The Stewartry of Annandale was created in 1312, when the Lordship of Annandale, Scotland was granted to Thomas Randolph, 1st Earl of Moray. A steward was appointed to administer the area, and the office was known a "stewartry".
Stewarts of Annandale Adam of Corry, c.1330 Herbert Maxwell of Caerlaverock, 1409 Herbert Maxwell, Lord Maxwell, 1440 Robert Maxwell, Lord Maxwell, 1454 Aymer Gladstone – 1454 – deputy Herbert Gladstone – 1454 – deputy John Maxwell, Lord Maxwell, 1460 Patrick Andrew Wentworth Hope-Johnstone, 2019
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