No need to make the guy mad by countering with a higher price- who knows, he might have paid the 2500 if you hadn't run him off.
IMHO, most guys won't be offended by an offer thats 25 or 30% under the asking price. Personally, I kind of like dickering on things- but if offer is half of what I consider to be a fair price, I generally will wind things up pretty quickly, because I don't feel theres a common ground- just too far apart.
In your example, if I wanted $2,500, I'd have priced it at 3- buyer would probably have offered 2, and I'd offer to "split the difference" and see what happened.
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