But in my neophyte view, the answer to your question is possession of something that there is higher demand for than there is supply.  

Will one be easier to manage because you can go view the properties in a day trip? 

We can “split hairs” on this topic, but let’s just accept that our different experiences have produced a somewhat differing view.  

I read review from yelp and it sounds not bad (from landlord point of view), but I never heard it before. 

Both buyer and listing agent commissions will need to be agreed to by the buyer and seller as part of the purchase agreement (not simply disclosed after the fact, like under previous rules in most states).When you are a buyer, and want to view an MLS listed home, you will have to sign an agreement.

He wasn't giving into the state and local governments mandate for employees to be forced to wear masks, get vaccines, etc and he started getting "threats" saying that he could be taken to court and have assets seized if he continues "breaking the emergency laws" during covid time.That could be viewed as an extreme example, but things like this worry me as I have my own company and employees.

Mike is correct this would be viewed as self help.

Those who do fill out the form, I weed out the bad, contact the good and schedule viewings. 4.

Chicago for sure has all 4 seasons, but the winter helps us appreciate summer more lolI don't know zip codes off the top of my head, but some of the prime neighborhoods are Lincoln Park, Gold Coast, Old Town, Lake View, Roscoe Village, Wicker Park, Bucktown.Hope that helps...if you want to link up and talk more let me know.

While it's a great spot with a ton of tourism unfortunately, it seems the hotels view STR's as competition and have helped to encourage the strict regulations.