You get sued.For my rentals, I don't even want the tenant to change the air filters -- that gives me a reason to stop by the property once a quarter to change it and "check on" the place...

The house was originally a flip and after the inspection I found a lot of issues everything from structural to heating and air .

Case in point there are some city codes that say knob and tube wiring is grandfathered in UNTIL a section starts going out.

My goal is to find properties that need updates, and to then create new value by renovating them to be more sustainable (insulation, windows, equipment upgrades, air sealing, etc).

I'm an Air Force guy myself and just started investing about 8 months ago.

(I am not an expert on what information you can ask potential renters, so you'll have to visit another forum here on BP for better guidance on that point.)If at sometime in the future however, one of your tenants does react to the air quality (because you missed some molds or did an improper job of cleaning it up) then you will be party to a lawsuit.  

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How hard would it be to install Central Heating and Air in each unit?

just inspect the home really well because the roof, air conditioning, or foundation may need repair.  

Forced air in upstairs unit.I would never buy the property without an inspection.