[1] Suffering from sleeplessness and melancholia, he consulted the Regius Professor of Physic, Dr. John Collins, who advised him to give up mathematics, at which he was then working, and to study medicine, advice Winterton followed.
Winterton then petitioned the visitor of King's College in May 1629, and on 20 August was formally diverted to the study of physic, which he had already pursued for four years.
He made a Greek metrical version of the first books of the aphorisms of Hippocrates in 1631, and early in 1633 published at Cambridge, with a dedication to William Laud, at that time bishop of London, ‘Hippocratis Magni Aphorismi Soluti et Metrici.’ Each aphorism is given in the original with the Latin version of Johannes Heurnius of Utrecht, and is rendered into Latin verse and Greek verse.
His brother Francis was one of six hundred volunteers, commanded by the Marquis of Hamilton, who went to serve under Gustavus Adolphus, and his death at Castrin in Silesia in 1631 depressed Winterton; he sought relief by translating the Considerations of Drexelius upon Eternitie of Jeremias Drexel, which was published at the Cambridge University press in 1636, and of which subsequent editions appeared in 1650 and 1658, 1675, 1684, 1703, 1705, and 1716.
While preparing the Greek aphorisms he also worked on an edition of the Poetæ minores Græci, based upon those of Henry Stephen (1566) and Jean Crispin (1600), with observations of his own on Hesiod.
Winterton made his will on 25 August 1636, leaving bequests to his father, mother, brothers John, Henry, and William, and sisters Mary, Barbara, Fenton, and Ruth.
To his brother John, who was a student of medicine at Christ's College, Cambridge and who wrote verses in ‘Carmen Natalitium,’ he gave the medical works of Daniel Sennertus in six volumes and of Martin Rulandus, and the surgery of William Clowes the younger, with his anatomy instruments.