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The first mention of Esslemont is as the 'manor of Eislemont' in the 14th century. The lands of Esslemont were passed by marriage from the family of Mareschal by marriage of the heiress Janet to Francis le Chen of Straloch in the 14th century. After the castle was burnt in 1493, Henry Cheyne undertook re-building via a king's licence dated 1500. In 1564 Patrick Cheyne was created baron of Esslemont by Queen Mary, who stayed here during her campaign against the Earl of Huntly, and a fortalice and tower were recorded in 1575–1576.
The castle was then destroyed as the result of a feud between the Cheynes and the Hays. The name of the lands, now as 'Essilmounthe', appears in Scottish records in 1609.
The castle ceased to be regularly occupied in 1625, when the estate passed to the Errol family. In 1728 it became the property of Robert Gordon and may have been partially occupied till 1769, when the existing mansion, Esslemont House, was erected in its vicinity.
The castle is roofless and missing large sections of wall which were reused in building sites nearby. Especially noticeable are the missing dressed stones of the windows. The structure is a L Plan castle with a staircase turret and a round tower at the south east angle. The main building seems on the ground floor to have contained the kitchen, with a wide fireplace in the north gable; the rugged edges of the ruined sides of the flue being visible high up in the gable. Though ruined, the remains are clearly on three stories. The Gordon Arms are visible on the exterior of the castle.
References:Kakesbeck is one of the largest medieval fortifications in Münsterland and the oldest castle in Lüdinghausen. The imposingly grown complex originated in 1120 as a motte, a small hilltop tower castle. After numerous changes of ownership, the castle was extended onto two islands, but it was not until the 14th century that it underwent significant alterations and extensions under the von Oer family. The estate experienced its heyday in the middle of the 18th century, when it covered an area of almost one square kilometre and consisted of five further outer castles in addition to the core castle, which were secured by ramparts and moats.
The well-maintained condition of the castle today is thanks to the late Wilfried Grewing, the former lord of the castle. The foundation named after him has been particularly committed to preserving the property since 2020.