NBA All-Star Tyler Herro Lists His Pinecrest Estate For $11.999 Million Upon Trade From the Miami Heat

NBA All-Star Tyler Herro has listed his contemporary Pinecrest estate for $11.999 million, offering one of the village's most distinctive luxury residences as the Miami Heat guard begins a new chapter following his trade from the franchise.

The property, located at 12900 SW 63rd Avenue in Pinecrest, is exclusively listed by Lourdes Alatriste of Douglas Elliman, with George Sarkis of The Sarkis Team at Douglas Elliman serving as the property's marketing advisor.

Completed in 2021, the Bali-inspired estate sits on nearly one acre and encompasses 9,019 square feet of living space, featuring eight bedrooms, eight full bathrooms, and one powder room. Designed to blend resort-style living with contemporary architecture, the home incorporates soaring ceilings, expansive walls of glass, custom millwork, warm natural finishes, and seamless indoor-outdoor spaces throughout.

The residence offers a collection of luxury amenities tailored for both entertaining and everyday living, including expansive formal and casual gathering areas, a state-of-the-art movie theater, a chef's kitchen with an oversized walk-in pantry, and a three-car garage. The primary suite serves as a private retreat with dedicated elevator access, an oversized sitting room overlooking the pool, and an expansive custom dressing room.

Outside, tropical landscaping surrounds a resort-style swimming pool, covered summer kitchen, and multiple outdoor lounge and dining spaces, creating a private setting inspired by the atmosphere of a luxury resort.

According to property records and listing information, the residence contains 11,625 square feet of actual area, 9,695 square feet of adjusted area, and occupies a 38,768-square-foot lot.

Herro was selected 13th overall in the 2019 NBA Draft out of the University of Kentucky and has become one of the league's top young guards during his NBA career. His accolades include being named the NBA Sixth Man of the Year in 2022, earning his first NBA All-Star selection in 2025, and helping lead the Miami Heat to multiple deep playoff runs, including an appearance in the 2020 NBA Finals.

The listing provides buyers with an opportunity to acquire a recently completed luxury estate in one of South Florida's most sought-after residential communities, while adding another notable athlete-owned property to Miami's high-end real estate market.

Images via Legendary Productions

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Sean 'Diddy' Combs Sells 1 Star Island Waterfront Estate for $55 Million

Sean "Diddy" Combs has sold one of his two waterfront estates on Miami Beach's prestigious Star Island in an off-market transaction valued at $55 million, according to property records.

The sale involves the bayfront residence at 1 Star Island Drive, a property Combs acquired in 2021 for $35 million. Public records show the seller was an entity tied to Combs, while the buyer is JFStar LLC, a Virginia-based company led by John A. Franklin. The acquisition was financed in part with an $18.5 million loan from Axos Bank.

The sale price is approximately $20 million higher than the property's recorded 2021 purchase price. Property records also indicate Combs continues to own the neighboring estate at 2 Star Island Drive.

The property traded in an off-market transaction, a common approach for many of South Florida's highest-priced residential sales, where privacy often takes priority over traditional public marketing.

Situated on approximately 1.3 acres at the entrance to Star Island, the estate offers roughly 240 feet of Biscayne Bay frontage and panoramic views of the Miami skyline. The property includes a two-story main residence and separate guest house totaling nearly 8,000 square feet of living space.

Originally constructed in 1940 and expanded in the mid-1990s, the compound features a private dock, swimming pool and spa, outdoor entertaining areas, and recreational amenities including a basketball court.

Before acquiring the property, the estate had long been owned by Gloria and Emilio Estefan, who used it as a guest residence while maintaining their primary Star Island home nearby. The couple sold the property to Combs in 2021 for $35 million, the purchase was financed with a $20.7 million loan from Bank of America.

The sale is the latest notable transaction on Star Island, where limited inventory and high-profile ownership continue to attract ultra-high-net-worth buyers. The approximately 30-home island remains one of South Florida's most exclusive residential addresses, with record-breaking sales and continued demand reinforcing its position among the country's premier luxury waterfront communities.

Images from previous PROFILEmiami coverage via The Jills Zeder Group at Coldwell Banker

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New Construction Home in Miami's Bay Point Neighborhood Sells For Record-Setting $27.25 Million

Casa Moderne, a newly completed waterfront residence at 790 Lake Road in Miami's exclusive Bay Point neighborhood, has sold for a record $27.25 million. The transaction establishes a new record-setting canal-front price per square foot in Bay Point at $4,284 per square foot, reflecting not only the continued demand for luxury waterfront real estate in Miami, but also how the luxury buyer relocating to the area today is fundamentally different from the buyer from a decade ago. Today’s buyers are not looking for a project—they are looking for certainty. They want exceptional architecture, thoughtful design and a home they can enjoy immediately as their most valuable currency is time.

The transaction was overseen by Ana Teresa Rodriguez, founder and CEO of ATR Luxury Homes Group at Coldwell Banker Realty who listed the property. The buyer was represented by Cyril Matz with Douglas Elliman.

Offered fully furnished, the six-bedroom Casa Moderne includes seven full bathrooms and one powder room and spans 6,361 square feet on a 13,532-square-foot waterfront lot. The move-in ready residence features Bay Point's only grandfathered rooftop terrace with panoramic 360-degree views of Biscayne Bay and the Miami skyline, along with custom millwork, a private dock, an infinity-edge pool with spa, chef's kitchen, elevator, air-conditioned garage and designer furnishings by Minotti and Fendi.

The sale is a testament to a significant appreciation in the property's value over time. Originally acquired in 1976 for approximately $125,000, the property was purchased in 2012 by Adonel Concrete CEO Luis García for $1.9 million as his personal residence. In 2016, García offered the property for sale either as an existing residence for $9.98 million or as a redevelopment opportunity with approved plans for approximately $15 million.

