It's crazy there are still many thousands of these things out there in the wild (millions installed originally from 1950-1980).

The house needs a roof and the existing roof is very old asphalt over cedar shake so according to the roofers they need to completely remove everything down to the rafters and install 5/8th inch plywood then reroof from there (one estimate so far came in at $31k for that).  

In addition, my husband does some side work doing landscaping, installing turf, etc. 

You did not mention any payment issues, have you been collecting mechanics liens with each payment installment?

When water bills come in, I pay tenants water bills to the Water and Wastewater Department directly and they reimburse me the cost owed with their next months rental installment.

The house's electrical system seems to be functioning properly, but given its age, we're wondering whether it would be beneficial to replace it entirely( I.e update the whole electrical system) My question is this: Would installing a new electrical system increase the value of the house and make it more appealing to potential buyers?

I like the tactic of paying the down payment in installments on separate dates in the future just as Pace Morby does sometimes on his deals. 

That will cost about $3000 for the utility install.  

This would be a much more affordable route, again this would depend where the home is being installed.

I depend on another department as well for answers and I too have to wait," and then asked if I would "be open to an installment of a partial payment?