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    An Oscar-Winning Film Producer Has Sold His Glitzy Miami Beach Penthouse for $4 Million

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    Timothy Headington—the Dallas-based billionaire oilman, luxury hotelier, and Oscar-winning film producer—has officially parted ways with his longtime Miami Beach penthouse, closing a $4 million deal earlier this week. Listing agent Eloy Carmenate of The Corcoran Group, along with colleague Mick Duchon, represented Headington in the sale. Zachary Aker of ONE Sotheby’s International Realty represented the buyer, whose identity has not been disclosed. 

    Tucked atop the boutique Capri South Beach building, Penthouse 1 offers cinematic views worthy of its former owner: 360 degrees of Biscayne Bay, the glittering Miami skyline, and golden Florida sunsets. Headington, who has credits on The Young Victoria, Everything Everywhere All at Once, and In the Land of Blood and Honey, originally snapped up the 1,974-square-foot residence in 2009 for just under $2.4 million, property records show.

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    Floor-to-ceiling windows frame 360-degree views of Biscayne Bay and the Miami skyline.

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    Since then, he’s quietly elevated the space with the help of Miami designer Sofia Joelsson, whose vision for the home channels coastal minimalism with a refined edge. Think vein-cut travertine floors, a sleek Ornare kitchen outfitted with Wolf and Sub-Zero appliances, and a bright, open-concept plan that invites the outdoors in. 

    Of course, the true showstopper lies upstairs: a 3,185-square-foot private rooftop terrace, complete with a summer kitchen, Jacuzzi, and expansive lounge areas made for sun-drenched afternoons or soirées under the stars. The sale also included a private slip—big enough for a 60-foot boat—making this a dream setup for anyone who prefers arriving home by water. 

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    The rooftop features a summer kitchen, Jacuzzi, and lounge areas.

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    Headington had originally listed the penthouse in December 2023 for $6.5 million but ultimately accepted the $4 million offer, reportedly because he’s spending less time in Miami these days. The property’s appeal is timeless, though: a quiet waterfront address just minutes from Lincoln Road, the Design District, and the sand and surf that make South Beach iconic. 

    Turns out, Headington isn’t the only ultra-wealthy seller eyeing an exit from South Beach. Back in March, fintech mogul Bill Roy, founder and CEO of mortgage tech firm BlockGen, listed his turnkey condo at the Continuum for $25.9 million. Roy, who paid $12.1 million for the combined two-unit residence in 2021, fully renovated the 28th-floor spread, which spans nearly 4,800 square feet and comes furnished by B&B Italia and Minotti. With sweeping ocean-to-skyline views, a chef’s kitchen clad in Viola marble, and a rotunda balcony made for sunset cocktails, Roy’s listing adds another marquee name—and a serious asking price—to Miami Beach’s ultra-luxury market. 

    Click here to see more photos of 1470 16th St. 

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    Abby Montanez

    Abigail Montanez is a staff writer at Robb Report. She has worked in both print and digital publishing for over half a decade, covering everything from real estate, entertainment, dining, travel to…

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      The Owner of Mango’s Tropical Café Is Selling His Secluded Florida Sanctuary for $19 Million

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      David Wallack, the charismatic owner behind South Beach’s iconic Mango’s Tropical Café, has listed his verdant hideaway in the unincorporated area of Redland, about 28 miles (and potentially a two-plus-hour drive with traffic) southwest of South Beach, for $19 million. Represented by Lynna Weil and Darin Tansey of Douglas Elliman, the 14-acre compound dubbed Breezy Oaks offers a fusion of ecology and off-the-grid tranquility. 

      “Breezy Oaks is more than a retreat—it’s a private resort oasis,” says Wallack. “The moment you pass through the gates, you’re transported into a tropical paradise, where crystal-clear grottoes teem with tilapia, koi, and cichlids, and white sand beaches invite total relaxation. At night, the soothing sounds of cascading waterfalls create a truly transcendental sleep experience.” 

      The property has three grottos with coral artwork by the late stone landscaper Ben Bistrong.

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      Tucked among a Florida pine preserve, at the heart of Breezy Oaks are three naturally filtered freshwater grottos fed by the Floridan aquifer, one of the largest groundwater systems in the U.S. The shimmering pools are ringed with coral installations by the late Miami-based artist and stone landscaper Benjamin Bistrong—his final opus before passing in 2014. Think: nature meets sculpture garden meets spa day. 

      Wander past the grottos, and you’ll encounter fruit-laden mango, lime, and lemon trees, plus a very industrious bee colony turning out fresh honey on-site. The existing 3,362-square-foot home—featuring three bedrooms and three baths—is more functional than fantasy. Let’s call it a humble ranch house or just a placeholder while you dream up your future estate.

