The house had some old cast iron piping and older electrical panels and distribution.

Recently, while I was updating the Wi-Fi in one of our units, I noticed the sound of water running in a pipe behind the wall.

We exhausted the details and realized there was no reason not to do so.

I'll use my washing machine drainage pipe as an example.

Over the years we have seen some crazy things, like plumbing pipes sealed with glue and duct tape to stop a water leak.

Here's the City link for you to reference. https://www.chicago.gov/city/en/depts/doh/provdrs/homeowners...1) ADU regulations specifically exclude Short-Term Rentals so don't do it if the intention is to short-term rental. 2) The ceiling height oh 6'10" is almost guaranteed to trigger digging a basement if you want to formalize as an ADU unit, especially if that height is further reduced by pipes or HVAC. 3)Ingress/egress is an issue for renting, as is that any bedroom also will need two (ie operable window/doorway).

From what I've learned is that I just need to do is have a certificate of clear title from an exhaustive title search, Then only if there are wrinkles on there, then I'd have to do a quiet title, not before the exhaustive search is done.

I would exhaust all avenues regarding hiring the right property manager.

We found a friggin crack/meth pipe in the bathroom.

Perhaps there is a way to tell if the pipes in the hone are good or bad but it’s more pain in the butt than I am will to go through/risk.