Democrat Emily Gregory Flips Florida Seat in Special Election

Mar 25, 2026, 2:18 AM
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Democrat Emily Gregory won a special election on Tuesday for the Florida state House district that encompasses President Donald Trump's Mar-a-Lago resort, marking a significant victory as she flipped the seat from Republican control.
Gregory garnered 51% of the vote compared to Republican Jon Maples, who received 49%, in a race that had been vacant since August following the resignation of Republican Mike Caruso. Caruso had previously held the seat and won it by a substantial margin of 19 percentage points in 2024.
The victory has broader implications for the Democratic Party, which has seen a series of successful special elections nationwide since Trump returned to the White House. Democrats have now flipped 29 seats from Republican control since Trump took office, with Gregory's win being the 10th GOP-held state legislative seat flipped in recent months.
Trump, who actively endorsed Maples and urged his supporters to vote, expressed disappointment following the loss in a district he had previously carried by approximately 11 percentage points in 2024.
"This victory demonstrates that Democrats can run and win anywhere, including Donald Trump's backyard," stated Florida Democratic Party chair Nikki Fried. The sentiment was echoed by Heather Williams, president of the Democratic Legislative Campaign Committee, who remarked, "If Mar-a-Lago is vulnerable, imagine what's possible this November.".
Gregory, a first-time candidate and owner of a fitness company, focused her campaign on addressing rising costs, a concern that resonates with many voters amid increasing gas prices and grocery bills.
With almost all votes counted, Gregory led by 2.4 percentage points, equating to a margin of 797 votes. Speaking after her win, she expressed surprise at her victory, describing the experience as "pretty shocking" and "having a fairly out-of-body experience.".
The outcome in Florida is part of a larger trend where Democrats have achieved notable wins in traditionally Republican-controlled areas. For instance, in December, Eileen Higgins became the first Democrat to win the Miami mayoral race in nearly three decades, defeating a Trump-endorsed Republican.
As the political landscape shifts ahead of the midterm elections, Trump's approval ratings remain low, hovering in the high 30s to low 40s range. Many analysts suggest that voter discontent related to the economy and national issues, including the war with Iran, is influencing electoral outcomes across the country.
Despite his endorsement of Maples, Trump distanced himself from the election results, stating, "I'm not involved in that," a comment that reflects his attempts to navigate the implications of this loss in his home state.
Trump voted by mail in this election, a move that drew attention due to his previous criticisms of mail-in voting as a potential source of fraud. His shift in residency to Florida has made Mar-a-Lago a significant venue for political gatherings and decision-making during his presidency.
The results from this special election suggest a growing momentum for Democrats as they prepare for the upcoming midterms, with many in the party feeling energized by the win in such a politically symbolic district.
In summary, Emily Gregory's victory in the special election for the Florida state House district that includes Mar-a-Lago not only flips a seat from Republican control but also signals potential changes in voter sentiment as the 2026 midterm elections approach.

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