Admittedly, not the solutions or everyone.

First step would be to discuss with existing lender to see if they have a solution. 

I don't know (recall) if they are in local ordinances but I do recall vaguely seeing some legal / ordinance type of material detailing when it can and cannot be done, regarding building in a way that directs water towards a neigbors property.I don't know Chicago that well, but as a homeowner I would try calling your local building and permit center and see if one of the local inspectors can direct you to the code section to read.I'd do that before anything else because knowledge of those ordinances will arm you / prepare you best to approach the other parties.With regards to the possibility of 'dealing' with the water, I'd be thinking about ways to do that, too - in the event that the above / negotiating an alternative solution is not fruitful. 

@Michael Baum gave excellent advice - if it is possible to get a long-term renter so you can make a better return, that seems like a good solution until the market is better.  

You must be consistent with your marketing efforts so that you are the solution lying on their table when that time comes. 

Divorce, probate, foreclosure, moving, have owned for x number of years, have equity, etc. and marketing to them your solution to solving their problem (buying their house cash fast, no repairs needed, etc) Thats where all the off market deals are found. searching BP for a few hours you can find how to do all of this pretty easily. 

I'm glad you found a solution.

I’m wondering if I should plan for Electric only with solar, may be one solution.

I can highly recommend Rachel DeCamp of ReMax / Solutions Property Management in Merritt Island.

I don't know that there is a solution for this outside of having a local realtor or partner.Yes, Square footage is very inconsistent.