I would also consider the following areas East Garfield, Bronzveille, Humbold Park & Austin (As close to Oak Park as possible). 

Quote from @Allison Park: I have a brand new 3 bd 2.5 ba Townhouse. 

Just think, if you or someone you know, parks their car in your driveway, that vehicle can be identified.

If you're in the middle class or lower it's cheaper to do nothing.We have a listing that's $189k, fully remodeled, with a park across the street.

Tourism is down and supply is sky-high, so I’d be extra cautious and strategic about buying a home for short-term rental near the theme parks right now.

Maybe go visit them and see what they have to offer interior and exterior, as well as age of the units, as well as grounds keeping, as well as parking lot condition (Alligator with potholes, slurried, fresh black top with new paint lines).

I am starting up a small business, which will be sealcoating/crack filling driveways and parking lots.

There are also CDs or money market accounts to park your dollars as you save leading up to the purchase. 

Has anyone ever done business with Park Place Finance out of Austin TX?

You can find a generic parking lease online and use that if it makes you feel more comfortable.