The bit about having to add the cost of a service to a used reg is a bit deceptive because even new regs will require regular service, so what you're really adding is the price on one additional service over the life of the reg. The warranty on new regs is in most cases a bit of a scam, because it requires the owner to pay for annual service, which eventually exceeds the cost of an entire new regulator. For moderate recreational use, say 50 dives/year, well care for regs can easily go 3-4 years between servicing assuming the service is done well and the reg is stored properly.
The resale value of most regulators is quite low, considering the fact that they are designed to be completely rebuilt. This makes the used market an excellent option for informed buyers. As I mentioned before, the best thing is to have a 'mentor' or friend that understands regs and can help you, or buy from a source that's reliable. Personally, I would not consider buying a new regulator given what's out there used. But I'm cheap, and I enjoy diving with classic regs. I've breathed on some very high end regs and I know for a fact that they do not outperform my MK5s and 10s with D300s, pilots, balanced adjustables, or G250 2nd stages. For higher pressure tanks I use a MK15 sometimes because the bushing system is a little better for HP tanks.
If I were advising someone what to buy used, I'd go with either a MK10 or 15 or 20 with either a 109 (converted to balanced/adjustable), G250 (not the HP model) or D400 2nd stage. All of these regs are easily serviced; the MK10 piston is not officially available through SP but there are many NOS around, and needing a replacement piston is not really likely in the first place. Sam goes with the MK15 piston, and the MK20 can use the current MK25 piston. Rebuild kits for all are available and will be for a long time. The 109 (balanced) and G250 both use current rebuild kits including the poppet and spring from the current G250V. The D400 is a slightly different story in that SP is phasing out support for parts, but the kits will be available into the future, and it's very unlikely to need any additional parts that could not be easily found from a donor reg. I have 6 D300s and I've never-not once- needed any part other than rebuild kits, exhaust valves, and o-rings for any of them.
Used regulators are clearly not for everyone; as awap mentioned this keeps the market nice and low for the rest of us!