Consider all the things that could go wrong and see if the lease addresses them: unauthorized pets or tenants, early termination, security deposit, lease violations, late rent, eviction, lawn maintenance, parking, etc.5.

It's a combo of low housing supply, higher interest rates vs. seller expectation, and a poor economic outlook for the country.As an investor with a few rentals it's like like the parking brake is stuck on.

I feel I have a rough idea, which is..I'm in Rogers Park, my next important step is to wait out 1.5 years until I can fully rent out the condo, but for the meanwhile get a roommate to save more money.

Consider all the things that could go wrong and see if the lease addresses them: unauthorized pets or tenants, early termination, security deposit, lease violations, late rent, eviction, lawn maintenance, parking, etc.5.

I also noticed you left out an option to park that money in index funds and let it grow.

Rehab is nice so I don't think that will be a concern, this is also off street parking so ones with garage will be favored more if you are priced the same. 

Is there enough parking for five vehicles?

Quote from @Hiyun Park: Quote from @Becca F.: I invest locally and OOS in the Indianapolis metro area.

I think it's going to be location specific for sure; where I am very few people hang out in the house all day long as they are usually busy hitting the parks and attractions. 

Got paid 10k at closing. 35 unit mobile home park.