You could make this work ST, MT or LT, depending on how you approach it - the key with unique grounds is owner-provided upkeep and service built into the listing and what permits allow. 

I don't think there is a market for that personally. land development is done on a very local basis and isn't a service many CRE brokers use.

.❌ Legal Risks – Chicago has strict landlord-tenant laws.

If you need financial help, ask under the "Finance, Tax, and Legal" forum.

.: One of the interesting things that occurred in the legal landscape was that in 1978, California's Supreme Court ruled that due on sale clauses in mortgage documents were void "restraints on alienation" and unenforceable unless a lender could show their security was at risk.

The focus is more on the property's potential income and your ability to service the debt.

Also, if anyone knows of any other background check services that are more reliable please let me know.

Specifically in finding quality contractors servicing the Island. 

To get started, I would recommend interviewing some TK providers in the OKC and AL markets to find out who provides the service and experience you seek as an out-of-area investor.

There were lease violations disrespecting the other neighbor's leased space and harassing the other neighbor and they smoked in the property against lease, lied about conversations, has made up stories about plumbing issues that plumbers couldn't find causes to, tried to get a dehumidifier and force me to pay, accused me on two different occasions very agressively in regards to the heat/electric service.