Putting aside the fact that it probably makes more sense to get my start somewhere relatively local to me, I was still wondering, for you fellow Canadians (@Marie Shaug , @Roy N.) who have some experience investing cross-border real estate, are there any resources you could point me towards that would help give me an idea of what kind of additional expenses, taxations, or other considerations I need to take into account if I end up going that route?

This plan is not subject to UDFI taxation on leveraged real estate investments.  

However, by changing investment income to ordinary income, on would now owe social security and Medicare tax, at the combined rate of 15.3% (both sides), less deduction from income of one half of the tax, so effective rate of 12 - 13 %.  

If one decides to reside in one of the units for 2 years prior to selling will the $500k exclusion take place and gains taxation would only be imposed on a selling price of $600k or higher?

It creates potential for two-layer taxation and creates tax deductibility issues for losses. 

Hello everyone, I have been a "silent reader" of this great community, and appreciating every single post. However, I haven't run across the following topics. Hopefully someone with knowledge would shed some light:1. ...

I guess each buyer will have to determine for themselves whether or not the LLC is financially beneficial based on the savings and benefits the LLC could provide them versus any taxation drawbacks.

We own 3 units currently.I am realizing that there are some advantages to the Solo 401K (yes I qualify) such as not having UDFI taxation when borrowing which I intend to do along with much higher contribution limits.

The Roth portion of another qualified employer plan like a 401k, 403n, etc can be rolled over into the Roth portion of a Solo 401k.The solo 401k does provide the ability to do an in-plan conversion of tax-deferred funds to Roth status (with the corresponding tax implications), and allows for generous new Roth contributions up to $18K per year.A Solo 401k is exempted from Unrelated Debt Financed income taxation (UDFI) when using mortgages to acquire real property.  

LLCs are not recognized by the CRA and are liable for double taxation.