Not my cup of tea. Probably back to the 40's or 50's.

Judging by the over-spray on the seatpost clamp, it probably has been repainted at some time. Potentially generally restored.

Some people have suggested going to TheCABE for information on that class of bike.

https://thecabe.com/forum/index/clas...s-1933-1965.9/

I haven't spent much time on that site.