Running a repair from the Help menu did not make any difference.
After restarting the PC to finish installing Windows Updates, the Recent Files list is now sorted as expected. The individual checkboxes now work, although if a checkbox is not ticked then the boxes are hidden. Hovering over a specific file in the list shows the unchecked checkbox.
Changing to Thumbnails View still has the problems listed previously.
Running a repair from the Help menu did not make any difference.
After restarting the PC to finish installing Windows Updates, the Recent Files list is now sorted as expected. The individual checkboxes now work, although if a checkbox is not ticked then the boxes are hidden. Hovering over a specific file in the list shows the unchecked checkbox.
Changing to Thumbnails View still has the problems listed previously.