Josh Flagg's Reimagined Miami Beach Villa Now on the Market for $10 Million

Josh Flagg, the prominent real estate personality, has once again brought his exquisitely refurbished Mediterranean-style residence on Miami Beach's distinguished North Bay Road to the market. This captivating property, originally purchased in 2023 for $4.25 million, has undergone a complete transformation, emerging as a luxurious offering with an asking price of $10 million. Its strategic location directly across from the lavish estate of David and Victoria Beckham adds to its allure and exclusivity.

Celebrity Broker Relists Transformed Miami Beach Estate

In a recent development on June 29, 2026, Josh Flagg, a well-known figure from "Million Dollar Listing Los Angeles," officially placed his meticulously redesigned Mediterranean villa on the prestigious North Bay Road in Miami Beach back on the market. Flagg, alongside his partners Adam Rubin and Andrew Shanfeld of Carolwood Estates, acquired the 1930s-era estate in 2023. They then embarked on an extensive "studs-up" renovation project, collaborating with Gary Eisner of BuiltIN Studio to transform the property into a modern luxury dwelling. The current $10 million listing is held by Jordan Karp of Jordan Karp LLC.

The initial listing of the property occurred late last year, timed to coincide with the New York mayoral election, as Flagg anticipated a surge of New York residents relocating to Miami. However, this expectation was not met, and the house was swiftly withdrawn from the market as it was still under construction and not fully prepared for sale. Now, with the comprehensive renovation complete, the residence is actively being showcased, having already garnered significant interest with seven showing requests.

This magnificent two-story stucco and terracotta-roofed villa, situated on a walled and gated quarter-acre plot, encompasses approximately 4,000 square feet. It features four opulent bedrooms and six sophisticated bathrooms. The interior design highlights warm, cream-toned finishes, brand-new wood flooring, elegantly arched doorways, and impressive vaulted ceilings throughout. Furthermore, the estate boasts a separate pool house, equipped with a sauna, a refreshing cold plunge, a convenient powder room, and an outdoor shower, perfect for enjoying the Miami climate.

Recent photographs reveal a sun-drenched living area adorned with original limestone fireplace and a gracefully sunken sunroom, enclosed by steel-framed glass doors that seamlessly connect to the outdoor environment. An adjacent formal dining room leads into a bespoke white oak kitchen, distinguished by a waterfall-edge island and a cozy breakfast nook. The primary suite is a sanctuary of its own, featuring a travertine-clad bathroom complete with a substantial freestanding soaking tub, offering a spa-like experience.

The meticulously landscaped wraparound yard, dotted with lush palm trees, provides an idyllic setting for outdoor entertainment. It showcases a sizable swimming pool with a Baja shelf and a spillover spa, complemented by various lounging areas. An attached two-car garage provides convenient parking and storage.

Since 2022, Flagg has made substantial investments in properties across the United States. His portfolio includes a fixer-upper in Beverly Hills and another Rex Lotery-designed home in the exclusive 90210 neighborhood, formerly owned by musician Charlie Puth. He also possesses a commercial building in downtown Manhattan and a lavish estate in East Hampton's distinguished Georgica section.

The relisting of Josh Flagg's Miami Beach home offers a compelling glimpse into the dynamic luxury real estate market, particularly within celebrity circles. This move underscores the strategic timing and meticulous preparation required to present high-end properties, especially when targeting a specific demographic. The initial miscalculation regarding the influx of New Yorkers highlights the unpredictable nature of market trends, even for seasoned brokers. However, Flagg's resilience and dedication to completing the renovation to perfection have clearly paid off, evidenced by the immediate surge in showing requests. This situation also brings to light the intricate process of property development and the value added through thoughtful, high-quality redesigns. It serves as a reminder that in the competitive world of luxury real estate, preparation, patience, and a keen understanding of the product are paramount to achieving a successful sale, even for properties situated in highly desirable locations like North Bay Road, Miami Beach.

Calvin Klein's Former Hamptons Estate Re-enters Market at $165 Million

The former East Hampton oceanfront estate of fashion icon Calvin Klein, which he sold in 2021 for $85 million, is now back on the market for an astonishing $165 million. This expansive 8.2-acre property, dubbed "Traumhaus" (dream home) by its current owners, features a 9,000-square-foot main residence, 500 feet of Atlantic Ocean frontage, and a historic boathouse on Georgica Pond. The home has undergone extensive modernization while preserving its historical architectural elements.

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