Any ideas of what to do it would cost around maybe 30k to fix up and  add well (to far for public water) and septic .

I'm an investor in the area as well, and help my clients invest here too!

Their Hartford quote is also well above the price my own agent had gotten me from Hartford and at least initially appears to be identical coverage.  

Overall, it's a mostly all brick, historical older community that used to be well managed in the 90s.

If separate entrances are not already in place, consider installing them, as well as soundproofing, to reduce noise between units and increase tenant comfort.

You don't necessarily need to, but we found it helped us keep things organized for end of the year taxes.2) Consider paying for preventative maintenance.

Im from Seattle as well and the main company is from San Fran so I had to plug my nose and still do business with a company based in that garbage town...

- Are there areas that would work well as a mid-term or short-term rental in addition to long-term?

The S.O.T.A program works well, and is a good option to get a tough to rent vacancy filled if you invest in a low income area.The process of getting the deal done with them is pretty simple but pack your patience though if you get a bad case worker, you'll need it.

Obviously mounted up high in a readily visible spot "trail cams" work just as well (as a possible visual deterrent), very cheap online.