But I really would have loved to purchase some class C stuff to reposition because while A product became more attractive, C product was trading at truly amazing prices for 3 years after the crash.

As I say to my four children whenever we are in parking lot, “Keep your eyes up and your head on a swivel.”What makes house hacking so attractive to owner occupant buyers is the ease of and number of options for favorable financing.

Nobody is going to tell you the last tenants left some food out and it attracted insects before the cleaning people came. 

Of course there are many other factors to consider like risk - in my opinion stock market is higher risk than real estate rentals.There are many, many varying factors in real estate so sometimes a 5% ROI real estate deal can be attractive while a 15% ROI may not.

@Nour Hatab one of the attractive points to an existing building is that it's easier to project pro forma numbers and see how the property has historically operated.

@Thomas Hallowes, A partnership like @Derek Carroll mentioned might be an attractive solution. 

A single solid B+ property is better than two C/D properties - you'll have better chance of appreciation, and attract tenants with more stable income- which means more reliable cash flow, longer tenancies, lower-cost move outs, lower risk of evictions, no Section 8 red tape, and generally fewer expenses. 

Conduct Physical UpgradesWell-designed renovations can help re-position a property to attract new tenants and boost rents.

What made you attracted to these schools for investing? 

I would look at lowering your rent and/or examine how you are marketing the place to attract better tenants.