Myself and my 2 roommates paid $2000 / semester EACH.

Throughout the semester, they kept nagging me to switch to be a nurse or at least something in pharmacy. 

@Caleb Heimsoth For my school it is about 6-7k per semester for food and dorm.

Also, I took a real estate investment class this past semester at my university.

From the credit report, it is not a single debt but more likely a semester at a time (CSA/USA Funds mostly) for $4 - 7K each, all are 120 days +.

If you have been doing it primarily via loans, then I'd drop out today and especially if you can get a refund for this semester.  

Recently I decided to take this spring semester off from school to take the time and really decide if college / the degree path that I was on was really something that I wanted.

Right in the middle of the winter/spring semester, shouldn't it be occupied?

Dorms per semester at OU is around $10k. $850 per month is $10,200 a year, but it includes everything (utilities and services, such as wifi, tv, kitchenware, and the room is fully furnished).

I offered a furnished room, 2 semester long stay, and pointed out being on the bus routes to two colleges and being in walking distance of 1.