Perhaps it has been the eyesore of the block?  

For the rehab, I like the idea of vinyl plank flooring, semi-gloss paint (because I've heard some people say it holds up better with tenants), new cabinets, counter-tops, appliances, popcorn ceiling removal,  light fixtures, new water heater, fans, new windows. and something to put on the concrete that kills bad odors.What would you do?

The area isn't the best I'd a an A block in a c class area but it's adjacent to an up and coming area so it will come around.

I personally love buying 100 bags of 80# concrete and getting it delivered next-day for $79.

Any damage to the Premises (including, without limitation, concrete walkways and stairs) caused by Tenant's use of ice melt, salt or similar product shall be the sole responsibility of Tenant, and Tenant shall be responsible for the cost and expense any repairs required as a result thereof."

The below article indicates Chicago will be selling vacant lots of land for $1 each to those who qualify, such as living on the same block.  

One thing I would recommend is a having a concrete idea of what the scope of work needs to be prior to showing up with your contractor. 

Block construction, sprinklers throughout, office space is ~7%.

We're talking about tearing up all the pee-soaked carpet (dogs..) and bleaching/disinfecting the concrete foundation underneath, replacing a majority of the second floor sub-floor, fixing the roof, fixing the HVAC, repairing the garage (door hanging on by a thread), scrubbing and disinfecting all the cabinets (roach feces everywhere), tearing up and replacing the landscaping, fixing the roof, inspecting and repairing any water damage... the list goes on and on.

It really a block by block city.