The $8,700 included a couple of items that involved demolition and restoration of concrete slab that had a pipe buried between the walls that was initially suspected as the cause of the leak, to the amount of $500. 

Since this particular property is in a popular vacation spot in Ohio and setup like town houses, I suspect there may be a HOA. 

I would suspect this lot is carved in such a way that building is not prohibited, it would just be economically difficult. 

I'm looking in Lincoln Park/LakeView, Bucktown/Wicker Park/Logan Square, Little Italy, Gold Coast/Old Town (open to suggestions of other neighborhoods to consider) I'm trying to understand what properties are "a good buy" and what are overpriced but I am struggling to identify appropriate benchmarks: I keep reading about the 2% rule as method to identify "good deals" but I can't seem to find properties that meet this requirement (and I kind of suspect that this is not realistic in Chi).... and I am not even sure what rule of thumb to use to evaluate properties for AirBnB.Anyone willing to share wisdom or - for people owning a similar property - willing to share approximate numbers?

I suspect since it was owner occupied that you have low cash into the deal and low interest rate.

I suspect that you met their criteria, but they'd prefer to have someone else for some reason.

She seemed to be doing a decent job, but there has been suspect advice along the way.

I suspect houses in both states are starting to sell for unsustainable prices, but I’ve had that feeling about Mass longer than RI.Yes, Woonsocket is relatively cheaper, but it’s also a tougher area too and it’s not really in any main corridor of economic activity.

Very slow, suspect our price is little high, we're probably lower the price.

They are also a similar demographic to what you described, and I suspect there is a strong suspicion inbred into signing anything.