His eldest son by his second wife Joan Brett was Amyas Chichester (1527–1577), to whom he granted his manor of Arlington, and who established that line of the family, created Chichester Baronets of Arlington Court in 1840. The Latin deed dated 28 November 1535 making the grant survives in the Chichester of Arlington archives in the North Devon Record Office, catalogued as follows: ""Surrender John Chechester, and Joan, his wife to Amias Chechester, their son, Manor of Alryngton, alias Arlyngton, with advowson of the church; 2 red seals of John and Joan Chechester on parchment tags"". His will dated 12 October 1530, written five years before he made the grant sets out his intentions clearly: ""Will (indented) of John Chechester, Esq. Manors, lands, advowsons of churches, etc. of and in Dunwere, Beggernhuysche alias Huyshe Gaunte, Arlyngton, Rokesford [in Sandford?], Cheryton Fytz Payne, Tregamere, and Treverbyan, to Johan his wife for her life. After her death, manor and advowson of Arlington to his son Amys and his heirs male and manor of Dunwere to his son John, and his heirs male. Manor of Ralegh [in Pilton] and advowson of chantry there, and moiety of manor of Awton Gifford to go after death of Elizabeth, late wife of Hewe Chechester, to Johan (i.e. Brett), and after her death to go, together with the manor of Wedisworthy after the death of his mother, to his executors, for the performance of various provisions in his Will concerning marriage of his daughters, maintenance of his children, compensation of tenants, etc. Manors, lands, advowsons of churches, etc. of and in Maneton Magna, Huntor [in Manaton?], Hennok, Lokesforde [Loxhore], Barstabell, Scherwell, Pilton, Kentisbury and Tauton Bischopp, to his son William and his heirs male, if he refuse to be a priest. Executors: Johan his wife, and Amys his son. Overseers: Robert Brett, Richard Chechester, John Forde"". Amias married Jane Giffard, daughter of Sir Roger Giffard (died 1547) of Brightley in the parish of Chittlehampton.