Hi Grey, @Jason A. Had a great post. Focus on the math. I bought my first property 6 months ago. It is a 3 family home in CT, and I purchased it using an FHA loan. If you are just graduating with the goal of buying a place soon, definitely look into FHA loans. Also look into getting a 203k loan (construction loan) with your FHA, if needed.
As I mentioned, I bought my property using FHA. I put 3.5% down and am currently living in the second floor with my former college roommate. He is paying fair market rent for the area, and it is also less than he was paying at our old place, so it's a win win.
I definitely recommend going for a 3 or 4 family home if you're looking at multi's. Mathematically, it makes more sense. All of the tenants cover my mortgage and expenses, so I am living for free. Also, I have found that living here helps while being a first time landlord. Its easier if you need to fix anything, deal with tenants, collect rent, etc. Of you're wary of 3 or 4 family homes, I can say that having 3 or 4 units isn't any more stressful than having just one to deal with in my opinion. I actually prefer it, because you don't lose all of your cash flow when one unit becomes vacant.