Best bet is to carefully analyze the zoning maps and regulations or just call the town and ask.

They love the idea of wealth, financial freedom, but don't want to put their own financials on the line.

What is your price range for the small MF and are you looking turn-key properties or something along the lines of a "fixer upper"?

Your best bet is probably to get your real estate license and start actively being a real estate professional or buy a STR in your market that you can physically be at on a regular basis. 

And what is your price point and are you looking for turn-key properties or something along the lines of a "fixer upper"?

On utilities, I bought a foreclosure in NJ and found out it was not attached to Town sewer and I actually had to extend the main line up to my property then put the lateral in and abandon an old cesspool.  

The roof is over the next door properties property line.

The use of the line depends on the goal and exit plan.

Sounds like their combined income likely beats your other tenants.Your gut is probably your best bet and you need to go with it. 

It’s not my place to cross that line…but let’s just say I learned of some serious generosity on his part, generosity that most of us cannot or will not (mostly “will not” from what I’ve seen) match – and I did not learn of it from Quincy.