@John William Kuhfahl
Welcome to the club! :)
I'll echo what both @Paul De Luca and @Jonathan Klemm have said.
And add the following:
1. The property you're considering is fairly far from 'Chicago.' You mentioned a possible remote walkthrough and purchase - are you local to this area?
I'm not too familiar with University Park, but in order to determine if it would make a good Airbnb, you'll want to research other similar properties (how they're priced / how often they're booked) in that area on platforms like Airbnb, VRBO, and Furnished Finder (if you're considering doing 30+ day stays, ie, an 'MTR' as well.)
Some questions to consider asking yourself:
1. Who will be in charge of the rehab, you or a GC or individual subcontractors?
1a. Have you estimated the repair costs?
2. What makes you think a short term rental home of that size will do well in that area?
3. Do you plan to rent it out as an STR as an entire home, or by the room?
4. Who is your target demographic if you do an STR?
LTRs are usually a 'safer' play, particularly if this is your first real estate investment property. Again, connecting with a local real estate agent in that area who knows the market inside and out is your best bet. Let them help you with comparables, recommendations for the types of rentals that do best in that area, and maybe even connect you with a local contractor who will be able to get you an accurate (ish) estimate on required repairs.
Hope this helps - best of luck with your journey!
Jennie Berger
Property People