But right now, I'm stuck on if I should:(A)sell and buy a new place (B) live here another year/save more or (C) keep as a rental and buy a new place. 

My advice is to get a real estate centric job, save and obtain practical real estate experience.

However, LLC offers no tax savings.

I plan on DIYing the basement to save costs but is having this extra square ft even worth the trouble? 

You can also build a Modular and save a ton of money and have no problems sellng it for Max dollar.  

Condo's are generally bad investments, and unless you feel like tax "savings" are the saving grace for it I would step away.

If we look back to 2004, 20 years ago, we had just survived the dotcom crash and we're starting into the early years of the Housing bubble.in 20 years, gen x will be well into retirement hitting their own Silver Psunami, if you will. 

Perhaps you should take a small step back and spend a few months saving a little more for your reserves before attempting to buy the next one.

Hey All,Quick question, this may be a standard strategy, but what is the best plan when you start thinking about retirement and you own real estate.You can't eat equity.

I have been watching my local market the past couple of years saving money and building credit for my first property.