If you are considering of living in the multi, you will achieve ultimate financial benefit of having a decreased living exposure, this should be the goal.

The only way to decrease cost is to find a different auto insurer which maybe you are able to do. 

Looks like it has been listed for a year or so, with some decrease in asking price over that year, but not much.Her ad expressly asks for OFFERS and indicates she is looking for a quick sale, and she identified herself as motivated.

I'd suggest targeting 2 families below $300k (decreasing supply of these), and 3 families in the ~350k range.

In the course of one year a house typically won't increase or decrease materially.

Small lending will get a chance, small business will find better rates, bonds will finally become worthwhile, stocks PE should decrease, and retirees will get a break.  

I would start with the three year rental history to determine if increases took place or decreases.

Credit can only be run 45 days apart not to get hurt by score decrease.

As population increases, the availability of land decreases thus increasing its demand and value.

Combine that last one with the millennials increased inclination to move (to find jobs among other factors) and you have another factor decreasing the likelihood millennials will buy houses at the same rate that previous generations have.