Democrat Emily Gregory has flipped a Florida state House seat that President Trump won by 11 points in 2024. The district is the same one where Trump’s Mar-a-Lago residence is located. Gregory defeated Republican Jon Maples, who had received a direct endorsement from President Trump.
According to Mediaite, Gregory led Maples by nearly 1,000 votes after 99% of ballots were counted in the special election. Trump had easily carried the district in the 2024 presidential election and even cast his own ballot by mail in this special election.
CNN chief data analyst Harry Enten said this result points to a larger trend playing out across the country, and that it could signal trouble for Republicans heading into the midterm elections. Enten noted that since the 2024 election, there has been an average 12-point swing toward Democrats across special elections nationwide. He described the Florida result as “emblematic of what we’ve seen nationwide.”
Special elections have historically predicted which party wins the House in midterms
He also explained why this race matters beyond its location. “There’s a reason we’re talking about this, and it’s not just because it’s in Donald Trump’s backyard, though that’s part of the reason why, it is because, historically speaking, special elections have forecasted what will happen in the midterm elections,” Enten said.
Meanwhile, Trump’s foreign policy moves remain under scrutiny, as the administration prepares to deploy elite airborne troops into the Middle East while simultaneously claiming peace talks with Iran are already underway.
Looking back at data going to the 2005–2006 election cycle, Enten found that every time a party outperformed its presidential baseline in special elections held before a midterm, that party went on to win the U.S. House of Representatives. This has happened five out of five times.
Based on this pattern, Enten suggests the Florida result is unlikely to be an isolated case, and that the Democratic trend seen in special elections could expand nationwide by the time midterms arrive.
Those talks with Iran have already hit a bump, as an Iranian general publicly rejecting Trump’s peace claims on camera adds another layer of complexity to the administration’s foreign policy narrative. The Mar-a-Lago district flip is now being watched closely as an early indicator of where the political winds may be heading in the next major election cycle.
Published: Mar 25, 2026 01:45 pm