Rent goats to clear woods and create romantic lit walking pathRefinish floorsAdd modern master bathroomNew deck and firepit hangout area with hot tub and outside barand....STYLE!

ON THE OTHER SIDE, the liability and cost of fencing it in, as I would need to do, is a huge factor... 

One pic of the 2 arcades side by side would be best to show the highlights of the room. 

It’s definitely exciting to see suburban Chicago getting recognition as a hot rental market—it’s something I’ve noticed in my own experience as well.

Glazing in walls, enclosures or fences containing or facing hot tubs, spas, whirlpools, saunas, steam rooms, bathtubs, showers and indoor or outdoor swimming pools where the bottom exposed edge of the glazing is less than 60 inches (1524 mm) measured vertically above any standing or walking surface shall be considered to be a hazardous location.

Permit eligibility is based on region (usually the west side of town) and density (quantity of surrounding STR's in the area) as well as percentage of landscaping and minimum parking requirements. 

If your unit doesn't stand out in other ways considering adding amenities like a hot tub, backyard mini golf course, making your airbnb dog friendly, etc.

Thriving financially is one aspect; the human side keeps people engaged and loyal.Do expectations vary by property type or asset class?

On the flip side, if you've got a bunch of Section 8 tenants living in a building that's in a neighborhood where a lot of the tenant base has good jobs, high credit scores, and are generally reliable people, you've got the most risky tenants in that tenant base and that ain't what ya want.

With most price drops (as in "hot, don't touch")?