An egress roof window would get you into the roof which could get you over to the second floor stairs, I'd have to add a few more stairs but that would be easy. 

New roof, new siding, new plumbing, new electrical system, new kitchen, 75% of windows are brand new and fully renovated house.

I'd try to go up on the roof and look to see where the water is coming from.

After discussing with my contractor, since there is nothing backed up or leaking and the toilets and sinks are draining properly, there is nothing to repair or replace at this time.

Are these ground-mount system or roof-mount? 

I blew insulation inside the house and also found some roof areas that were leaking a small bit.

Most glaring issues to me are:- DWV pipe leak- Some outlets aren't grounded in both unitsWhat are things you've seen in the past that were real causes for concern/concessions in closing the deal?

So, don't overreact to their maintenance requests.2) A landlord should eke out every bit of life from a roof, HWH, etc. and put band-aides on it until it makes economic sense to replace it.3) Maintain to the Neighborhood!

Hi,My rental property's roof is 20+ years old. 

A small leak in the hot tub and decks that could use a good staining are on the list.