Hi kalub92.
To me it looks like your Montgomery Wards guitar was built by Kay. Based on the tailpiece, squared off pickguard profile and f holes I would agree that your guitar looks late 1930's- early 1940's. The main feature inconsistent with this date is the headstock profile. Kay guitars of this period had slightly fancier headstocks.
I really haven't had time to research the guitar yet but when I do I'll let you know what I find.