Thanks for any inputCheck HVAC, electric meters, water sewer areas for leaks, large trees near buildings and sidwailks for root issues, windows and doors age and condition, structure issues and integrity etc.Also if you can get into the units make sure to view all of them and behind every other door that’s not a rental unit. 

Look at it from a different angle, if the tenant is responsible for keeping the yard clean, but a tree falls through no fault of the tenant, would you expect the tenant to have the tree cleaned up?

Trying to convince her that it's time to make a move again is like moving an oak tree.  

In any case you need an attorney to help you come up with a decision-tree type plan.

You won't be cleaning gutters, painting your exterior or replacing/fixing your roof, mowing/watering your lawn, removing snow, trimming trees, maintaining the driveway or the deck, pool,  etc but I will.

I am estimating this would be a $20,000 cost for the driveway, tree removal, excavation and tree removal.  

However its a level lot, no ledge, only 2 trees to remove, no existing structure to demo, permitting should be easy as the  lot conforms to current zoning laws.

I know there is a BadAss Meetup in Lone Tree.

If there are large trees in the yard I may scope the sewer.

You can do jetting/cleaning if there's a tree, but if there is a offset depending where the roots are you probably can't.