My time horizon is 5 to 10 years.

Although I'm currently backed up on good reads moving forward, I probably have enough of a time horizon to get through them and into the commercial books by the time I'm ready. 

Lovely place, lots of upside on the horizon! 

I can't speak about San Antonio, but what I can say is that Baltimore is on the horizon for growth.

Often times you'll need to expand your horizons as to how far you look for other multis and even consider looking at duplexes and quadplexes if need be.

If your entire portfolio is devoted to stocks, think 100% equity, maybe you want to balance it and go 50/50, or some other balance to mitigate risk.Not a soul on here will be able to say with certainty if it's a good or bad time to sell, and depending on your age, you probably have a long investment horizon which means that if you maintain your stock positions, it really wouldn't matter.

I think it’s good to consider how long your time horizon is for actually living in the property!

The four primary levers (or beneficial aspects) of real estate investing are:CashflowTax benefitsAppreciation EquityYou could start 2 decades from now and still benefit greatly from REI (primarily through Cashflow and Tax Benefits), but your potentially extended horizon means you will participate in each of these areas. 

Are you focused on generating more passive income, do you want to self-manage property or hand it over to a management company, investment horizon, comfort level with other investment vehicles, etc.

Learn as much as you can locally (if you do not have the cash to buy, help with a flip, help manage a building, take a course in real estate finance, etc) and you will be ready to broaden your investing horizon in no time.