It's a double edged sword.... one guy might want a clean ski and 1600 is a good deal... another guy might want a clean ski but saw one on Craigslist for 1200(even if he didn't see a pic) and you're price is too high.... anotther guy might want a cheap ski that he can customize to his liking for 1300... and yet another guy from the X might want the same ski for 600...
the thing about selling something is simple, there's always someone looking to buy exactly what you're selling for the exact price you're asking... it's just a question of how long do you have to wait for him to show up... most times cash speaks louder than the item for sale and people just let it go.. my advice, list it as is, as honestly as possible for a reasonable price and don't be afraid to turn down a lowballers offer, cause most of the time that lowballer will be willing to pay for what he wants, he's just trying to get if for as cheap as possible... at the end of the debate you're still the one that can accept a low offer...
I sold a car last year.. had 10 different people call and tell me I'd never get what I was asking (2500).. I told them to give be their price, one guy told me the most he'd offer was 1200 for it... 2 days later I sold it for 2400... ask your price for what you have and don't accept less than you think it's worth..
I know.. I didn't answer your question on weather you should paint it or not.. but I have a feeling you gather the point I'm trying to make... just remember, you can always try to sell it without painting it, then paint it if you feel is necessary.. you can't unpaint it after it's already hot pink...