They love our sugar-sand beach, crystal clear water and spectacular Lake Michigan sunsets.

They love our sugar-sand beach, crystal clear water and spectacular Lake Michigan sunsets.

Thanks @Crystal SmithI am looking on West side and north side.... wicker park, west town, ukranian village, bucktown, lincoln park, lakeview, wrigley, roscoe village, etc. 

There are alot of forces outside of our control and noone has a crystal ball.

Thanks Crystal Smith.

Obviously, I'll want to set aside some of that for Cap Ex, etc. but I'm pretty confident it would be cash flow positive if I'm able to rent it based on my building's list/rules.Based on takes from @Crystal Smith @Jonathan Klemm It seems like I should research a FHA + HELOC vs. 203k loan approach and what the cost/benefit is on those two approaches.

Who’s got a crystal ball?

Having said that, be ready with what you want in mind exactly, know your city ordnances about permits and those timelines, ask for copies/proof of information on being licensed/bonded/insure and be crystal clear on how much communication you expect.Once you've found a great contractor to work with- you've made a friend for life in a working relationship!

Allow me to polish my crystal ball and see what she says: Change.Yes change is always a constant in Real Estate.When more people feel comfortable selling and put their property for sale the skyrocketing values will level off.There is no hope of building our way out of this fast.There still are almost five million houses in forbearance, haven't paid since 3/2020- will those people find pre pandemic paying jobs?

No one has a crystal ball, but history and present day events are pointing more towards a down turn in my opinion.