I know there has to be a great deal of trust that has to exist with the owner and his or her team  but being a first time investor I would like to know what successful investors with rent to retirement have done in the past. 

This is a disaster, and may be worse than foreclosure for both new and existing investors.

As of right now, there are 3 existing permitted structures: main house, detached garage in front (600 sq ft), and huge 2-story detached storage unit in back (2400 sq ft).

Do you have any existing insurance to compare it to or you've just been getting quotes on properties that you are considering purchasing?

I told him I'd gamble that there's no one who even knows that restriction exists to enforce even if an heir lived in the area...the way to legally eliminate them is either get the beneficiary to record a new document (possibly a QC deed) to eliminate their restrictions, or pursue a Quiet Title if you think the person is no longer around or their heirs are not identifiable. 

As a consequence, the charger operates at about 50% of its full capacity (but we figured some charge was better than nothing).Anyone adding a charger to an existing home may encounter the same limitations.Random note: our house was hit by lightning that fried one of the outdoor outlets and our computer equipment but the charger was unaffected (thankfully). 

Plus each of these markets have some level of rent control, which will make it difficult to raise rents on existing tenants.

@Nate Miller Hey Nate, land is a completely diffrent beast compared to purchasing an existing home and there is a alot that goes into it.

There's loan programs that exist that provide the rehab capital needed to fix up the house but access to those funds are at an "after the fact" discretion. 

https://www.biggerpockets.com/forums/922/topics/1175338-maximizing-wealth-the-dynamic-duo-of-assuming-existing-loans-and-house-hackingPlease feel free to reach out if you have any questions and I will be happy to assist!