You can find a great list on the Neighborhood Building Owner's Alliance website here: About / Members – Neighborhood Building Owner's Alliance (nboachicago.com)

There's also owner financing.

The HOA in there is steep for owner/occupied or long term renters so that's going to be tough too.

Then each of the buildings are like separate owners for which I am managing.How do I handle the logistics of this?

Since I only needed to add 2 partition walls (no alteration of the exterior or infrastructure) I was able to apply for the permit as an owner/contractor.

This was a fun flip and a great property for the new owner's portfolio.

You are lucky you are on the owner-side of things since that means your property is worth that much even though it produces that low of CF.

Long before he or I owned our houses at this location, the neighbor/owner at the time built a fence against a hill on my property.

NO PRIMARY RESIDENCES, NON-OWNER OCCUPIED ONLY, BUSINESS AND COMMERCIAL USE ONLY.

Our regular insurer, State Farm, does not do such coverage anymore, and after checking with several well-known national carriers, I found only one that offered it, but the lead agent couldn't be bothered to put the details in writing in an email.There must be companies that specialize in this kind of coverage, I figure, and there must be other property owners in a similar situation who have such insurance.