Gaynesford’s family had become established at Crowhurst by the 1330s, when an ancestor (probably great-grandfather) of our MP acquired the manor of that name.
As far as his administrative and political career is concerned it is clear that John enjoyed far more success than any of his ancestors, an achievement which ensured that the family remained one of the most prominent in Surrey until the late seventeenth century. This prominence was in part owed to his training in the law and membership of Lincoln’s Inn.
By 1423 Gaynesford’s abilities had also come to the notice of the abbot of Battle abbey in Sussex, whom he served as steward of the court of the abbey’s lordship at Limesfield for several years. More importantly, before too long he was employed in a similar capacity by Humphrey, earl of Stafford, with regard to the latter’s substantial estates in Surrey. These included the manor of Bletchingley and by 1428 Gaynesford was serving as steward of the court there, a post which came with an annual fee of 26s. 8d. There can be little doubt that he was responsible for arranging the elections for the borough of Bletchingley to the Parliaments of 1431 and 1433 of his sons William and John II. On the first of these occasions he himself entered the Commons as a shire knight for Surrey. This was shortly after the end of his term as escheator of that county and Sussex. He and William were the first members of their family to be returned to Parliament, emphasizing the Gaynesfords’ rise to prominence in this period. Not surprisingly, John Gaynesford, called ‘esquire’, was among those of Surrey listed to take the oath against maintenance in 1434,
Gaynesford’s standing in Surrey and beyond was based not only upon the estates he had inherited, but also upon his own acquisitions. The process of enlarging the family’s landed holdings was documented in its cartulary, whose compilation was almost certainly the work of John himself, and was continued by both his eldest son and grandson. The cartulary eventually came to include copies of more than 200 deeds, most of which related to transactions undertaken in two phases, the first being the middle decades of the fourteenth century, when the core of the estate had been acquired, with the second period of activity centring on the first four decades of the fifteenth century, when our MP was head of the family. The cartulary reveals much about the manner in which he expanded the family’s land-holdings in Surrey and elsewhere. The first significant purchase, in 1418, was the substantial manor-house known as Crowhurst Place. It became Gaynesford’s principal residence and, as his will later demonstrated, was furnished and equipped in a manner appropriate to someone of his standing. In the meantime, further properties, including the manor of Horne, were acquired, probably by purchase.
John’s own popularity as a feoffee in Surrey has, however, been the cause of some confusion as to the actual extent to which he added to the family lands. In particular, it was assumed by one historian of the family that Gaynesford acquired the valuable manors of Carshalton and Beddington from Nicholas Carew† (d.1432), although it is clear from the transactions that he was involved purely as a trustee. One of the more important of those who were entrusted with Carew’s lands, he was also named among his executors.
Gaynesford’s successful expansion of his family’s estates placed him among the wealthier gentry in Surrey. In 1436 his income from land was assessed by his fellow commissioners of the tax levied that year at £60 p.a. from Surrey, Sussex and Kent. According to the cartulary, his holdings in Surrey and Sussex included by the time of his death no fewer than 14 separate manors or other estates, but there are no indications as to the extent of his properties in Kent.
The family’s position was also advanced through the realization of a distant claim to the manors of Hampton Poyle in Oxfordshire and Poyle in Surrey, as well as another manor of that name at Stanwell in Middlesex. This claim derived from the marriage of John’s grandfather to Margery, daughter of John de la Poyle (d.1317).
In the meantime Gaynesford’s first wife had died, and by the late 1430s he had married Elizabeth, the widow of John Benefeld, a fairly wealthy Sussex gentleman who had inherited property that included lands in Twineham and Hangleton said in 1412 to be worth £40 p.a.
For several years Gaynesford had been engaged as a feoffee of land in Lingfield for Sir Reynold Cobham, the duchess of Gloucester’s father, and after Cobham’s death in 1446 he assisted his widow Anne to further endow the Cobham foundation of Lingfield College, and to make settlements of her estates in other counties.
Gaynesford’s death coincided with the uprisings in the south-east led by Jack Cade, and the killing at Sevenoaks of kinsmen of his employer the duke of Buckingham, on 18 June, but there is no firm evidence to show that he too was a victim of the rebels.
