If contractors itemize an invoice, you must resort to the anti-abuse rule 1.263(a)-1(f)(6) which forces you to aggregate contractor's itemized invoice into specific jobs and apply the aggregate total to the $2,500 threshold. 4.

There's also rent control and a lot of anti-landlord sentiment.

When 9/10 items on the agenda are ANTI-short term rental items, that should tell you something.

Sorry to be a downer but the general knowledge are that cities are notoriously anti-progress or new things thus most would bet you can't build in front. 

NY has turned Communist as is very anti-landlord.

Whether or not mobile home parks, engaged in the business of renting residential property, subject to Colorado housing and anti-discrimination laws?

I would just say that due to the legal and regulatory structure of New York - which is very anti-landlord and makes foreclosure extremely difficult and costly - lenders are generally going to have to pass that risk/cost off to borrowers which can translate into higher rates, higher fees and/or less options.

However, purchasing it today would almost require STR to make money and their is anti STR sentiment at the state level and to a slightly lesser extent the city level.

Ohio has some of the strictest landlord laws in the country and is very pro-tenant anti-landlord. 

     So I have a neighbor who unfortunately happened to move into a corner lot circle across from my property, ever since he has moved he told my other neighbor who shared with me information that he is anti pro short term rentals.