A country deep-dive in the Sovereign Canadian international real estate series. Like everything here, this is personal documentation of how I work through my own portfolio decisions, not financial or legal advice. The Canadian-side machinery that sits above every country in this series – the CRA reporting, the financing reality, the four reasons any of us do this – lives in the foreign real estate investing pillar post. The Dominican Republic also turned up in my offshore real estate survey as one of the places Canadians are genuinely buying, not just Googling, which is what earned it its own post.
Mexico sells proximity. Portugal sells a legal system you half-recognize and an EU passport at the end of the road. Costa Rica sells titled ownership in your own name with none of the trust-structure friction. The Dominican Republic sells something the other Caribbean and Central American markets in this series can’t quite match at the same time: prices transacted in US dollars, one of the more accessible residency pathways in the Caribbean with a comparatively short ordinary path from permanent residency to naturalization, and – the part almost nobody mentions – an actual tax treaty with Canada.
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