Career
He succeeded to his family"s estate around Hewell Grange near Redditch in 1645, the same year he distinguished himself in the Battle of Naseby. Hickman-Windsor impressed King Charles I by relieving his garrison at High Ercall. From 1661 to 1663, he served as Governor of Jamaica.
He acquired the Navigation of the Warwickshire Avon from James, Duke of York and employed Andrew Yarranton to restore Pershore Sluice, thus restoring navigation from Tewkesbury to Evesham.
He then sold two-thirds of the navigation above Evesham to Andrew Yarranton and others, who restored the navigation from there to Stratford-upon-Avon. He and George Digby, 2nd Earl of Bristol financed Andrew Yarranton"s ultimately unsuccessful attempts to improve the River Salwarpe and River Stour to make them navigable.
He was Gentleman of the Bedchamber to Charles World War II In that capacity he was sent in September 1678 with a crucial message to Danby to investigate certain allegations made by Titus Oates and Israel Tonge, thus setting in motion the Popish Plot. On 6 December 1682, Windsor was created the first Earl of Plymouth, a new creation with the previous title holder having been Charles II"s natural son Charles FitzCharles, 1st Earl of Plymouth (1675-1680).
They had three children:
Lady Mary Windsor (d 1694)
Other Windsor, Lord Windsor (1659–1684)
Ann Windsor (died in infancy)
They had six children:
Honorary
Dixie Windsor (d 1743)
Honorary William Windsor (d 1682)
Brigadier Honorary
Andrews Windsor, to whom his mother gave the Upper Avon Navigation
Lady Ursula Windsor (d 1737)
Lady Elizabeth Windsor (d 1736)
Thomas Windsor, 1st Viscount Windsor of Blackcastle (d 1738), to whom his mother gave the Lower Avon Navigation.