You need to learn some basics before moving onto such complex transactions. 

The fact that the shower works and basic bathing needs are taken care of is irrelevant.

This is basically just a case of combining mortgage planning with tax planning.

Lots by themselves often don't appreciate short-term, in my opinion, unless in very hot areas (CA, Pacific NW) or something drives the demand suddenly.

You need to know your numbers and you then will know what you consider a good deal.And no, 250k for 3 or 4 housing units in a good neighborhood of Chicago is not possible unless it's a gut rehab. 250k is the price for a basic 2 bedroom condo in a decent neighborhood.

The fact they are complaining online might be an indication the property manager dealt with them properly so be sure to ask the manager for their side of the story.I hope this basic guide helps.

There are some areas that I don't like driving through during the day and I've spent a lot of time working in the projects in other cities. 

You might be able to drive for dollars and work the phones enough to turn up a few deals, but if you need substantial volume to generate startup cash, you're probably going to have to pay for direct mail or other marketing techniques.

Now they drive Luxury Cars Like 2- Mercedez S Class, Honda Sedan, And an expensive, modified huge pick up truck.

Then, take the drive and leadership skills you get in the military and take over your local real estate market.