I think Sears went out of the gun business early 70's or so, but you can tell the date by looking at the proofmarks. You should find a Roman numeral. Add that number to 1944 and that will give you the date.

I bought the same gun in 20ga a few years ago at a gun show. Traded it off, made money, almost wish I'd kept it. I don't think you'll go wrong at that price.