Is this too many issues to even considering buying? 

The student loan payments are no issues as long as you have the DTI ratio to qualify with them. 

None of this may be true, but they won't take that chance and they won't put their clients in a situation where issues could come up.On the money side I just got a FSBO home listed at 389k under contract for 375k.

Timing of the sale of each might be an issue, it's a complicated strategy you will want to think through and plan for before you list either property. 

I like to point out issues to save you time and money. 

We must send you a letter before issuing a fine.

Obtaining competent management was an issue, I have no confidence in the service personal in the local area.  

I've had broken windows, paint, and plumbing items flagged for repair but never stairs; although I have seen some really poorly constructed staircases and it's not terribly surprising to me that something like that could get flagged.Ultimately It's negotiable with the seller, although you should come to terms with the fact that you're an FHA buyer, and the seller would not have this issue with a conventional buyer; it entirely depends on your circumstances whether this is actually something the seller should pay for or not. 

I have had to evict one guy for non payment of rent and evicting a woman on Tues for non payment of rent and disturbing the peace with her mental issues.

After 5 years you’ll likely have accumulated an additional quarter of a million in assets.