Hi, Noam,I grew up practically on the border of Parma/Old Brooklyn, and have some family that owns in Old Brooklyn.  

In this regard, you should have access to Canadian practitioners (local Canadian Attorneys, Accountants) that are very familiar with the cross border structuring aspects of real estate investments inbound to the US.I do mostly non real estate outbound structuring work (US into Canada) not inbound work, so I will defer (as I do in my actual work) to an inbound Canadian expert who in this case should do a lot of work with real estate structuring.

@Chris Seveney I dont own any rentals on the Virginia side of the border.  

I live in Wilmington, and there are THOUSANDS of vacant properties that are just bordered up.

I would say all things being equal I think the best “deals” right now are probably the areas on ne dc next to the pg border, so Brentwood, Riggs park, Woodridge, Michigan park etc.

Hi Tobey:  My husband and I live in Sevierville, which borders both PF and Gatlinburg, and are very familiar with the vacation rental business. 

It’s a 1acre lot that borders a school.

Hello,Our area is unique because we are landlocked (bordered by oceans, rivers, swamps and nature preserves) and there is not much opportunity to build new construction on the southside. 

I'm looking for someone to point me in the right direction as far as setting up a company, or any attorneys who specialize in cross border, thanksDustin

While there is much you can, and probably, should learn on your own, there is no simple, or single, answer to your questions .... it all depends on what best fits your current situation and plans for the future.The best advice, would be to find yourself both an accountant and attorney familiar with cross-border real estate and business.