It takes a bit of time but unless you have some great legal advise and follow it precisely, the promised anonymity is not there in most cases. 

I would never loan my money the way you see it done with the Brokers.. they rely on 3 party appraisals and credit reports they Never or basically never even meet their client to eye ball them..

Nobody has a crystal ball and knows what the future holds, but if you want to introduce a partner/sell ownership interest its far easier if the property was originally owned as an LLC rather than in your personal name because selling membership interest in an LLC is far simpler than re-titling real estate. 

A super ball number to get you going would be at least $190/SF-$220/sf ish... to figure out square footage it's probably best to connect with a Chicago architect like @Samuel Pavlovcik or @Prashanth Mahakali both can talk through the zoning and plan development process.

That requires like engineering and construction expertise... and municipal connections and negotiation mastery.. a TON of luck... and "balls of steel"!

You have the passion, but you want to find some connections in real life or start the ball rolling here and take that to a meetup.

I like to share this story as a cautionary tale and while nobody has a crystal ball and can predict the future, understanding the end goal can  help investors understand  whether they invested in a market that can reap the true benefits of SFH rental ownership or perhaps point them in that direction. 

Along with what's already been said, I would use a professional photographer to really showcase the spaces so Guest can envision themselves playing bocce ball, lounging outside, etc. 

Nobody has a crystal ball but, I was wondering how you feel about NO/uptown 3-5 year outlook relative to appreciations & rents.Currently, we are seeing inventory rise faster than we are closing sales.

Do you agree on where we are today and do you have any crystal ball predictions on when we will move to the next phase?