Very interested in the Cleveland/Ohio market in addition to a few other cross-border cities closer to Toronto. 

I usually just google "market name" airbnb or short term regulations.

Quote from @Shayan Sameer: Quote from @Samuel Diouf: Columbus, Ohio is a great market to consider if you're looking for appreciation markets that still have cashflowing deals under $200k.

There are no laws restricting mark-to-market rents. 

Quote from @Marc Zak: In the market where I live (San Diego), appreciation has been strong and many predict it will continue to appreciate in the long term.However, with current interest rates (6% at best) and property tax (2%), the annual cost burden is 8%.Am I correct in saying that appreciation has to be above 8% annually (plus whatever my maintenance and vacancy costs are) for me to make any money in this scenario if the property is cash flow neutral?

Quote from @Blake Steagall: Hello @Jaycee Greene, I do not own any real estate in that market yet but am interested.  

Know your market cap rate and you can quickly determine whether property is worth a closer look. 

Off Market, and KREIA are just a few places to look. 

I have been investing in the stock market for 5 years and I am now transitioning over to real estate after doing my research on real estate for the past two years. 

No one has a "crystal ball" to time the market perfectly.