I've looked into roof stock as a possible option but I've heard nothing but negative reviews about them.   

Ready REI later clarified that “turnkey” means that the minimum has been met in order for a tenant to live inside the unit; it does not mean that the outside of the unit is in good condition (eg the roof or porch).

Will the roof need to be replaced within 5 years?

The roof is over the next door properties property line.

Licensed with permits ~$3,250.HWT standard gas single family low efficiency without exhaust retrofit $900.Sand and stain hardwood floors, natural stain $3 per sf.Paint interior walls, ceiling trim and doors 3 tone paint scheme 2 coats $3.20 per sf (floor area cost includes paint)Click lock LVT flooring install overlay inclusive of prep and quarter round $4.50 per sf (materials and labor)Asphalt roof installation 3/1 - 800 sf bungalow with 2 layers of shingles - ~$7,900Standard porch cap replacement with 2 new precast concrete steps ~$2,500Used stove or refrigerator delivery and install $350New stove or refrigerator delivery and install $HD model specificUse this as a general guideline. 

The home needed a lot of work including roofing, windows, siding , kitchen, baths, and mechanicals.

Then roof starts falling. 

Some investors think that just because they are section 8 they don’t care where they live, they just want a roof over their head.  

When you have a minor leak beneath a bathroom, it's most likely from the drain pipes, which is why the water only leaks when someone uses the bathroom.

If you buy a house you get a full inspection and check all its points, termites, roof, etc.