The supply demand equation is just shifted too far to the demand side and it will take years to re balance that.

Sometimes it can be hard to figure out why someone succeeds and another fails at it.97% of small businesses that fail, do.so because they are not properly capitalized.

I already have a HELOC on it and I am trying to raise my HELOC balance but the issue that I am running into is that the larger institutional banks are not willing to use the rental incomes from my 3 units toward my income in determining my debt to income ratio because the building is my primary residence. 

Here are the details of my situation:Purchase price: $9250020%down: $18500Loan balance: $74000Interest Rate: 5.25%PITI: $700/monthARV: 135000Equity: $61000What is the best strategy to get my equity out?

Great strategy...but, you need the proper docs, and those docs MUST separate the lease from the option. 

PM's need to be trained/guided to work properly with your style and expectations of doing things, or they will get feral just like anyone else.

Do some research on similar homes in your area and first make sure that it's properly priced.

You may even want to market to obituaries if you can figure out the proper decorum.Good luck.

To refer to the map you posted.67th to 71st (Jackson Park Highlands) is decent.71st to 75th - South Shore "proper" Noticeable difference.

I follow all local laws, have all the proper permits in place, and pay all the proper taxes on time or early ever month.When I purchase my next STR in Nashville I will continue to follow all local laws, proper permits, and pay all the proper taxes.