After i set a day ( like 30 or 60) for removing expired listings in AP>Basic settings>Cron jobs; cron job remove expired listings successfully but i am sure it don't remove expired listing images in folder files.
There are no problem if i remove a listing, directly from admin listings panel or from trash. It will remove both listing and images. (Flynax 4.7)
Please check it and let me know if you have the same problem.