J
osh Flagg’s Miami property, listed at $9.99 million, sits at 4727 N. Bay Road, opposite the $72.3 million Beckham estate. The 1933 Mediterranean‑style home, 4,000 sq ft, was bought by Flagg Family Capital with Carolwood LP in 2023 for $4.25 million and completely renovated by Builtin Studio’s Gary Eisner. Though Flagg has never lived there, he’s eager to sell. The gated compound boasts four bedrooms, five baths, vaulted ceilings, an original limestone fireplace, custom millwork, a white‑oak kitchen, and steel‑frame windows and doors. A private pool and a pool house featuring a sauna and cold plunge add luxury. The master suite offers a pleasant view, while the overall décor uses natural tones for a tranquil atmosphere.

    The original 1930s structure was stripped to its core and reimagined with contemporary luxury, blending historic charm with modern amenities. Flagg joked that he never expected to sell so quickly, nor to find himself neighbors with a slice of Goldman Sachs. The backyard oasis, complete with a sparkling pool, has already drawn attention from the Beckham family and other high‑profile neighbors. The listing, unveiled by TMZ, showcases a master bedroom that opens onto a serene vista, while the interior’s vaulted ceilings and limestone fireplace create an inviting atmosphere for entertaining.

    North Bay Road, Miami’s most affluent stretch, has generated $1.19 billion in sales since 2020, attracting high‑profile owners such as Cindy Crawford, Rande Gerber, Jennifer Lopez, Shakira, Karlie Kloss, and Josh Kushner. Flagg recently expanded his portfolio with an East Hampton residence and a Soho commercial building. The sale underscores the continued allure of North Bay Road, where luxury real estate has attracted celebrities and investors alike. The listing is handled by Jordan Karp of Jordan Karp, LLC.