Or you can just do a rate and term refinance and payoff what you owe. 

However, the fact that your tenant intends to pay $800 through the app while their rent is $1,200 raises questions, it’s worth clarifying whether they plan to pay the remaining $400 separately and how that affects both of you.Before signing up, consider reviewing the app’s terms, checking online reviews, and confirming how quickly payments are processed to your account.

For this reason, I typically recommend using series LLCs for single-family homes, where the structure can be more practical, and keeping commercial properties in their own separate LLCs for simplicity and to avoid unnecessary complications.In terms of management, I always advise structuring the series LLC with a separate management entity to address the concerns you raised.

What is the process like for that, and how long does it usually take? 

I've done and been a part of many Chicago zoning changes...they take a very long time and a lot of upfront money...unless you are planning to add multiple units and do a full renovation, the ROI is probably not there.

As long as there is demand to live in these areas and low housing supply, prices will likely continue to appreciate.

If you're talking about building an interior wall to create a bedroom, this could work so long as you aren't significantly reducing living space compared to the competitive rentals. 3 bedrooms with a tiny living area could cause problems.

Also, the MLS/listed scenarios allow for more favorable settlement terms (the opportunity for more thorough diligence and deal analysis & ability to line up the best financing). 

Unless you have evidence the tenant caused the crack, you are out of luck.It sounds like there should be a bead of caulk between the sink and the wall to prevent water from seeping down.It also sounds like you should inspect at least once a year so problems like this don't go undiscovered for so long.

I also don't do anything less than 3yr lease terms.