Tyler local, so sparked my interest whenever I see anyone post about the area.Given that your duplex is fully paid off and generating a steady cash flow of $1400 per month, it's understandable that you're having second thoughts about selling it.

*I'll try to update this post if any updates or improvements are completed, but since November there have been no improvement or fixes.

I like your post and you obviously know Chicago but a lot of what you are saying is just plain wrong.

Your posts are unbelievably helpful. 

That being said, there is a shortage of rentals in the area so a simple post to Facebook Marketplace or join the Facebook group https://www.facebook.com/groups/ElkhornandWalworthCountyOnli... 

This was something I was intrigued about and the post jumped back to the top of the list when you asked yours. 

Selling multiple properties in a 1031 exchange to consolidate funds for one investment property is allowed, but the property must initially be used solely for investment.This post does not create a CPA-Client relationship.

However, in order to do this effectively, you have to have knowledge, experience, resources, and cash reserves in case things don't go exactly as planned.Hopefully this post was helpful to you in seeing a realistic example of how to purchase real estate without using your own money.

Quote from @Nate Sanow: Yes I own two that are near 100 years old and I will tell you they are a pain in the you know what compared to all of my post WW2 properties especially post 1980… layouts are better in the last 50 years and energy efficiency is better and I can keep going… HOWEVER to reply to the other aspect of your question, I’ve found appreciation is better with older properties in areas of the path of progress.

Meetup.com is a good resource for those but some of the groups will also post here on Bigger Pockets Marketplace too.