You should start with a general idea of price point and strategy, which should get you narrowed down a bit, then you'll want to look at job and population growth (City-Data.com) and get a feel for each of the markets, once you have selected a market you can go a bit deeper into sub-markets and unique details of the market as a whole.

Im hoping to get some creative answers on how to overcome this scenario.My scenario is a little unique, as I currently have been renting out my primary residence part time on Airbnb for the last 1 year of 4 months bringing in 3,000 a month conservatively($4,500 this month, which is a record for me).

Hi I have a unique situation on my hands.

Now I am in San Diego and am interested in purchasing a cafe which serves unique Kina Hawaiian coffee .

You can also diversify much easier and cheaper over geography so you are less exposed to the risk of a single metro area experiencing the loss of a major employer or other unique problem and messing up your returns.

Just do what is average and not unique to the area you choose. 

And that creates a whole new discussion along the risk/reward continuum that will be unique to each individual.  

What you have is unique.

Woodlawn lake is a good area and supports both flips and buy and holds so it is a unique neighborhood for sure.

I look at any investing as a financial diet, the same diet doesn't work for everybody.