So I guess my main motivation for joining this site is to find ways to continue investing in property, despite having put most of my free cash on hand into these 3 investment properties. 

ONLY look where the best schools  are, in the best neighborhoods you can afford.The neighborhood and  house should have instant curb appeal, sit 'at or above' street level, yard for the kids to play in.

@Kevin Tait area and construction will also play a part.  

Depending on your area there are usually a few big players that have a lot more money to play with than you.

Fast forward past a few popular books, hundred podcast i find myself asking if I should sell these and reinvest the money with some strategy behind it (never did this in the beginning).Property ONE:Market Value $365,000Owe $285,000Mortgage is 30yr fixed 4.18% $1468/monthHOA is $150Rent is $1875/month 1 year contractWhat is nice about this property is I play property manager and the HOA really takes care of everything.  

Did you represent to the seller you are BUYING the property or playing "wholesaler" and have no intention of closing on it?

Don't quit - play detective Hire a private detective to help you.

Ok, I'll continue to play along.

you will not regret being more lean with the budget as you continue your journey.  

I continue to include the return address.