@Christian Scully I could be misunderstanding you, but it sounds like you're trying to find a way to have your cake (living outside of Providence) and eat it too (still have an Airbnb even after the new owner-occupied rules).I'm guessing that there are people who will try to do that, just like some people claim that they don't have a car or it's housed in a different city, but they actually live (and have a car in) Providence - to avoid the higher Providence car tax.Some people will probably find a way to get away with it, but some percentage might get caught.

In this situation it would be difficult to have your cake and eat it too. 

Another slight problem is living on the South Shore of Massachusetts, Real estate is on the higher side but also if I find the right deal homes 350 and under in my area seem to be selling like hot cakes.

They consider any appreciation to be icing on the cake.

The property that I am looking for needs to have healthy cash flow and appreciation would serve as the icing on the cake. 

If you truly can get it locked up at a good price and put together a pitch showing the numbers, then finding the $ to get it done will be cake.

If it appreciates that’s icing on the cake but not part of my strategy .

And the icing on the cake is that they hand it off to me with $20,000 in bookings before I even take control!!!

All of them Demo'd this one took the cake though 150X 150 lot.. going to bust into two lots.Just tallied up my dumpter receipts and other costs.. a little over 60k  including demo house and asbestos remediation .But what floored me was the weight in the dumpsters and this after we had scrappers and metal pickers on site for about 3 to 4 months as we would clear out one level of crap..

Who said you can't have your cake and eat it too?