I never price an item at the lowest price I would take. I'm always willing to give 10 %, often 20 %.
On the buy side, I'll say something like "that's a good looking car, but I really don't want to spend more than $x". By making it impersonal hat way, hurt feelings are easily avoided.
On the sell side, I'm often known to say " I know I can get more if I wait for the price on eBay. Some people are still learning what is realistic.
Actually I do most of my buying and selling through eBay. Pricing there is an art, not a science, but a good head for statistics helps.