I'm a commercial banker for a regional bank and have been with large TBTF banks as well.I agree with Mason, the realtor and the bank will scrutinize your experience and success with prior deals.

@Asim SheikhGenerally speaking, this region is very tough.

I am looking for some investment properties in greater Boston region with minimum CoC return of about 7-10% .

The information below is either provided by World Population Review, the Kansas City Regional Association of Realtors (KCRAR), or Zillow. 

I am looking at markets closer to me for that reason, but none are as solid, "city wise" as Sherbrooke.As you said inflation of the housing market in the Estrie region has not happened yet but it will within the next decade or so which means that it's definitely a good time to buy and hold.

That must be a regional term?

There is a brand new Hard Rock Hotel and Casino which will be built here in town, and there are also around 19,000 homes which are going to be be built within the next few years as well, just outside of the Bakersfield area towards the LA basin. 

Because Fayette County is notorious in the region for their building/zoning being difficult to work with.

Pet fees are pretty standard across my region.

Portfolio lenders I use are in local regional banks.