I've gone through this same mental exercise and always just decided to donate stuff to my local co-op. Photographing, listing and shipping out relatively low price items always seems like more hassle than it's worth. I have a few old wheelsets in my basement that I could probably get a few hundred bucks each for, but shipping wheels seems even more annoying. I've listed one wheelset on Criagslist but never got any bites, so my price expectations are probably too high which means it's not worth selling. They will likely go to my local co-op at some point as well.