Cost of repairing a vacant 2 flat?

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Does anyone know what are some concerns that I should take into consideration before making an offer on a property that has been, according to the agent, vacant for many years? meaning there has been no heat in the winter? do these types of properties tend to have foundation issues? plumbing issues?

or should I be jumping at the opportunity if all these issues can be solved pretty straight forwardly? (pay someone to fix it one time without it reoccuring)

Since you are in Chicago and it is pretty cold there in the winter, I would take a close look at the plumbing. Frozen pipes leads to leaks, leaks lead to dampness, and dampness leads to mold.