When first mentioned in the records, in 1436, Smart already possessed lands in Hampshire valued for the purposes of taxation at £7 p.a., although where they were situated and how he had acquired them has not been discovered. At that date he was living in Gar Street, Winchester, probably in the capital tenement later known as ‘Lombard House’ in the parish of St. Clement.
Smart initially owed his prominent position in Winchester to his purchase, in 1451, of the considerable number of properties which the chaplain John Bolt had inherited from his late father, the prosperous clothier Richard Bolt. These holdings, described as 18 messuages, a fulling mill, a toft, five acres of arable land and one and a half acres of meadow in Winchester and Otterbourne, were settled in jointure on Smart and his wife, Ellen, the sale-price enabling John to raise money for pious works for his father’s soul. In February 1452, when final arrangements for the transfer were made, it was also agreed that after the death of John Bolt’s mother Smart would pay the chaplain a yearly rent of six marks for the rest of his life. Since John’s mother was also called Ellen, it looks as if she and Smart’s wife were the same person.
Before his earliest election to Parliament Smart became acquainted with prominent lawyers from Hampshire, such as Robert Colpays*, with whom he was associated in 1444 as a feoffee of the property which Robert Chamberlain wished to pass on to his younger brother, William*, the former recorder of Southampton.
Smart began to be appointed to ad hoc commissions of local government in 1453, and on 13 Feb. 1455 he was among those instructed to find out who was responsible for the maintenance of Winchester gaol. Promptly, just six days later, he and Richard Hunt* conducted the necessary investigation.
Thereafter, Smart assumed an even more prominent role in the community. He was present at Winchester in 1462 for proceedings regarding the manor of Winnall, contested between John Humfray and his wife and the prior of St. Swithun’s, when the jury found the claim of the Humfrays was based on a forged deed, and in March 1467 he was one of four arbiters appointed to consider the veracity of allegations brought against another citizen, John Kent. A few months later he joined the small group empowered with the mayor to treat with Bishop Waynflete in an attempt to end the quarrel between the civic and ecclesiastical authorities caused by the obstruction of the channel at Coytebury which supplied water to the city’s mill.
In his will, made on 10 Jan. 1489, Smart requested burial next to his wife’s tomb in the nave of Hyde abbey, and asked the monks to say a mass for his soul at the tenth hour of every day for one year. In the course of the previous five years he had leased out most of his properties by formal indentures, which he recited for the benefit of his three executors, who included his kinsman and principal heir, William Usher. Their relationship is not explained. He died before 22 May.
