Be analytical/business minded - and know costs...what would it cost to reach the best current use. 

You can do all the analytics you want and it might pay off.

I know everybody complains about Zestimates, but Zillow's data analytics in the aggregate are amazing.

I know BP has some calculators that help out, but I don't think they calculate these directly (or maybe they do, I don't really know).Anyway, I thought it might be useful for newbies trying to get some analytics on some trial house deals.

If you can get 5-8 samples that should be enough to suffice.If you prefer to use more analytics then there are sites with paid reports. 

Just trying to get a feel for the analytical process, and thinking about numbers that work.Any advice or critique is much appreciated, thanks! 

It's an analytical process - not emotional.

It would be great to have access to what you describe, all relevant info in one place along with analytical tools, but I've yet to see that PIN is anything close.

I don't disagree that Elance has competent programmers and the suggestions others have brought up are excellent... but specialization by web designers can be the difference in success or failure.Find a web designer that has PROVEN results that they can show you through Analytics and solid references.

Very good websites are not a design element, they are born of analytics...Your question, although a sincere one, is a bit too broad to answer.