Should I Sell my appreciating home for more cashflow?

[Timothy Casallas]

Hey BP,

I have a feeling that I already know the answer to this but I want to make sure I am not missing anything or making an emotional decision. I have a home in Jacksonville, North Carolina that I bought back in 2016 for 135k with no money down using a VA loan. It is now worth around 160k and I owe 129k on it. It doesn't cashflow very well, around $100 at most when I up the rent in a few months so even less now. It is pretty much breaking even.

I am closing on a property in Milwaukee that is going to cashflow a little over $200 and there are more homes available from the turnkey companies portfolio. If I was to sell the house in NC, I can use the cash to put a downpayment on possibly 2 homes and practically quadruple my cashflow. The only real thing that stops me is that the NC house is really appreciating pretty nicely and I don't know if I should just pull my money out when I am not sure if its near the ceiling of growth yet. What would you guys do?