Josh Flagg is betting big on Miami real estate — and the numbers suggest he might just win. The“Million Dollar Listing Los Angeles”alum has listed a North Bay Road estate for nearly $10 Million, more than double the $4.7 Million he paid for it just three years ago. That’s the kind of return that turns heads in the luxury market, but the real story isn’t the price tag — it’s what he did to get there.
Working alongside Carolwood principals Adam Rubin and Andrew Shanfeld, Flagg transformed a gated Mediterranean-style home into a showcase property that practically screams South Florida luxury. We’re talking 4 bedrooms, 5 bathrooms, and 4,062 square feet of carefully curated space, all anchored by a detached pool pavilion complete with sauna, cold plunge, outdoor shower, and powder room. The kind of amenities that make you wonder if you’re buying a house or joining a wellness retreat. New York-based BUILTIN Studio and designer Gary Eisner spearheaded the renovation, preserving the home’s classic bones while flooding it with contemporary finishes that bridge old-world charm and modern indulgence.
But here’s where Flagg’s sense of humor shines through. When asked about the renovation budget, he didn’t mince words:“If something cost $1,000, we spent $2,000. By the end, we weren’t building a house…we were personally stimulating the South Florida economy.”It’s the kind of quip that only lands when you’re genuinely willing to back it up with serious investment — vaulted ceilings, custom steel windows and doors, a white oak chef’s kitchen outfitted with Sub-Zero appliances, and spa-inspired bathrooms that blur the line between home and sanctuary.
Location matters, too. The property sits in one of Miami Beach’s most exclusive enclaves, where soccer superstar David Beckham counts himself among the neighbors. That kind of address doesn’t come cheap, and it doesn’t hurt resale value either. With Jordan Karp holding the listing, this property represents more than just a real estate transaction — it’s a masterclass in high-end renovation and a reminder that in luxury markets, sometimes the margin between a good investment and a great one comes down to knowing who to work with and how much you’re willing to spend to get it right.
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Local Lawton
Local Lawton is a contributor to LocalBeat, covering local news and community stories.