A pedigree constructed in the seventeenth century on behalf of the Sidneys of Penshurst, Kent, the descendants of our MP, gave him an illustrious series of ancestors dating from the time of Henry II. Four forged deeds were inserted into the family archive to support the pedigree. Yet in reality the history of the family began with a Surrey yeoman of the late thirteenth century, and their original home was a farm in the parish of Alford on the border of Surrey and Sussex, about ten miles south of Guildford. In 1325 William Sydney made an enfeoffment in tail to Nicholas de Eyot and Isabel his wife of lands at Kingsham near Chichester, together with the advowson of St. Pancras church in the city, and this property was to be reacquired by our MP a century later. More property was accrued in the course of the fourteenth century in the neighbourhood of Cranleigh, together with lands in Bromley and Wonersh, and in 1403 another William Sydney (probably our William’s father) purchased two parts of a moiety of the manor of Loseley. That William and his son William were mentioned in 1408 in connexion with tenements in Rudgwick, just over the Sussex border.
The father lived at Cranleigh; the son is commonly distinguished from him as William Sydney ‘of Kingsham’, or ‘the younger’, and was the first member of the family to achieve any distinction. Until this time the Sydneys were little account in county affairs, but our William established himself among the armigerous gentry of Sussex, and his growing reputation as a lawyer specializing in the settlement of landed estates led to constant employment by aristocratic and knightly patrons and election to Parliament.
Of the public career of William Sydney senior little is known, although it was probably he who had been a tax collector in Surrey in 1395, and it is possible that some of the commissions ascribed to his son in the cursus above were in fact directed to him. There is no doubt, however, that the younger William was by far the more able when it came to local administration. Where he was trained in the law has not been discovered, but from the start his clients were by no means all drawn from the south of England, for in 1419 he stood surety for Makelin Walwyn* of Herefordshire, guaranteeing that he would keep the peace towards Sir John Skydemore*; and four years later he was asked to arbitrate in a quarrel over property at Stanwell in Middlesex, presumably at the nomination of one of the parties, Robert Okebourne of Salisbury, who later made him a feoffee of the property in question. Nor was this the only occasion he was asked to make awards in such disputes: in 1428 he did likewise in a matter pending in a bill in Chancery between a widow from Chertsey and a Surrey gentleman.
Both father and son long demonstrated a close interest in the parliamentary representation of Surrey and Sussex. The older William regularly attested the Surrey elections held at Guildford, doing so for nine of the Parliaments between 1414 and 1435, and on two occasions heading the list of attestors. His standing in the county was also made clear by his inclusion among those required to take the oath against maintenance as administered by the shire knights of 1433. The younger William joined his father at the Surrey hustings in the autumn of 1421, but otherwise preferred to attend those held at Chichester for the representatives of Sussex. That he did not appear on the Sussex list of those taking the oath in 1434 was due to his position as one of the knights of the shire responsible for administering it in their locality.
The wealth of evidence of Sydney’s activities as a feoffee and executor indicates that many of the landowners of the region depended on his expertise in the law and regarded him as entirely trustworthy. In the 1420s he was active on behalf of the families of Fust and Thorner,
Besides serving the earl of Northumberland, Sydney was also engaged by John Arundel, Lord Mautravers and de jure earl of Arundel, who in the will he made in 1430 named him among his feoffees, and noted that along with the lawyer John Hody* and John Lyly he was owed the sum of 230 marks for bonds they had entered on his behalf. As Arundel’s feoffee Sydney made presentations to churches in his patronage. Following the earl’s death in 1435, his brother William petitioned the chancellor to complain that Sydney and his fellows refused to give him seisin of the lands in Somerset promised to him by their late father and endorsed by Earl John at Rouen a few months earlier.
Sydney’s legal work was by no means confined to the earls of Northumberland and Arundel. The wealthy Sir John Bohun made him a feoffee of his lordship of Midhurst, and as a consequence he was party to the agreement made between Sir John and the townsmen of Midhurst, which brought to an end the disputes between them in 1432.
Sydney also established amicable relations with the diocesan. In 1438 he stood surety for Richard Praty, the dean of the King’s chapel, when he was given keeping of the temporalities of the bishopric of Chichester prior to his installation, and Praty named him among the executors of his will in 1445. Praty’s successor, the ill-fated Bishop Moleyns, had a reversionary interest in lands in Sidlesham, of which Sydney was a feoffee,
Sydney’s activities as legal advisor, feoffee and executor, as well as his commitments in the service of the Crown, left him vulnerable to suits in the law-courts and the processes of the Exchequer. No doubt as a precaution against such prosecutions he took out royal pardons, one in 1437 describing him as ‘of Kingsham, Sussex, and of Cranleigh, Surrey, gentleman’, and another in 1446 in which reference was made to him being a j.p. resident at Chichester.
Not surprisingly, this ambitious lawyer sought to expand his landed interests through marriage. What is more unexpected is that only one of his three wives came from Sussex. The first, Cecily, was the only child and heiress of Nicholas Wolbergh, from whom she inherited the manor of Westbury in Shenley, Buckinghamshire. The couple took possession of the manor in 1420 and ten years later settled it in tail-male on their sons, William and Richard.
Sydney’s second wife appears in the records simply as ‘Isabel St. John’, but there can be no doubt that she came from the ancient and distinguished Sussex family to which William St. John* belonged, and may have been either that MP’s sister or widow. It is likely that she died before the summer of 1445, when a settlement was made regarding Sydney’s manor of Kingsham, together with eight messuages, some 200 acres of land and £2 rent in the same part of west Sussex, all of which were entailed on Sydney and his male issue by her.
As already noted, even before his father’s death Sydney had acquired property in and near Cranleigh, and on 28 Nov. 1447 he secured from Henry VI a charter to create a park out of 800 acres of land adjoining his manor there, known as ‘Baynards’.
The bulk of Sydney’s estates now fell to his namesake, his eldest son by his first wife. On 20 Dec. the latter granted his stepmother for life the manor of Loseley and other properties in Surrey, presumably as her dower portion,
Meanwhile, our MP’s widow, Thomasina, who held for life a substantial part of his lands, had acquired from the Crown in 1455 the wardship of her eldest son, the Lunsford heir, which she sold to her mother Eleanor Barrington in March 1457. A month later she also conveyed to her mother the manor of Lambourne Hall in Canewdon, Essex.
