In the early fifteenth century, Franciscan Third Order Regular communities began to be established in Ireland. In 1445 the archdeacon of Connor was sent a mandate by Pope Eugenius VI, authorising him to establish a Franciscan Third Order Regular friary in his diocese.
A 1580 map of the County Antrim coastline shows the friary at ‘Glanarme’ on the other side of the river from the castle. It was probably closed by the beginning of the seventeenth century, but its site continued to be the favoured burial place of the local population, including settlers from Scotland.
Little of the friary survives today, and what remains is not easy to interpret. It was aligned along the traditional east-west axis, so what was once thought to have been the chancel is now believed to have been a transept.
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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.