Possibly the grandson of Philip Pympe, five times knight of the shire for Kent between 1330 and 1340, Reynold was undoubtedly the son of Sir William Pympe, who died in 1375 during his third term as sheriff of the county, for as son and heir to the deceased sheriff he received a royal pardon in June 1377. Reynold, then apparently still a child, inherited Sir William’s estates, which, apart from Pympe’s Court, where the family had lived for over a century, included the nearby manor of Nettlestead, held of the earls of Stafford. Nettlestead became his chief residence, and there he built a new manor-house. His minority was most likely spent in wardship to Hugh, earl of Stafford, and before long he was married to the sister of his neighbour, John Freningham, Stafford’s trusted retainer and executor. After coming of age, in May 1392 he took possession of his lands, which were to be assessed in 1412 for the purposes of taxation at 100 marks a year.
It was not until after the accession of Henry IV and the promotion of Pympe’s brother-in-law, Freningham, as a member of the King’s Council, that he himself began to receive appointments to royal commissions. In 1401 he was a feoffee for the settlement of property in Dartford on Freningham and his wife, arranging for the remainder to be amortized for the upkeep of the newly-constructed stone bridge at Rochester. Before his death in 1410 Freningham made Pympe’s elder son, John, heir to a substantial part of his manorial holdings in Kent.
Pympe was elected to his second Parliament, in 1422, in company with Geoffrey Lowther, the duke of Gloucester’s lieutenant warden of the Cinque Ports. He was perhaps himself connected with Gloucester, for his elder son, John (who had died in the previous autumn), had served in the duke’s retinue in France on the campaigns of 1415 and 1421. Reynold Pympe died shortly before 28 Aug. 1426, leaving as his heir a grandson who had been named after him. Young Reynold was to die while still a minor in 1435, whereupon his brother, John, became heir to the Pympe and Freningham estates.
