Then I'm sure that I will be able to spend time doing what I want and not have to ask permission.

In this case, do I have the right to enter the property without permission so that the roofer can easily access the roof? 

@Ryan Diogo you need permission from the landlord.

What it does is prohibit the tenant from getting their voucher reissued so they can move until they are either in compliance with our lease or we give permission by way of a mutual termination.  

They also added an expansion to the community of $120k of a new common element without receiving permission from any homeowner. 

I’ve been going back and forth between whether I want to wait until I have the funds to purchase a property for this purpose vs obtaining a lease and subletting that property when I am not in town (with landlord permission of course).

If he was living there with previous tenant’s permission, then he’s not a squatter and he had/has a legal right to live there.

What improvements require the seller's written permission, etc. 

Probate office could give permission for the estate to sell the property before probate is finished.Buy it at the next Tax sale.

You might consider engaging an attorney to draft a "Mutual Agreement to Terminate Lease" or something to that effect that is valid in your state.A simple 1-2 page agreement outlining that 1) she has surrendered or abandoned the premises, 2) you have her permission to dispose of her personal property, 3) and you have her permission to liquidate her deposit for past due rent, can save you tons of potential legal headaches down the road, and would likely be far less expensive and time consuming than an eviction.Forget trying to collect on the remaining months of the existing lease.