Even if they offer a 721 on any property, I would recommend looking elsewhere.

So a loss of about 55k We did a lease to own option so I could immediately take over expenses but keep their primary resident loan and interest rate.We agreed to a deal which would cover all their expenses at closing, their remaining loan balance, and $45,000.

I know we wouldn't include a clause like that if we did offer brokerage services because our Property management agreement has a 30-day notice to terminate at any time for any reason no penalty. 

I've found that Louisville offers some nice pockets.  

What price would you offer?

Always consult with a qualified tax professional before making any tax-related decisions.Depreciation losses will have no effect on your financing options. 

Unfortunately, NY does not offer many local STR companies due to the regulations that make STR hosting difficult. 

But I think the better option is tenant pay for it, that way they will know it may go against them for not paying rent..

It’s definitely smart to evaluate the tax and cost implications of your funding options.

@Tayvion Payton   -  my guess is that you are still too far off the price, at least in the interim but it is always good to put in an offer, because they may come back to you down the road.