would you rent out your property to a problematic tenant who has a good rental history which means always pays on time with a good credit score. i'm in the process of renting out my house

Quote from @Jimmy Sont: I'm looking to build around 700 sq ft 2 bed / 2 bath guest house primarily used for short to mid term rentals.

The house is set way back at the end of a long winding driveway, the front is fully fenced for maximum privacy. 

You can make house hacking work anywhere, really.

I have seen this same house that is vacant (all the classic signs) I have located the owner ( I have not reached out to her yet).

can you house hack? 

if i were to acquire these and have them be owner financed, I would want clear title and the other mortgage on this lot removed - especially if my loan has a balloon on it that matures prior to the existing loan, as how would to provide clear title?

You know those signs that say "we buy houses for cash" call them and say you are investor looking to buy a flip. 

Seller has decided to walk with our EM and put the house back on the market.

Short-term rentals of non-owner-occupied properties will also require a special use variance which is obtainable by starting with the completion of an application in the Zoning Department."