In a significant political shift, Emily Gregory has won a special election for Florida House District 87, flipping the seat from Republican to Democrat. The election took place on March 24, 2026, and Gregory led by 2.4 percentage points, or 797 votes, with almost all ballots counted.
The district, which includes Donald Trump’s Mar-a-Lago estate, was previously held by Republican Mike Caruso, who resigned to become Palm Beach County clerk. Caruso had won the district by a substantial 19 percentage points in the 2024 elections, making Gregory’s victory particularly notable.
Trump endorsed Gregory’s opponent, Jon Maples, in the election, highlighting the stakes involved. Despite this, Gregory’s win is seen as a sign of shifting voter sentiment against Trump and Republicans, especially as the midterm elections approach.
Gregory, a small business owner with no prior experience in elected office, is expected to seek election to a full two-year term in November. This victory adds to the trend of Democrats flipping 29 seats from Republican control since Trump took office, indicating a potential shift in the political landscape.
In the election, Gregory received 51.2% of the votes, while Maples garnered 48.8%. The results suggest a narrowing gap in a district that Trump had previously won by 11 percentage points in 2024.
Reactions to Gregory’s victory have been enthusiastic among Democrats. Heather Williams remarked, “If Mar-a-Lago is vulnerable, imagine what’s possible this November,” while Ken Martin stated, “Donald Trump’s own neighbors just sent a crystal clear message: They are furious and ready for change.”
Nikki Fried, a prominent figure in Florida politics, expressed her congratulations, stating, “I’m thrilled to congratulate Representative-Elect Emily Gregory on this monumental victory.” Christine Hunschofsky added, “This victory also reflects the broader momentum building across Florida.”
The district was redrawn two years ago, expanding its size and previously leaning Republican. As the political landscape continues to evolve, the implications of this election will be closely watched.