The estate of Tillicoultry was taken from Aleumus de Meser in 1261 by Alexander III for failure to render due feudal services. The estate had originally been received by de Meser's father, also Aleumus, from Alexander II. It was then granted to William Count of Mar and remained in possession of the Mar, and then by marriage of Margaret, Countess of Mar, to William Douglas, 1st Earl of Douglas, the Douglas family until 1483, when it changed hands to the ancestors of Lord Colville of Culross. By 1634 it was sold to Sir William Alexander of Menstrie (later, 1st Earl of Stirling). Between 1644 and 1840, ownership of the estate changed hands frequently.