It was a legal 3-plex at the time we closed on it & there were 14 ancient permits still outstanding.

My own house is an 1845 Greek Revival.

Guessing ancient and thus increased maintenance

Unless these are d class apartments or an ancient building the repairs should be almost nothing per year.

This defect could be something as simple as a measurement error in the survey, to a more serious claim (ancient native burial ground). 

I have honestly never met a Greek who spends a lot of money on an extravagant lifestyle and reaps any significant visible personal or familial benefits from it.

Capital controls were only fully lifted from Greek banks this September.My uncles run a shoe factory making soles for Italian bootmakers.

When you finally get to the point of the non-renewal, hopefully you will have all your ducks in a row - violations are ancient history, rent is up to date, notifications of non-renewal were appropriately made.As a last point, I think you made a mistake by informing the tenant you were not going to renew after the first month.

@David Mos do you know anything about Greek real estate? 

Im scared im going to buy a property and ill be stuck with something odd (like the house was built on ancient burial grounds lol) and the town wont let me fix it up or rent it out.