If you end up wanting to sell them or would just like to bounce ideas off someone local to the area, reach out to @Josh Green! 

My question is, how do I ensure squatters won't come back if I get the property?

I still think looking for a TLC 2-4 unit can be a good idea to open up the ability to upgrade/renovate to speed up the equity position and tap into the ARV to pull your initial capital back out plus in most cases enough for the next down payment. 

@Mike AdamsI agree that this sounds fishy, but to what end?

HOA dues are $1100/mo but expecting them to increase to about $1500/mo by the end of the year. 

How much are you cash flowing per month, and how much cash did you get back once you refied? 

"I will buy at least one single-family home, duplex, triplex, or fourplex before the end of 2019") and then do it.

But keep getting push back from Lender, and insurance (mainly lender).

I was planning on assigning this to an end buyer that I have lined up.

Many now getting back to live events.