Seven years after officially decamping to his Palm Beach estate from New York, President Donald Trump will be represented by a Democrat in the Florida statehouse for the first time.

Emily Gregory, a small-business owner and first-time candidate, notched an upset win on Tuesday evening, defeating the Trump-backed nominee Jon Maples to flip Florida House District 87, a long-standing Republican state legislative district that contains Trump’s Mar-a-Lago estate. Gregory received 51 percent of the vote to Maples’s 48 percent in the district, which spans Palm Beach, Lantana, and Jupiter, among other towns.

Gregory’s victory likely comes with a bit of a personal sting for Trump. The president issued a full-throated endorsement of Maples on Monday, calling him a “very successful Businessman and Civic Leader” and urging........

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