Even MLS generated CMA's from realtors. 

My overall plan is to flip houses while slowly adding rentals to my portfolio to generate some passive income.

Like writing something that's asking them are they looking to get rid of their property and/or looking to purchase more.Or just send the regular age old "I want to buy your house cash, close quick" blah blah blahAny help, comments, or opinions is appreciated in advance.ThanksMy experience says make the message sufficiently broad so that the phone rings, even if it generates calls from interested buyers. 

Go start calling all your banks.Bank SearchThe portfolio lenders will have the ability to maybe fund something outside the box versus a bank that just generates paper and sells it off.If you get a bunch of NO's the banks sometimes still know private sources of capital or non-bank lenders that might fund your deal.

I am interested to hear from you experienced Chicagoland wholesalers some of the hottest areas for wholesaling, those not yet saturated if any, and your most effective marketing strategies in this market? In your expe...

I haven't had any feedback that the price was too high but I dropped it after 45 days anyway to try and increase the activity and generate an offer. 

This will allow us to continue the company's growth.We still have a wholesale business (plus a couple of buy and holds) so I'm working with the rest of the team ensuring that we're still generating wholesale revenue (And any one of the deals can possibly become another rehab project for us).

My motivation is being able to eventually be able to generate a passive income which would replace that from my job. 

The first house you sell will typically generate enough commission to offset that initial outlay of cash. 

Property is a 5 unit building and generates $480 per unit, $2400 monthly, $28800 annually.Annual taxes:  $2400Annual insurance:  $981Owner pays water/sewer/trash (I don't have those figures yet)Roof is new.