Hart was a member of a family which was well established in Bletchingley by the end of the fourteenth century. The earliest reference to him was as a tenant of the Stafford estates at nearby Pendell in 1399, when he and William Hart, his putative father, were among the jurors at the inquest into the lands held by William, earl of Stafford, who had died four years previously.
The little that is recorded of Hart after his appearance in Parliament testifies to his involvement in local affairs: in 1434, for instance, he was a witness, along with his putative brother Richard and Thomas Eylove*, to a conveyance of property in Bletchingley made by Richard Tyler*. The extent of his own property interests in the area is unclear, although in 1451 he and Richard were said to be former holders of two crofts in Highfields, part of the lordship of Pendell, in a rental compiled for William Uvedale II*.
