If it's on a Schedule E, it should be easy.  

You would have to show enough income e to be able to pay the new mortgage.Where are the properties located?

The roof was replaced by the previous owner but, I don't believe the flashing for the skylight was replaced/sealed properly.

http://ftw.usatoday.com/2015/12/grammar-rankings-e...

Also, from a board and on-site owner's perspective, investors that move tenants in and out without notifying management, without following the proper move-in and out procedures and that don't explain the community rules to their tenants quickly annoy become a nuisance.

I was also thinking about E.

This process most likely will take you less time than first figuring out how to swing a hammer properly and then swinging it.

More plumbing issues, harder on flooring,e tc.- As far as why it has not sold, you could ask nearby landlords with vacant units to tour their properties and ask about your property and the neighborhood.  

To my knowledge, lease options if structured properly are bona fide legal and you won't run into problems with DBPR, etc.

Sometimes it feels overwhelming especially when there isn't a proper support group.