Ann Barley, who married first Sir Robert Sheffield ; secondly, Sir John Grey, who was the son of the 1st Marquis of Dorset; and lastly, Sir Richard Clement of Ightman Mote, Kent.
Although in 1495 Barley’s father, William, was attainted of treason for his support of Perkin Warbeck, and thereby forfeited his property to the Crown, he was pardoned three years later, and by 1501 was once again in possession of his lands, including the manors of Wicken, Elsenham, Albury, Wickhamstead and Moulsham. Henry Barley was admitted to the Middle Temple on 3 February 1511. He served as a commissioner for goal delivery and for the subsidy in Hertfordshire, and served as a Justice of the Peace for the county from 1521 until his death. He succeeded his father in 1522 and was appointed Sheriff and Hertfordshire for 1523–24. In 1529 he was elected to Parliament for Hertfordshire. Barley died 12 November 1529. He left a will dated 20 October 1529 in which he requested burial beside his first wife, Elizabeth, in the parish church at Albury, and appointed his sister, Anne, as one of his executors.
Marriages and issue
Barley married firstly, before 1517, Elizabeth Northwood, the daughter and coheir of John Northwood of Miltonalias Middleton, Kent, by whom he had two sons and three daughters:
William Barley, who married Joyce Perient, the daughter of Sir John Perient of Digswell, Hertfordshire, Auditor of the Court of Wards and Liveries.
Elizabeth Barley, who married her father's ward, Edward Leventhorpe of Shingle Hall in Sawbridgeworth. There is a monument to Elizabeth and her husband in the parish church at Sawbridgeworth.
He is said to have married secondly a wife named Anne about whom nothing further is known. He married thirdly Anne, the daughter of Sir Edward Jerningham of Somerleyton, Suffolk, by Margaret Bedingfield. At the time of her marriage to Barley, Anne was the widow of Lord Edward Grey, eldest son and heir of Thomas Grey, 1st Marquess of Dorset, and grandson of King Edward IV's wife, Elizabeth Woodville. According to the History of Parliament, Barley had one son and three daughters by Anne ; however according to Challen and Richardson, there were no issue of the marriage, and Barley's children were all his children by his first wife, Elizabeth. After Barley's death, his widow, Anne married Sir Robert Drury, and after his death, Sir Edmund Walsingham. She died in 1559, having had no issue by any of her marriages.