If the property has any issues that would cause someone to not be able to live there (roof, plumbing, broken windows, holes in the walls, etc.) those items would come back subject to repair on an appraisal and need to be fixed before you can get any type of mortgage financing.

@Benny Gelbendorf The roof and gutters would be around $1000 (fix top few rows of brick on chimney, replace pipe boots, split boot on electric meter mast, new gutters & downs, maybe gutter guards on some areas)The mold I do not know, I would imagine in the $1000 range, but would need an inspection from a mold expert.I am an exterior contractor and my partner is a handyman/general contractor.

He may already be 10-15 years into a 25 year roof so you have to calculate based on remaining life.

While patching a roof on one of my houses there this week, I was delayed by trucks driving slowly through 'driving for dollars'. 

BTW I'm also the VP of a pretty big roofing company down here, so let me know if I can be of assistance,  I have a lot of connections in the contracting world.

Nicer winters, easier on your roofs.

I have probably spent 30k in rehabs over time and ten years later the propery is still only worth 125k (and is due for a new roof soon). 

Garage demo'd, roof redone, some plaster work etc.

We also striped the siding and the roof and added all new so that the old part of the house matched the new part of the house. 

I recently purchased a MFR and have a leak in the roof.