The exterior got a fresh coat of paint, and I added modern fixtures inside to attract buyers.

I wouldn’t think this would necessarily be the correct solution in a condo unit.

Combine that with America’s housing shortage, and the solution becomes clear:We need to build more homes that align with what buyers can afford.

@Kash Tacke I'm a big fan of ADU's in general especially here in the mid west, yes you could potentially be on the front of the wave, but housing density is the solution to the affordability issue, anytime you are investing with affordability in mind is a great strategy to me, and sound like there are some incentives or at least supporting winds form the local city, that in itself seems like it would be worth at least approaching an architect or contractor to bid up some plans or concepts to take tot he city.  

And the passive loss rules may prevent you from getting a tax benefit if your rental deductions are more than your rental income for all of these options.David OrrTax Modern

We give an A-Z Solution.

I removed the chimney entirely and installed a full HVAC system, making it the only house on the block with modern heating and cooling.

We ran into the same issue when we made our Costa Rica investments and didn't really find a good solution for a local mortgage there. 

He wasn’t interested in brainstorming solutions, like using the inspection as an out.

Understand, real estate may not be the solution you are looking for.