end of the following year. He was still active in pursuit of his own affairs in the meantime, taking legal action against Henry Bodrugan†, then a prisoner in the Marshalsea, in early 1451. He alleged that Bodrugan had taken clothing, jewels and other household items worth £60 and £13 in cash belonging to him in the parish of St. James Garlickhithe, London, possibly from a house he owned in that parish.
