The building stock is like all the other Chicago urban core burbs, so expect lots of 1950's and 60's construction with galvanized pipes, flat roofs, boilers and outdated electrical.

A 32-year-old would never insult a politician in person, but they have no problem getting nasty from the safety of mom's basement.If profiles were verified and public, then we would clean things up a bit.

What kind of electrical panel does it have?

Even if you want to invest a year from now, cleaning up your money is the most important thing to do.

I own a Cleaning & Handyman company in Nashville and we service this area. 

It also makes cleaning easier, as you don't get that layer of nastiness where the sink meets the counter.But, if this is a low end, low rent type area, probably best to do it as cheap as possible.  

Assets identified in this study include:Bathroom Fixtures: Bathtubs, vanities, showers and toiletsStructural Components: Drywall, wood framing and interior partitionsBuilding systems: water heater, electrical distribution, HVAC, plumbingInterior Construction: Wood flooring, stairs, ceramic tileSmoke detectorsThis engineering-based cost segregation study included the following methodology:Physical Inspection through a site visitDocumentation review including architectural plans, accounting records and construction documentsA cost analysis which utilizes engineering principles in order to allocate costs to their applicable asset classificationsCalculation of the depreciation schedule using MACRSAs a reminder, bonus depreciation started to phase out in 2023.

The tenants are reasonably clean, so no issue with trash or critters. 

My vote is to repair, repair, repair.Water damage can lead to significant problems, from blistering / peeling paint to ceilings collapsing and electrical shorts.

Even if the area is cleaned up, I wouldn't purchase any rental real estate in Kensington, Fishtown or Northern Liberties for a few years.