Last Updated on 10 hours ago by Minhaj
Josh Flagg never spent a single night in his Miami Beach villa. Now he wants $10 million for it.
The Million Dollar Listing Los Angeles star has officially listed his fully rebuilt Mediterranean home on North Bay Road – Miami Beach’s most coveted residential address- sitting directly across the street from David and Victoria Beckham’s $72 million waterfront compound.
Flagg acquired the original 1930s property in 2023 for $4.25 million in cash through Flagg Family Capital, his family’s private investment arm, in partnership with Carolwood LP partners Adam Rubin and Andrew Shanfeld. What followed was a complete ground-up rebuild in collaboration with designer Gary Eisner of BuiltIN Studio, transforming the aging structure into a modernized four-bedroom, six-bathroom residence spanning roughly 4,000 square feet across two levels.
The result balances old-world Mediterranean character with contemporary luxury. A wood-beamed living room preserves the original limestone fireplace. Steel-framed glass doors line a sunken sunroom that opens directly to the grounds. The white oak kitchen features a waterfall-edge island, Wolf and Sub-Zero appliances, and a breakfast nook. The primary suite comes with a morning bar and a travertine-clad bathroom centered on a freestanding soaking tub.
Outside, the walled and gated quarter-acre parcel is built for entertaining. A large pool with a Baja shelf and spillover spa anchors the palm-lined yard. A detached pool house adds a sauna, cold plunge, powder room, and outdoor shower. An attached two-car garage sits out front.
Jordan Karp of Jordan Karp LLC holds the listing.
Not His First Time Testing the Market
This is not Flagg’s first attempt at selling the property. He briefly listed it during the week of the New York mayoral election, anticipating a wave of New Yorkers heading south. The influx never materialized, and the house was not yet finished. He pulled it within a week.
Now the renovation is complete, and Flagg says seven showing requests have already come in.
A $50 Million Personal Portfolio
For someone who has built a career selling other people’s trophy homes with career sales surpassing $3 billion, Flagg approaches his own investments with the same calculating eye. His personal portfolio, estimated at around $50 million, stretches from Beverly Hills to the Hamptons to South Florida.
It includes a 1920s Beverly Hills estate purchased sight unseen for $8.4 million, a Trousdale Estates midcentury home bought from singer Charlie Puth for $9 million, an $8.45 million East Hampton retreat shared with a childhood friend, and a commercial building in downtown Manhattan where he serves as Vice President and shareholder of Flagg Family Capital.
The Miami Beach sale also signals a pivot. Flagg is reportedly under contract on a Palm Beach residence priced around $9 million, though details remain undisclosed. The move tracks a broader migration of ultra-luxury buyers toward Palm Beach’s increasingly dominant market.
Billionaires’ Row and the Beckham Effect
North Bay Road, often called Billionaires’ Row, counts Michael Bay, Barry Diller, and the Von Furstenberg family among its heavyweight residents, with sales regularly topping $70 to $100 million. Flagg’s non-waterfront listing, while substantial, trades water frontage for proximity to the street’s most famous address.
The Beckhams’ connection to North Bay Road runs deeper than real estate. David Beckham’s Major League Soccer franchise, Inter Miami, anchored the family’s Miami chapter. Their $72 million compound has become one of the most talked-about celebrity properties in South Florida. The Beckham name carries weight beyond the neighborhood too. Brooklyn Beckham and Nicola Peltz have built their own wealth profile that continues to draw public fascination.
As for leaving Florida, Flagg is characteristically blunt.
“Once the noise dies down, I’ll probably just buy everything back again,” he told reporters. “I invest where it’s the right place at the right time.”
For a broker who started at 19 under legendary megabroker Bruce Nelson and has since handled storied properties like Holmby Hills’s Owlwood estate and Bel Air’s Casa Encantada, the Miami Beach villa represents another flip in a career built on knowing exactly when to buy and when to walk away. The house across from the Beckhams may not have been a home he lived in, but it was never meant to be. It was meant to be a deal.
