Reynold Grey, 3rd Baron Grey of Ruthyn (c. 1362 – 30 September 1440), a powerful Welsh marcher lord, succeeded to the title on his father's death in July 1388. Lineage Reginald Grey was the eldest son of Reynold Grey, 2nd Baron Grey of Ruthin and Eleanor Le Strange of Blackmere. His paternal grandparents were Roger Grey, 1st Baron Grey of Ruthin and Elizabeth de Hastings. His maternal grandparents were John Le Strange, 2nd Baron Strange of Blackmere and Ankaret le Boteler. Marriages and issue Grey married firstly, after 25 November 1378, Margaret de Ros, daughter of Thomas de Ros, 4th Baron de Ros of Helmsley by Beatrice de Stafford, daughter of Ralph de Stafford, 1st Earl of Stafford, by whom he had two sons and several daughters, including: Eleanor Grey, who married before 22 October 1397 (as his 1st wife) Robert Poynings, Knt., 4th Baron Poynings, by whom she had three sons, Sir Richard Poynings (d. 10 June 1429), Sir Robert Poynings and Edward Poynings (d. 1484). Thomas Grey (living 1387). Sir John Grey, K.G., the 2nd but eldest surviving son, (c. 1387 – 27 August 1439), who predeceased his father. He married Constance Holland, the daughter of Elizabeth Plantagenet and John Holland, 1st Duke of Exeter by whom he had issue, including Edmund Grey, 1st Earl of Kent (also 4th Baron Grey de Ruthyn). Catherine Grey (b. 1392), married George De Lucy, Baron de Lucy. Margaret Grey (b. c. 1397 - d. after April 1426 and before October 1427), who married William Bonville, 1st Baron Bonville. These were the great-grandparents of wealthy heiress Cecily Bonville, 7th Baroness Harington who married Thomas Grey, 1st Marquess of Dorset, a descendant of Reginald Grey by his second marriage. Grey married secondly on 7 February 1415, Joan de Astley, daughter of Sir William de Astley, 4th Baron Astley and Joan de Willoughby. Joan de Astley died in 1448. By her, he had three sons and three daughters, including: Sir Edward Grey (c. 1415/1416 - 18 December 1457), who married Elizabeth Ferrers, 6th Baroness Ferrers of Groby, and had five children including Sir John Grey of Groby, the first husband of Elizabeth Woodville. Robert Grey (born 1419), who married Eleanor Lowe. John Grey of Kempston, Bedfordshire. Constance Grey, who married Sir John Cressy. Elizabeth Grey, who married Sir William Calthorpe, by whom she had issue. Eleanor (or Alianore) Grey, who married William Lucy, esquire,