I'll throw my 2 bits in too. I generally just like the old saws better. I guess it's because it reminds me of days gone by when I would cut firewood with my dad every weekend in the fall, or at least until deer season.
The thing that I DON'T like about a new ANYTHING (saw, car, truck, gun, ...) is that there's little to no history on it to know what inherent problems it has, or whether that modle is known to be a turd or not. With websites like this, I can read up on a particular brand or model and have a pretty good idea of what I can expect to get out of an old saw reliability wise (so long as the saw is good shape). I've heard too many horor stories of how a new this or that never did run right from the day it was brand new.
When it comes down to it, for me, it's all about the money. I am trying to save as much of it as I can. So I heat with firewood, and I buy used saws. I voted for used saws, but obviously I'm not going to pay new saw prices for a rebuilt or a used saw. Then again, I might be pretty lucky. I have found a small shop that rebuilds saws from mostly salvaged (in good condition) parts. They focus on 50cc and up. I've bought two of my saws from them, and I've been very impressed with the guys costs, work, and his generally being a nice guy. Can't sharpen a chain for squat IMHO, but does a good with the rest of the saw
They generally sell rebuilt 034 and 036 saws for around $200. For that price, they could almost be disposable (thankfully they are not). If I'm buying anything used that's in nearly new condition, I won't give over %75 of the best price I can find ANYWHERE for a brand spanking new one, and even then I would have to REALLY want or need the item. Most of the time I stick closer to about %50. So if I can go buy the saw new for $600 somewhere in California (I live in Indiana), then the most I'd be willing to give for the same or a comperable saw used is $300. If they don't want to sell it for that, then they can keep their saw/car/truck/gun and I'll fold my Benjamin's back up and put them back in my wallet. I don't care how pretty the item looks, a fist full of Benjamins just about always looks better
Now, if I made a living out of cutting wood, whether it was firewood or actual timber, I might have a different perspective. I'd be willing to pay more for a newer, nearly new, or even a brand spanking new saw.
Just my 2 bits,
Mark