If you own say a 5 unit multi.ProsThat is one closing, one location, one roof (maybe 2), one PM (because one location), one lawn to care  Value of property is based on income you can generate from it.  

Roof, water heater are new (2019).

I check the water heater and its fine , dont see any leaks , But the well pump is cycling and no one is using water .

Leaks in basement that had supposedly been repaired by the seller started leaking again which cost me about $800 to fix. 

I assumed new roof, windows, doors.So, would you consider this property?  

That buyer is going to use traditional financing, and if you don't fix the roof, HVAC, plumbing, or electrical, you won't have an easy time selling that home.

One needs all the cosmetics and the other needs cosmetics plus new roof, new electrical,panel, new HVAC, and a foundation repair.

Of course i will do some small renovations if i can close on one of these duplex but nothing major like a roof or foundation.

When I lived in the property, I updated the kitchen with nice appliances, ceramic tile flooring and also renovated the flooring in the master bath as well as update a spare bath.I know the property will need a new roof within the next few years and I am sure there are other items that will be coming up at some point such as the water heater again and possibly the HVAC again.The downside to this property is that this area of our city took a pretty significant hit in 2013-2015 with city assessments and the property assessment went from $213,100 (2013) to $164,300 (2014).

Who pays for maint, the roof is also a variable in a master lease.