I'm what people might describe as a "jack of all trades, master of none" (although at this point, due to my current career, I have a fairly deep understanding of interest theory, loan amortization, assessing risk, and certain other financial topics).

Going by the zestimate is a red flag.

In that timeframe, the real estate market in the Riviera Maya has been red hot so this is pretty bad.The developers and the promotors of these deals (who get paid fat commissions to sell them) might be the only ones who will make (serious) money there.

The involvement of onsite management, often seen as a potential red flag, can lead to the property failing crucial qualification tests.

Before diving too deep into property searches, it's wise to first determine your financing options.

Ultimately the Red/Blue crap doesn't matter, it's about freedom.

The investor seems genuine and I could not find any major red flags about him online.

When you buy deep and try to reno, have a RE attorney besides you to walk through how to form teams and construct contracts to people work for you and you don't get tied up.

Places that need new flooring, paint, a deep cleaning, some yard work and so on. 

We repeat this cycle every year when we do a deep clean and seems to work great