Also great insight about hiring a property manager to start off with bc I was going to attempt landlording myself first than go with a property management company when I had too many properties.

Thank you all for your insight and advice.

@Debora Monteiro, an easier option might be to simply sell now and do a 1031 exchange for the entirety. 

A few ways:- Find a lender who will lend what you need- Find a partner who will put in money in exchange for equity- Convince the seller to hold a note- Purchase with an option contract- Line of credit against another asset

I don't have any special insights on Lake County, but here are a few things that may be helpful to you here on the Bigger Pockets website:You can set up keyword alerts so anytime someone posts about Lake County or Northern Illinois you'll be notified.

I can't say that I have any special insights on the markets you mentioned.

@Jesse Murillo yes once you have identified your three properties, if you do not actually close on one or more of those properties it would be a failed exchange.

Hello all,I  am seeking reliable, competent, and available vendors to be available for property management needs and am looking for recommendations:plumbers, electricians, handymen, HVAC, appliance, roofer, cleaners, gardeners, property inspectionGrateful for any advice, insight, and/or recommendations that you can lend.

As such I looked into selling and renting my home, and both are viable, but someone approached me to rent to own my home, and I hadn't thought of it prior so I was hoping to get some insights!

This is my first post and I’m just starting to gain insight into the vast real estate world.