Sounds like you've got a solid plan for building your investments.I don't want to contribute to your analysis paralysis, but if you haven't subscribed to the Bigger Pockets podcast yet, I can't recommend it highly enough.

Here’s some more info on the process: https://www.nolo.com/legal-encyclopedia/eviction-notices-nonpayment-rent-florida.html(Sounds like the appropriate first step is the 3-day notice.)

May sound stupid, I am quite green still, but any recommendations on where to find sample contracts to get an idea of what I'll be dealing with?

So that sounds doable.     

We inherited some shady tenants that our property manager has gotten rid of and done a LOT of work to move in better tenants, but, on top of needing to be subdivided, it is currently nickel and diming us to death, plus we need two new roofs and all of the central AC units need to be replaced soon.

It's been about five years and I've never had to replace or fix one, though.For small bathroom windows or kitchen windows I put a cheap tension rod up with some curtains that match the room.

@Patrick Mosca it does not sound like you are in a hurry. 

So I’d restore as much as I can and when needing to replace something, look for period accurate items to match the rest of the house.

Sounds like you have made a considerable investment in your project.

Sounds like you've got a solid plan for building your investments.