If you’ve been keeping an eye on the MAGA inner circle lately, you’ve probably noticed something feels... different. For years, they were the ultimate political power couple. She was the firebrand former Fox News host with the "the best is yet to come" energy, and he was the eldest son of the 45th and 47th President. But if you're asking is Kimberly Guilfoyle still with Don Jr today, the answer is a pretty definitive no.
They’re done.
Honestly, the split wasn't just a quiet breakup; it was a full-scale logistical and professional reshuffling. While many people were distracted by the 2024 election cycle, the foundational cracks in their relationship turned into a total canyon.
The White House Bombshell
The most concrete proof that the two have moved on arrived in mid-December 2025. During a Christmas reception at the White House, President Donald Trump himself essentially broke the news to the world. He didn't just mention a breakup; he announced a new engagement.
Donald Trump Jr. is now engaged to Bettina Anderson, a well-known socialite from Palm Beach.
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A video from the event showed the President embracing his son before Don Jr. took the podium to talk about his excitement. Anderson, who has been seen with Don Jr. since late 2024, reportedly called him the "love of her life." It’s a sharp pivot from the four-year engagement he shared with Guilfoyle.
Why the Split Happened
Rumors of trouble in paradise actually started much earlier than the official announcement. Back in September 2024, sources close to the couple started whispering to People magazine that the two were "spending time apart."
What caused it?
- The "Grandstander" Label: Some insiders suggested that the Trump family's view of Kimberly shifted. While they liked her initially, there were reports that she became a "grandstander" who sought too much media attention for herself rather than focusing on the family brand.
- The Bettina Factor: Don Jr. was first spotted with Bettina Anderson in August 2024 on a brunch date in Palm Beach. At that point, he was technically still engaged to Kimberly.
- Geographic Distance: In a move that felt like a promotion and a "banishment" wrapped into one, Kimberly was nominated to serve as the U.S. Ambassador to Greece.
Where is Kimberly Guilfoyle now?
She’s in Athens. Literally.
After being confirmed by the Senate in late 2025, Kimberly officially relocated to Greece to take up her post. She’s currently living in the official ambassadorial residence, known as Jefferson House.
While the New York Times recently profiled her as the "talk of Athens," she seems to be leaning into her new life. When asked about Don Jr.’s new engagement in early January 2026, she kept it classy but brief. "I’m happy for Don," she told the Times. "I wish him, of course, all the best."
But don't let the polite quotes fool you. Sources close to her say the transition wasn't exactly easy. Up until very recently, the two were still untangling their lives—and their real estate.
The $9.7 Million Jupiter Mansion
One of the biggest questions remaining is what happens to their massive home in Jupiter, Florida. They bought the $9.7 million property together in March 2021. As of early 2026, records show the house hasn't hit the market yet.
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Don Jr. isn't really living there, though. Reports indicate he has "essentially" moved into Bettina Anderson’s townhouse in Palm Beach. His car is reportedly parked there 24/7. Meanwhile, Kimberly is 5,000 miles away, telling Greek officials she might even be on the lookout for a "new husband."
The New Dynamic: Don Jr. and Bettina Anderson
The shift from Kimberly to Bettina represents a change in "vibe" for Don Jr. While Kimberly was a political surrogate who lived on the campaign trail, Bettina is firmly rooted in the high-society world of Palm Beach.
President Trump seems to approve.
He reportedly told associates he is happy with the way Bettina looks and wants his son to be "satisfied in his next mate." It’s a bit of a cold assessment of Kimberly’s years of loyalty to the MAGA movement, but that’s the reality of the situation.
- Don Jr. is officially engaged to Bettina Anderson.
- Kimberly Guilfoyle is the U.S. Ambassador to Greece and living in Athens.
- The breakup happened quietly in late 2024 and was confirmed in late 2025.
Basically, if you were waiting for a big MAGA wedding between Don and Kim, you can stop waiting. They’ve both moved on to very different chapters—one in the Mediterranean and one in the exclusive enclaves of Florida.
Actionable Insight: If you're following this for the political implications, watch Kimberly’s performance in Athens. Her role as Ambassador to Greece is a significant diplomatic post, and how she handles it will determine if she remains a power player in the GOP or if her move to Europe was a permanent exit from the inner circle. Stay updated on Florida property records for the Jupiter mansion; once that sells, the final tie between the two will officially be severed.