On one hand, I'm with those guys who say "buy used" because they made some great rifles in the old days, sure. And they may be the best value for money, if you are lucky or you know what to look for.
IMO, two points to consider with buying an older rifle is 1) you never know how they were used or abused so you should be prepared to spend time and money on repairs and parts that may be 2) hard or impossible to get.
You may luck out and get a mint Winchester 52 for 200 bucks, sure. All I am saying is that if buying used, one should know how to check out old firearms. Ask all questions and better, test fire, before laying down your cash. You may be sorry. Buyer beware.
In another forum, there is a sticky on "checking out used revolvers". If a similar thread can be written on "checking out used .22 rifles of all action types", that would be great.
On the other, buying "new" eliminates most, if not all, of the pitfalls of buying "used". Manufacturers will cover repairs under warranty and some even have lifetime coverage. You can read a lot of reviews of new guns and base your decision on somebody else's experience (but always read reviews with a grain of salt). New costs more, but you have peace of mind.
In hard figures, you can buy an old Cooey (that is probably in good shape) for 100 bucks. Or you can buy a brand new Savage or Marlin for 250+/-.
Or a current model Savage or Marlin slightly used for about 30%+/- lower than brand-new, on the EE.
I have a couple of 60s vintage rifles (Win 69A and 190) that satisfy my desire for old iron. But for now, I only buy used current models from mainstream manufacturers. Reasonable prices for very good to excellent pieces. I know parts will be available for a long time, so I can shoot them for a long time.