@Christian Mani as others have said, help find a replacement tenant.

They are working but may need replacement at any time.

We almost replaced the entire unit (heck for the cost of the repair, I should have), but found someone to work in it. 

We've hired an engineer a few years ago to value various components in our buildings to speed up depreciation. 

You should be looking to replace them. 

Kitchen has had an active leak- source unknown- that has damaged most of the cabinets, master shower and tub are non-functional, AC unit needs to be replaced, garage door needs to be replaced.

@Paul Bergagna To cut it short and sweet, yes CT has a problem but it should not be treated as the "sky is falling"The main issue, after taking a Market Analysis course in CT, is that we are losing our "good" 100k+ jobs and replacing them with 40k jobs.

On top of that I agree with @Jaysen Medhurst that your CapX is low, you've already stated that the HVAC and Roof are 21+ years old, meaning you're going to have to replace them sooner rather than later so your CapX should be at a minimum 10% (in my opinion).

Replacement is $7,000 and that plus other CapEx, vacancy, etc., I would be cash flow positive in roughly 2 years (not factoring tax incentives, etc.).

Replacement is $7,000 and that plus other CapEx, vacancy, etc., I would be cash flow positive in roughly 2 years (not factoring tax incentives, etc.).