A Love Story in Limbo: The End of a High-Profile Romance?
Donald Trump Jr. and Kimberly Guilfoyle’s long-term relationship is under intense public scrutiny following reports of a possible split and Trump Jr.’s rumored new romance with Florida socialite Bettina Anderson. The 46-year-old eldest son of former President Donald Trump was recently seen leaving a two-hour dinner with Anderson at Miami hot spot Buccan, fueling whispers of a potential breakup with his fiancée of six years.
According to multiple sources, the couple has been separated for months. Some insiders claim Guilfoyle, 54, “looked the other way” as rumors of Trump Jr.’s relationship with Anderson, 38, circulated. The split comes as Guilfoyle prepares for a high-profile diplomatic role as the U.S. Ambassador to Greece, which will require her to relocate overseas, leaving behind their shared life in Florida.
The separation of such a high-profile couple raises questions about what will happen to their shared property: a $10 million waterfront mansion in Jupiter, Florida, which they co-purchased in March 2021.
The Mansion at the Center of It All
Located in the prestigious Admirals Cove community, Trump Jr. and Guilfoyle’s mansion is a symbol of wealth, status, and luxury. Spanning 6 bedrooms, 5.5 bathrooms, and 11,300 square feet, the home sits on a 1.18-acre waterfront lot, providing scenic views and direct access to the Intracoastal Waterway.
The property underwent an extensive renovation before Trump Jr. and Guilfoyle moved in, and it features:
- Massive Waterfront Views: Thanks to its prime location on a sprawling lot, nearly every room in the house has a view of the water.
- Luxury Finishes: Modernized with high-end finishes, including marble countertops, hardwood floors, and custom-built cabinetry throughout.
- State-of-the-Art Amenities: Includes a gourmet kitchen, spa-like master bathrooms, and high-tech smart home features.
- Outdoor Oasis: The mansion’s backyard boasts a resort-style pool, sun deck, and expansive outdoor dining area, making it the ultimate spot for entertaining.
- Exclusive Community Perks: Admirals Cove is one of the most elite neighborhoods in Jupiter, offering golf course access, a private marina, and top-tier security.
Their Florida residence is also just a short drive from Mar-a-Lago, former President Donald Trump’s famous residence in Palm Beach, and near homes owned by Ivanka Trump, Jared Kushner, Tiffany Trump, and Eric Trump.
Who Gets the Mansion? Legal Implications of Co-Ownership
One of the most pressing questions following reports of a split is: Who will get the $10 million mansion?
Since the couple purchased the home jointly in March 2021, both of their names are listed on the deed, meaning it will likely require a formal legal agreement or settlement to resolve ownership.
Key Possibilities:
- One Party Buys Out the Other: Trump Jr. could buy out Guilfoyle’s share of the home, or vice versa.
- Property Goes Up for Sale: If neither party wants to keep the mansion, they could sell it and split the proceeds.
- One Party Stays, One Party Leaves: It’s possible that one party may continue to live in the home while the other receives compensation.
If Guilfoyle moves to Greece for her new role as Ambassador, she may be more inclined to sell her stake in the home to Trump Jr., given that she won’t be living in Florida full-time. However, if she views the property as a financial investment, she may want to hold onto her share as a strategic move.
Given the couple’s prominent roles in Donald Trump’s presidential campaign and the likelihood of their continued involvement in Trump’s 2024 administration, their financial and real estate decisions could have broader implications.
The New Romance: Who Is Bettina Anderson?
While the fate of the mansion remains undecided, public interest has shifted to Donald Trump Jr.’s rumored new flame, Bettina Anderson, a well-connected Florida socialite. Sources describe her as someone well-versed in the world of luxury living and exclusive social circles.
Reports from DailyMail.com revealed that Trump Jr. and Anderson were seen holding hands as they exited their dinner at Buccan, a trendy Miami eatery. Following this sighting, sources close to the family claimed the pair had been “spending days and nights” together at Anderson’s West Palm Beach townhouse.
One source noted, “Bettina and Don have been together for a few months, and they are super cute and happy together. It’s just a natural fit—everyone is happy for them.”
While these reports remain unconfirmed, the timing of Guilfoyle’s new role as Ambassador to Greece and her expected move overseas adds further intrigue to the situation.
Guilfoyle’s New Role as Ambassador to Greece
The news of Guilfoyle’s role as U.S. Ambassador to Greece is a pivotal moment in her career. The position requires her to be based in Athens, which will likely impact her future living arrangements.
Her nomination was met with congratulations from Trump Jr., who posted on X (formerly Twitter):
“I am so proud of Kimberly. She loves America and she always has wanted to serve the country as an Ambassador. She will be an amazing leader for America First.”
This comment raised eyebrows since it made no mention of their relationship status, which had been a frequent topic in the media. Some took it as an indication that Trump Jr. and Guilfoyle may be “consciously uncoupling” while still supporting each other in their individual pursuits.
If confirmed, Guilfoyle will be required to live in Greece for a significant portion of the year, which could explain her decision to part ways with the $10M Florida mansion.
What Comes Next for Trump Jr. and Guilfoyle?
With Trump Jr. rumored to be dating Bettina Anderson and Guilfoyle taking on a major diplomatic role in Greece, it seems likely that the once-unbreakable couple will soon live very separate lives.
It’s unclear if the public will get more clarity on the status of their relationship. Both Trump Jr. and Guilfoyle remain key figures in Donald Trump’s 2024 presidential campaign, where they continue to appear together at events.
As for the $10 million Jupiter mansion, its fate will be decided by lawyers, contracts, and potentially a court order—unless Trump Jr. and Guilfoyle agree on a private settlement.
Other Trump Family Moves in Florida
Donald Trump Jr. and Kimberly Guilfoyle aren’t the only members of the Trump family with deep Florida ties. The Sunshine State has become something of a Trump stronghold, especially after Donald Trump declared his Mar-a-Lago resort as his primary residence.
- Donald Trump: Resides at Mar-a-Lago, Palm Beach.
- Ivanka Trump & Jared Kushner: Own a megamansion on Indian Creek Island, a.k.a. the “Billionaire’s Bunker,” alongside neighbors Tom Brady and Jeff Bezos.
- Eric Trump & Lara Trump: Purchased a home in Jupiter, close to Donald Trump Jr. and Kimberly Guilfoyle’s mansion.
- Tiffany Trump: Lives in West Palm Beach with her husband, Michael Boulos.
The Trump family is now deeply rooted in Florida, a strategic location for Trump’s 2024 re-election campaign.
Key Takeaways
- Home Value: $10 million (purchased for $9.7 million in 2021)
- Location: Admirals Cove, Jupiter, Florida
- Owners: Co-owned by Donald Trump Jr. and Kimberly Guilfoyle
- Key Features: 6 bedrooms, 5.5 baths, waterfront location, renovated luxury interiors, outdoor oasis with pool, golf course access, and marina proximity.
What We’re Watching For
- Will Guilfoyle Sell Her Share of the Mansion?
- How Will Trump Jr. and Guilfoyle Navigate Their Split?
- Will Trump Jr.’s New Relationship with Bettina Anderson Become Public?
As one of the most high-profile properties in the Trump family’s real estate portfolio, the fate of the $10 million mansion will be closely watched. As of now, it’s unclear if the property will be sold, retained, or fought over in court.
Regardless of the outcome, this luxurious home is likely to remain a symbol of the couple’s rise and fall in the public eye.