Hey blewcrush. It could be a neat idea. Have you checked to see if there are other sites that are similar in nature? Why would someone use your site when they could use an already established site like Craigslist or Kijijji? If you decided to create smaller niche sites around a certain product or object, say like Hats for example then maybe you could target those who are looking to buy and or sell their used head gear...or Handbags...or whatever...by breaking it down a bit you may find a niche for those seeking such a site(s).
For scripts and what not, do an online search and I'm sure you will find a ton of scripts that can do the job...but if you don't know how to tweak them to or how to customize them to fit your own personal site "brand" or look, then they may be no good for you unless you are willing to hire someone to do the work for you. You can also look at the bottom of the site that your mentioned and see who designed/created that site.
Hope that helps. Take care and all the best.
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