Well, the question and answer are subjective...
I think most folks here would agree, all of us would rather pay $300 for a saw that sells new for 2x - 4x the price...no question.
But this answer doesn't come with just cost, all of us need to decide on what we want to get out of our saws, and for some people it will always be desirable to buy from a dealer who can service the saw for you.
When you buy used saws you could have times where you need to fix something, or order/replace a part. For folks that are not mechanically inclined, buying used saws may not be a good route. One of my local dealers treats me like crapola because they know I'm not going to buy much from them. A couple others don't treat me too bad, but the one closest to me stated up front that if I buy saws on the internet, they won't work on them...unless you pay...(as the Teflon-Man says, you gotz to pay!).
OTOH, if you like getting good deals on saws, you just can't beat buying used.
There are lots of saws out there for sale, some in good condition, some bad, and lots in between. If you don't mind getting your hands dirty and enjoy the satisfaction of tuning up and getting things to work, used saws are the obvious answer. Most problems can be fixed even if you need to rebuild a saw. I find that to be satisfying to me, taking a saw that won't run and turning it into a running saw again.
OTOH, if you have a specific task and just need to cut, a new saw can fit that bill just fine.
I have one saw I bought new, but I did look for it used first, couldn't find one. That is a limbing/carving saw, so specialized. I bought it over the inet, as they don't sell these models in Cali. So, for this type of saw I had no choice unless I would go to a different model.
I am now growing my arsenal of saws and will have 4 working saws today, and 1 I'm working on to get running...:monkey: