5 years is a bit of roof life left.I would suggest getting a roof estimate and talking to the roofer about the condition and options for when it is time to replace.It may be in good shape or may need sealing around nails that have worked their way out of the wood some.The roofer may give you some guidance for what to look for to guage when it is time to replace or do annual maintenance until it is time for that.

It was bought at a market high, for asking price, in rough shape.

The tour of the property suggests that they are good tenants - the place is in great shape, units are very clean and there is even a vegetable garden in the yard that the tenants maintain.

Even if it was in bad shape  or very bad shape after repairs , I think it would be much better investment than  a flip of some sort.  

So far the biggest incentive for me to get my license is speed, a house came on the market last night, before anyone knew about it I scheduled a showing and if the house is in good shape I will have an offer in on it today.

I purchased the home for $185k and the comps at the time told me the home was worth $230k in as-is condition (it was actually in fantastic shape).  

I would do some research on employments trends in the area, rent rates, vacancy rates, etc.  

Full disclosure, admittedly, I am talking up my holdings, I'm focused that randomly shaped area north east of Dunean. 

Nope, not under market value actually pushing it high. nothing sold over 290k in there. and it's in ok shape for rental, but can use plenty of updates. 

Getting into the backstory, the risks and benefits, the political trends that impact investors, the unique challenges of a particular population, the opportunities to work with solid teams in that particular place -- that is the level where the decision making needs to happen.