I’m specifically interested in Lakeview, Lincoln Park, the Lincoln Square area, the Near West Side, and West Town, in that order.

These lines require the involvement of a commercial lender but can make sense.  

This thread has been incredibly helpful as I've been trying to understand all that is involved in valuing an apartment.

You're just paying with pre-tax dollars rather than after tax dollars.Further, there are costs involved with buying and HUGE costs involved with selling.Don't fall for the BS the real estate industry puts out. 

There's a world of opportunity out there, learn as much as you can, get involved with discussions and post up any questions you want answered.

Whether a Roth conversion makes sense to any one investor is a complex matter involving so many factors such as age, income, value being converted, cost of conversion, projected future tax bracket, etc.The cost of the the conversion would be determined based the appraised value of a property, less the outstanding debt. 

@Garrett Wilson, if you were "buying directly from the seller", how on earth did the wholesaler get involved?

Anytime you're adding square footage with Denver you'll need to go through zoning and make sure you meet the setback/bulk plane requirements and are still within the lot coverage requirements. 

If you are risk adverse real estate, (especially out of state) is not for you.As for horror stories you'll end up involved in those no matter where you invest.

The one that was a pain was the one that a real estate agent was involved