A significant transaction in Miami’s ultra-luxury real estate market recently saw a sprawling Star Island estate, once owned by comedian Rosie O’Donnell, change hands for $35.3 million. This high-value sale underscores the enduring appeal of exclusive waterfront properties to a discerning clientele, with the buyer identified as Russell Weiner, founder of Rockstar Energy, signaling a continued influx of capital into premium coastal assets.
- The property, originally constructed in 1923, encompasses 11,104 square feet and sits on a 1.1-acre plot.
- Rosie O’Donnell acquired the estate in 1999 and sold it in 2013 for $16.5 million.
- Estate features include an 8-bedroom main house, two guesthouses, a boathouse, a swimming pool, and 200 feet of private waterfront with a dedicated dock.
- Star Island is renowned as one of South Florida’s most coveted and private enclaves, attracting numerous high-profile residents.
- The new owner, Russell Weiner, reportedly plans an extensive expansion, increasing the estate to approximately 15,000 square feet and adding luxury amenities such as a spa, gym, and cabana.
High-Profile Star Island Estate Changes Hands
Originally constructed in 1923, the 11,104-square-foot residence was acquired by O’Donnell in 1999. She later sold the oceanfront property in 2013 for $16.5 million to the late couple David and Linda Frankel. The 1.1-acre estate boasts an 8-bedroom main house, complemented by two guesthouses, a boathouse, a swimming pool, and 200 feet of private waterfront with a dedicated dock, all set amidst lush tropical landscaping and towering palm trees.
Star Island maintains its status as one of South Florida’s most coveted and private enclaves, attracting a roster of high-profile residents. Beyond its historical celebrity ownership, the island currently hosts figures such as Gloria and Emilio Estefan, Jennifer Lopez, Rick Ross, and Sean “Diddy” Combs, further solidifying its reputation as a haven for the wealthy and famous. The new owner, Russell Weiner, reportedly plans an extensive expansion, aiming to increase the estate to approximately 15,000 square feet and incorporate additional luxury amenities like a spa, gym, and cabana.
Rosie O’Donnell’s Property Portfolio and Political Relocation
This notable real estate transaction occurs amidst Rosie O’Donnell’s broader recalibration of her property portfolio. While she divested her Star Island property years ago, her recent activities include the sale of a New York City penthouse in May 2025 for $4.75 million. These financial movements coincide with a significant personal relocation for O’Donnell, who announced in March 2025 her decision to move to Ireland, citing political motivations following President Donald Trump’s victory in the 2024 presidential election.
O’Donnell has publicly expressed satisfaction with her new life abroad, highlighting the welcoming nature of the Irish populace and acknowledging the unexpected shift in her residency. Her decision stems from a long-standing and well-documented political feud with President Trump, which originated during her tenure on “The View.” O’Donnell has consistently positioned herself as an outspoken critic, asserting that President Trump continues to use her as a “punching bag” to galvanize his political base.
The Citizenship Controversy: Trump vs. O’Donnell
In response to O’Donnell’s relocation and public statements, President Donald Trump issued threats to revoke her United States citizenship. Via Truth Social, he stated his “serious consideration” of such action, asserting that O’Donnell was not in the “best interests of our Great Country” and posed a “Threat to Humanity.” O’Donnell swiftly countered these assertions on social media, labeling the President as a “dangerous old soulless man” and reiterating that her move to Ireland was a direct consequence of her perception of his leadership.
President Trump renewed his threats regarding her citizenship, prompting O’Donnell to publicly address the constitutional implications. She asserted that such a revocation would be unconstitutional, citing that citizenship can only be relinquished through self-renunciation. O’Donnell declared her unwavering pride in her American citizenship and her intent to pursue dual citizenship in Ireland, enabling her to maintain strong ties to both nations while enjoying her new peaceful life abroad and continuing to visit her children in the United States.
Oliver brings 12 years of experience turning intimidating financial figures into crystal-clear insights. He once identified a market swing by tracking a company’s suspiciously high stapler orders. When he’s off the clock, Oliver perfects his origami… because folding paper helps him spot market folds before they happen.