My only concern about your two deals is location. 

@Robert Bleisch are your properties solely located in Texas?

Here are some considerations for both options:Investing Out of State:Affordability: Certain out-of-state cities may have more reasonably priced real estate, enabling you to get into the real estate market sooner.Cash Flow: Compared to pricey locations like San Diego, turnkey houses in other cities may offer higher cash flow.Diversification: You may diversify your real estate portfolio by investing in several markets.House Hacking in San Diego:Local Knowledge: Having knowledge of your local market might be beneficial.

Depending on the location, space looks great as is!

It would be in a location that is near to where my tenants enter my building.

Hey @Safwan Aziz - both of these things aren't easy, depending on which location you're focused on. 

Yes of course the old saying "location location location".

Adding keywords related to your investment strategy or market locations can be updated in your settings.

The property is located on almost an acre of land.

This will assist in locating any possible problems that could need to be fixed right away or have an impact on the property's long-term worth.Note that each real estate venture is distinct, and there can be particular factors to take into account given the Chicago real estate market.