I would sell and take your gains.

If you sell it, you get $250k single / $500k married exemptions from capital gains.Speak with a tax professional about how much you'll save in taxes by doing this. 

KC can get tricky with tenants and the eviction process so having a PM who knows the lay of the land is worth it.

Looking for points of view on selling or keeping properties in Toronto, Ontario.

Selling now prioritizes liquidity and growth opportunities, while holding benefits from long-term appreciation and rental income.This post does not create a CPA-Client relationship.

I know enough about a lot of things to be dangerous, but lack detailed expertise and certifications.I will say that I was extremely disappointed with my last realtors lack of construction knowledge so you will have a leg up there for sure, and you should play up that as a selling point

I was trying to avoid the eviction process just because I know it can be rather lengthy in IL, I figured with the month-to-month I can just cancel it hopefully without any issues. 

Most investors focus on finding buyers first when it is all the way toward the end of the process. 

We plan to come back live in it the other 6 months, fix it up more, repeat that process until we can find another deal that makes sense for us. 

But based on this feedback above, it may be time to evaluate selling them.