      There’s a simple three-bedroom house on the secluded property.

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      The property is currently zoned for residential and agricultural use, but there’s potential to have it rezoned for commercial purposes. The seller has another 29-acre parcel in nearby Homestead that is also available for another $3 million.

      In a region known for glittering high-rises and beachside mansions, South Florida is seeing a quiet but notable shift: a growing appetite for large land parcels. Though increasingly rare and often hard to come by, these expansive properties are drawing interest from buyers seeking space and privacy. Just ask Jeff Bezos, who recently scooped up multiple homes on Miami’s ultra-exclusive Indian Creek Island, with his total spend topping $234 million. Similarly, the sale of the $150 million Tarpon Island estate in Palm Beach highlights the premium placed on sizable, exclusive properties. This private island, featuring a nearly 24,000-square-foot mansion with extensive amenities, was acquired by Australian investor Michael Dorrell, marking a record for non-oceanfront deals in the area.  

      Click here to see more photos of the South Florida hideaway.

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      Authors

      Abby Montanez

      Abigail Montanez is a staff writer at Robb Report. She has worked in both print and digital publishing for over half a decade, covering everything from real estate, entertainment, dining, travel to…

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      The CEO of BlockGen Is Selling His 28th-Floor Miami Beach Condo for $26 Million

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      A fintech mogul is logging out of his South Florida home.

      Bill Roy, the founder and CEO of BlockGen, is parting ways with his ocean-view Miami Beach condominium. Known for his expertise in financial technology, Roy’s career has taken him from roles as a lead mortgage banking analyst at Merrill Lynch to a portfolio manager at Arco Investments. He later launched the private equity firm JAM Partners before founding BlockGen, a company dedicated to transforming mortgage technology with its LoanPASS system.

      Now, Roy is selling his lavish, gut-renovated residence at the Continuum, at the southern tip of South Beach, for $25.9 million with Eddy Martinez and Roland Ortiz with The Worldwide Group at ONE Sotheby’s International Realty, along with Natalia Gryczynska of Hilton & Hilton. 

      RELATED: A $65 Million Miami Mansion With an Aquarium So Big a Scuba Diver Has to Clean It

      Floor-to-ceiling windows offer sweeping views of the ocean, Intracoastal Waterway, and city skyline.

      Lux Hunters / ONE Sotheby’s International Realty

      According to The Real Deal, Roy dropped $12.1 million on the two-unit combination condo back in 2021—about half of what he’s currently seeking. Spanning 4,776 square feet, the 28th-floor spread offers three bedrooms and three and a half bathrooms, with panoramic views to the east and southwest, showcasing both sunrises over the turquoise waters and dramatic sunsets over the city skyline. Designed with meticulous attention to detail, the home is offered fully turnkey, with a selection of high-end furnishings by B&B Italia and Minotti, curated by Gallerie Noire.

      The open, sun-flooded layout includes a formal salon with an oceanfront bar, multiple lounges, and a formal dining area. European wide-plank wood floors, custom LED-lit millwork, and architectural lighting add to the contemporary sophistication. The chef’s kitchen, equipped with Wolf appliances, includes Viola marble counters, brass accents, and a large island with an integrated snack bar. A wall of windows connects to a rotunda balcony that’s perfect for entertaining. 

      RELATED: This $88 Million Miami Beach Mansion Will Wind You Up With a Guggenheim-Inspired Spiral Staircase

      Brass accents and spider web-veined Viola marble counters accent the eat-in kitchen.

      Lux Hunters / ONE Sotheby’s International Realty

      The principal suite provides both seclusion and plush comfort. In addition to a sunrise terrace, a separate lounge, a private office, and a dressing room, the spa bath is adorned in book-matched marble with a steam shower and heated floors. Elsewhere, the sky-high pad is decked out with a media room, family room, and office, as well as two private entrance lobbies, plus a staff entrance and dual laundry areas.

      Located within Continuum’s 13-acre oceanfront enclave, the residence’s $5,714 per month association fee—not to mention an annual tax bill of about a quarter million dollars—provides residents and guests access to a slate of world-class amenities, including a beach club, private restaurant, tennis courts, expansive fitness center, and swanky on-site med-spa. 

      Click here to see more photos of the South Beach residence.

      Lux Hunters / ONE Sotheby’s International Realty

       

      Authors

      Abby Montanez

      Abigail Montanez is a staff writer at Robb Report. She has worked in both print and digital publishing for over half a decade, covering everything from real estate, entertainment, dining, travel to…

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