I would avoid garbage disposal, because it just encourages putting food down the drain which, even through a disposal, will cause more plumbing issues over time.

I am focusing on B neighborhoods and since the rents and prices vary by the block within hot neigbhourhoods, I am having a challenge zeroing on a few.

If there is one, where do I find the setting to block someone, so I don't see their posts?

Getting bonded is dirt cheap, and if it weren’t for insurance costs I’d bet there’d be more contractors out there.you need good credit to get a bond that I think is a stumbling block to some in that industry. 

Does the billboard company have the right to terminate the lease if a structure is built that blocks the sign or decreases the visibility?

In my experience drain stacks crack at turns, tees, and fittings.

If water came up through the drains, complain to the City of Chicago about poor/malfunctioning  sewers.If water came in due to collapsed/clogged drain pipes.

@Chad McIver This is a block off of Cherokee in South city.

Do you know of any zip codes, blocks, or streets that seem promising currently but are on the lower end for purchase price?

Also, I don't know the formation of your driveway and garages, but I have maximized my parking by actually blocking to garages with three cars parked perpendicularly and then renting the garages for storage.