Sell house in HOA now or next year?

[Jack B.]

I bought the house 3 years ago this August. I lived in it for 1.5 years and rented it out for a little over a year now, almost 1.5 years. Paid 300K for it, now worth about 450K looking at comps. 

Was planning on selling it next year when it hit around 450K in value. It hit that much sooner....I can sell it for that this summer.

I was having some issues with the HOA and the tenants parking but they haven't been fined in 6 months or so, and the HOA seems to have calmed down. There was potential for the HOA to order me to paint the exterior, as they sent out letters to everyone citing that in the next 1-3 years they will be asking people to paint their exteriors. Mine looks fine, but you never know with these geniuses...

I have a solid tenant in there, and have reached my goal of hitting the 450K mark early. One year early. I could hold for another year and squeeze 50-60K more appreciation out of it or sell now.

The HOA makes me nervous but they have made me nervous for 3 years. At the same time, I just sold one house and bought two with the proceeds via 1031, but am not sure I am ready to do that again right now. I was planning on getting my real estate license so that I get paid when I buy a house. Right now the house cash flows $500 a month after all expenses. I could probably get a little more cash flow than that if I bought two new houses with the proceeds (I did that with another just recently and even with the thin margins from current purchases I came out really well between two houses vs. just one).

Alternatively I can just sell it and keep the cash, although I'd have to move back into it for another 6 months before selling. Not something I'm enthralled about. We never liked living there.