13 March 1567 – 1599, brother of Alice Osborne, wife of Sir John Peyton, 1st Baronet) and Joyce Fleetwood.
During the political crisis which led to the English Civil War, Sir Edward remained entirely loyal to the Crown, but admitted that he found great difficulty in raising the gentry of Yorkshire to fight for the Royalist cause.
Osborne married firstly on 13 October 1618 Margaret Belasyse, who died on 7 November 1624, daughter of Thomas Belasyse, 1st Viscount Fauconberg and Barbara Cholmondeley, by whom he has a son, Edward, who was killed accidentally in 1638, when the roof of the family home fell in.
He then secondly married Anne Walmesley, widow of William Middleton, who died in August 1666: she was the daughter of Thomas Walmesley and Eleanor or Elizabeth Danvers (died 1601, sister of Sir Henry Danvers, 1st Earl of Danby).
They had an only son who was one of the seven who in their lifetimes came to be celebrated as the Immortal Seven for bringing replacement co-monarchs to James II and VII and who was elevated in the peerage to the highest rank accordingly — Thomas Osborne, 1st Duke of Leeds.