There are numerous facebook groups dedicated to PCB condo owners that are rife with discussion about major party events geared toward college kids. 

It could appreciate but I consider that gambling.

As numerous other's already pointed out here House Hacking is the way to go, and already where you are heading.

Waiting for appreciation that might not come the way you want is a big gamble. 

As I've been looking for wholesale single family properties, I've come across numerous sellers who asks if I can buy their infill lot or tear down/build up lot.  

@Jimmy Woodard the city is built on tourism and gambling revenue.

You might ask how could make mistakes you after you've helped numerous clients close.

House hacking is effective in numerous ways the best aspect will always be REDUCING you living expenses, gaining PM experience, and handling maintenance and repairs.I got my first CC when I was 21 and trust me I've gone in and out of CC debt.

Now the problem with online bidding is similar to gambling slot machines; there is an algorithm that balances the win/lose ratio (or so we think). 

For three (and this part is the biggest gamble), I believe SD's future real estate market will continue to perform as it has for the past few decades.