We finally found more conscious sellers and a house that checks all our boxes minus our preferred location but it is not too bad.

I want to add a final half acre that is available, to make this a full 3 acres and extend the park. 

I have a tenant in Chicago, who's lease expired months ago but she wouldn't move out and didn't pay rent, so I started the eviction process. I just learned that she did move out a couple of weeks ago but is not answer...

I noticed a couple weeks later the rent sign was still up so I asked him what price he'd be open to selling the house, we went back and forth and finally agreed to seller financing at a reasonable price.

Finally a house that isn't a total gut.

We won't see that in our lifetimes again (on one hand too bad, it was a great opportunity..)When the housing market finally achieves an equillibrium (either by limiting demand by price or more supply or both) it will slow down, inventory will build up, we will see an average of 180 days on market (now 20 days).

My interests are in wholesailing in the beginning, switch up to flipping as I learn and then finally renting or developing if all goes well in the future.

I would look into requiring all properties be refinanced before the divorce is finalized.

You still have options until the closing is final.

So this one the City would in no way support the continued duplex use...So the final answer to your above question likely depends on the story, and also likely depends on what the City's preferences might be.