If you move in, get it fixed up, and the in a year want to move on to house hack #2 then you should be fine to do so.I suggest you start by running your strategy past a local mortgage lender, shoot me a PM and I'm happy to connect you with someone.

-ensure addition met proper set back requirements-pay permits, fines, and park tax.Depending on the culture of the planning department, you may not want to ask a third party what it will take.

Fine with us, but we have no clue about how to handle this going forward.  

@Carol Burns you are fine doing a non-renewal and as long as the tenant honors that and leaves-then great.

But just plan for it and you will be fine.

The water is fine.

But I would not bet that your STR would not be shut down, as the city started to enforce things and slapping big fines and having the utility companies turn off power and water to properties that were found to be in violation of the STR rental rules. 

Once you have gotten more detail on the specifics in your local area you might be able to get an inspector on the phone to go over some of the fine points.

The deadbolt looks fine but its very difficult to get the key in all the way and back out.

A lot of people may disagree with me, and that's fine, we all have our methods, but I also come from a sales background with a lot of cold calling and cold emailing, so I've had a lot of practice at getting rejected and disarming prospects that want anything but to talk to you.As far as ways to get contact information, I use Propstream, which is great for getting property and owner information, comps, distressed situations, etc. and then you can skip trace them within Propstream to get the contact information.