Majic Plan seems intersting and I might give that one a try.  

Some of the questions I have are- is the interst still deducted the same as if you lived in a single family?

I focus outside of the circle freeway, interstate 465 for those not familiar.

My new Area is central Wisconsin from Wausau down to Plover along the interstate 39 corirridor.

What are the benefits of buying the house with cash vs a mortgage other than the saved interst on the mortgage.

And what they did prevent was the ridiculous wealth gap we now see and enabled huge investments in infrastructure (like the entire interstate, railroads, electrification, telecommunications etc etc) that we still rely on today.For all the whining about changes in tax policy for real estate or capital gains, there is no historical evidence to suggest it will dramatically change the trajectory of the market. 

They go to work in some high rise and vacation down in the Gulf of Mexico.They have an interstate running through their front yard and believe they’re going to be president of their company some day.They think they have it good, oh yeah!

Therefore I invest in neighborhoods on the east side of the city (Evanston, Norwood, Madisonville, Pleasant Ridge, Deer Park, Madeira, Kenwood, etc) - my basic rule of thumb is to stay as close to Interstate I-71 as you can.If you are okay with C,D class areas in exchange for higher cashflow there are neighborhoods on the west side of the city or further away from downtown that can accommdate this.Downtown neighborhoods (Biz district, pendleton, OTR, Mt adams) are really going to be your higher end plays that can still cashflow enough to cover all of your expenses but CoC is going to be <5%. 

Is there a particular market you were intersted in?

@Steven Gesis - The complex I lived in was right by an interstate and a mall which made it very convenient.