The owner is currently in the process of updating and repairing the home herself.  

., repairs & maint., plus a satisfactory profit, then go for it

I've had a rough time trying to find a gutter repair company that does work in Little Village.

Not necessarily depending on the repair but if they can't give a quote then you probably shouldn't hire them, if they need a day or so to do some research that would probably be fine

Water usage and visual inspections during repairs support the tenants claim of just themselves and their own children. 

Which means it needs a lot of repairs, maybe as much as $30k or more, including new roof at maybe 10k.

I have done flips before and will continue if it is the best option.For example, bought a condo for $32k in Las Vegas that need about $15k repairs.

If it needs repairs or rehab you might be able to hire a project manager and communicate with them over the phone daily. 

If they move then do minimal repairs and re rent at market value ka-Ching.Swansea and Globeville are hot areas

@Nicole De Lia make sure you use conservative rents, high for repairs and expenses, high on property management and also if your taxes are very low then factor in that your taxes may go up sooner than later.