| 1189 | Founding of the Teutonic Order as a community of monks |
| 1196 | Establishment of the Teutonic Order as a Knightly Order |
| 12?? | Rutger van Gemert joins the Teutonic Order |
| 1221 | The Order is equated to the other Crusader Orders |
| 1249 | Gemert is a Free Lordship |
| 1270 | Brabant recognises the Free Lordship of Gemert |
| 1280 | The Teutonic Order is focusing more on its European possessions |
| 1291 | The crusaders leave the Holy Land |
| 1330 | The order is developing into the most powerful organisation in Europe |
| 1366 | From this year, Gemert will be a “Sovereign Free Lordship.” |
| 1400 | Start construction of new castle |
| 1410 | Battle of Grunwald (15 July) |
| 1436 | Gemert becomes an independent parish under the Teutonic Order |
| 1437 | St John's Beheading Church |
| 1548 | Building is taking place within the gate |
| 1587 | Latin school building |
| 1648 | End of the 80 Years' War, Gemert remained outside the war |
| 1662 | Recognition of the States-General of the Sovereign Free State |
| 1794 | The Teutonic Order is driven out of the Netherlands by Napoleon |
| 1813 | Castle to be sold to Van Riemsdijk |
| 1815 | King William I restores the properties of the Bailiwick of Utrecht |
| 1877 | Scheidius is restoring the Castle |
| 1881 | Castle sold to the Jesuits |
| 1883 | Castle partially burns down |
| 1884 | The castle has largely retained its current appearance. |
| 1909 | Build Jesuit Wing |
| 1929 | The Fathers of the Holy Spirit are buying the castle |
| 2010 | The Fathers of the Holy Spirit are leaving the castle |
| 2014 | Begin of the Teutonic Order in Gömör |
| 2019 | Formal establishment of the German Order Gemerth, and the installation of Knights and Obedience |
| 2019 | Designation as a Public Benefit Institution (Culture and General) (ANBI-C) |
| 2020 | Membership National Platform Living History |
| 2022 | Resolution Knight Rutger Penning and lapel badge (1 January) |
| 2025 | Dignified farewell to Commander Max Niessen on 25 November 2025 |
