Check the community to see if the commun areas look well maintened. Talk to a few owners of the complex and see how they like it.
Best of Luck,
Purchasing a condo is not like purchasing a single family home. There are many, many, many things you need to address and know how to interpret. None of which can be addressed adequately in a Q&A session on a aggregate real estate website.
That is why I and most real estate professionals, provide a separate 'Condo Buyers Guide' that does address the property, community grounds, financials, minutes, assessments, rules and regs, conditions, and cloaked poison pills. Any one of these issues can make such a purchase a mistake for a buyer who simply did not understand their needs and did not know what question to ask or what stone to look under.
Contact a Chicago, IL real estate professional and get some serious tools.
Don't use that 'Contact' button.
Don't use Trulia email.
Go old school and pick up the phone, if you are serious.
Best of success to you,
Annette Lawrence, Broker/Associate
Remax Realtec Group