About a month ago our renter called to say that the water is leaking through the air vent from the ceiling.

Leave the ugly cabinets (or just paint them), leave a roof thats on its last leg and maybe has 4 or 5 years tops with repairs if that.My goal was to take down houses and by doing that, I was able to grow faster and offer more so I could get more. 

Also if you have leaks in one unit and not the other then the other tenants are paying for that.There are services that put a private meter on each unit so the tenants are billed on what each consumes  versus averaging out.

We are working to resolve the leak, which only stains ceiling tiles and does not drip into the unit.

There was a water leak in a bathroom which required a full renovation of that bathroom.

Had a good foundation, roof needed some repairs.

Make sure you cover the roof, windows, sheds, landscaping-everything.

As a side note, Floridas current insurance issues are mostly caused by other factors besides the increase in severity and frequency of natural disasters however (roofing scams and no caps on lawyers fees for claims, both results of bad government policy that resulted in most insurance companies leaving the state and the remaining ones raising rates to account for having to pay for all of the roofing scams and absurdly high attorney fees on simple claims). 

All plumbers I have spoken with have advised me against in unit laundry due to the floors (old building) and potential for leaks.

I did the same when I was selling roofs and will knock on a doors super quick to talk about buying their property.