Furious Canadians Flee Florida Enclave in Trump Rebuke (Correct)

Aug. 21, 2025, 4:05 PM UTC

The private Florida community of Windsor is less than a two-hour drive from Donald Trump’s Mar-a-Lago, yet worlds away in terms of vibes.

While Trump’s Palm Beach compound is known for its gilded excess, Windsor evokes understated elegance. Founded by a billionaire Canadian family, the seaside village boasts a progressive urban design, walkable streets and a polo ground where King Charles once played. Town & Country magazine suggested it’s “the most un-Florida place in Florida.”

A home in the Windsor community sold this year by Roger Oatley, a retired Toronto lawyer.
Courtesy of Roger Oatley

But not even a carefully cultivated atmosphere and ties to a storied Toronto clan have shielded Windsor from Canadians’ fury toward the US.

Trump’s ...

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