Do you upcharge on maintenance?

Property in Ohio is cheaper than where you live because it’s less desirable and will always attract less desirable tenants with higher maintenance and more evictions.

I guess it's just too many factors to consider and it easy to get overwhelmed and cannot get accurate info and estimation when I conduct analysis (ex. property tax rate, insurance, maintenance fee, rent, repair, closing cost, etc.) 

Insurance is expensive, there is a lot of extra maintenance like painting or electric in common areas that don't apply as much with smaller units. 

I’m talking about getting thorough with expense estimates, factoring in property taxes, insurance, and a cushion for maintenance.

We have a solid inventory of newer properties that will have low maintenance for many years.

I can’t diagnose your issue from the pics (though it seems repointing needed) I can say that there are contractors in this area who will immediately jump to the $35k+ solutions when they see deferred maintenance on these types of foundations.

@Augusta Owens here's some copy & paste info you won't find in a book:)-----------------------------------------------------------------------------------------------------Recommend you first figure out the property Class you want to invest in, THEN figure out the corresponding location to invest in.Property Class will typically dictate the Class of tenant you get, which greatly IMPACTS rental income stability and property maintenance/damage by tenants.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.If you buy/renovate a property in Class D area to Class A standards, what quality of tenant will you get?

I also own a water restoration and general maintenance business in the area and the amount of STR owners that we have spoken with is insane.  

@Sakib KhanRecommend you first figure out the property Class you want to invest in, THEN figure out the corresponding location to invest in.Property Class will typically dictate the Class of tenant you get, which greatly IMPACTS rental income stability and property maintenance/damage by tenants.If you apply Class A assumptions to a Class B or C purchase, your expectations won’t be met and it may be a financial disaster.If you buy/renovate a property in Class D area to Class A standards, what quality of tenant will you get?