After reassessing the long-term potential of the site, García decided to take the listing off the market, demolish the existing home and pursue a full ground-up redevelopment. The new home was envisioned and creatively directed by ATR Concepts, a division of ATR Luxury Homes Group.

Today, the sale of Casa Moderne for $27.25 million underscores the considerable increase in value of premier waterfront real estate in Miami due to the continued migration of wealth to South Florida following COVID and the impact of Florida’s tax advantages. It is also an indication of the strength of Miami's ultra-luxury residential market, where turnkey waterfront properties attract strong buyer demand.

Located in the gated Bay Point neighborhood, Casa Moderne sits on a private waterfront cul-de-sac just moments from Biscayne Bay and offers convenient access to the Miami Design District, Wynwood, Edgewater, Brickell, Miami Beach, Miami International Airport and several of Miami's top private schools. Bay Point, one of Miami’s best-kept secrets, quietly offers something incredibly rare: a private community of approximately 250 homes, owned and operated by its homeowners, with exceptional security, privacy, and one of the most central waterfront locations in the city.

“What was once considered an undervalued hidden gem has evolved into one of South Florida's most sought-after luxury communities,” said Rodriguez. “Buyers today increasingly recognize what longtime residents and investors understood years ago. Bay Point offers an extraordinary combination of exclusivity, privacy, security and accessibility. It now belongs in the same conversation as South Florida’s most exclusive private enclaves.”

“I believed in Bay Point long before it became one of Miami’s most sought-after luxury communities,” said García. “What attracted me from the beginning was its privacy, security, waterfront lifestyle, and central location. I always felt the market would eventually recognize what made this neighborhood so special.”

Images via Unihouse Production

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Villa Skyfall Hits Market For $85 Million In Delray Beach's 'Billionaire's Row' Stone Creek Ranch

Douglas Elliman's Senada Adžem is bringing Villa Skyfall to market for $85 million, the newest creation of celebrity developer Aldo Stark, whose homes have become synonymous with some of the most extravagant residences ever built in Stone Creek Ranch, the ultra-exclusive Delray Beach community often referred to as South Florida's Billionaires' Row.

At the heart of the estate is a museum-quality automotive gallery designed around Stark's personal collection of exotic and collectible vehicles, including the Aston Martin featured in the filming of James Bond movie Skyfall valued at over $5 million. While the collection is not included in the sale, the automobiles served as the inspiration for one of the home's most dramatic architectural features, transforming the traditional garage into a showcase worthy of a world-class collector.

The listing is particularly noteworthy because this is not a speculative project built for resale. Villa Skyfall is Stark's own residence, a nearly 23,000-square-foot estate situated on 2.5 lakefront acres that he spent years designing as the ultimate expression of his vision for luxury living. Inspired by Stark's lifelong passion for James Bond, the property takes its name from the iconic film Skyfall and was conceived as a private resort compound blending architecture, entertainment, wellness, and automotive design at an unprecedented scale.

The home features nine bedroom suites, soaring 32-foot ceilings, a grand salon wrapped in illuminated onyx, a private members-club-inspired poker lounge concealed behind a hidden door, a 309-inch MicroLED theater, and an Amazon rainforest-inspired wellness retreat complete with an indoor pool, Himalayan salt room, spa facilities, steam room, sauna, and fitness center. Outside, the estate unfolds as a private resort with a 95-foot pool, waterfalls, fire features, private cabanas, a putting green, pickleball court, soccer field, and manicured botanical gardens.

The property also marks another milestone for Stark, who helped put Stone Creek Ranch on the national stage when actor Mark Wahlberg purchased one of his custom-built estates following the Hollywood star's relocation from California to South Florida. Today, Stone Creek Ranch has become one of the country's most coveted ultra-luxury communities, attracting billionaire entrepreneurs, professional athletes, celebrities, and business leaders seeking privacy, security, and sprawling estate living within minutes of Boca Raton, Palm Beach, and private aviation hubs.

Images via Daniel Petroni

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Signature Penthouse at Vita at Grove Isle Furnished by Artefacto Hits the Market for $23.5 Million

A landmark two-level penthouse with private 40’ rooftop pool in the nearly sold-out waterfront development by renowned Miami developer Ugo Colombo of CMC Group has hit the market for $23.5 million listed with Nelson Gonzalez, Senior Vice President and top-producer with over $4 billion in career sales at Berkshire Hathaway HomeServices (BHHS) EWM Realty.

SOLE PH‑1 at Vita at Grove Isle (5 Grove Isle Dr., Coconut Grove, Fla.) is offered fully furnished by Artefacto – the internationally acclaimed interior design brand. The residence spans nearly 13,000 square feet of total living space, including 7,000 square feet of interiors and 5,600 square feet of outdoor spaces. Atop it all sits a striking, private 40-foot rooftop pool with uninterrupted vistas of Biscayne Bay and the downtown Miami skyline. With an asking price of $23.5 million, SOLE PH‑1 is the largest and most expansive residence within the boutique island development.

“This penthouse stands apart in Coconut Grove,” said Gonzalez. “It is rare to find a condo with such abundance of private amenities, typically found only in a single-family home. In addition to the private amenities, residents get to enjoy additional amenities and luxuries offered by Vita at Grove Isle, and another layer of security offered by private-island living. For buyers seeking privacy, outdoor living with sweeping views, and immediate access to Miami’s cultural and social hubs, SOLE PH‑1 is truly a standout opportunity.”

The four-bedroom, five-and-a-half-bath residence is accessed via a private elevator that opens into a grand foyer, leading to expansive living areas defined by 11-foot ceilings and walls of glass that fully retract to connect the interiors with 13-foot-deep waterfront terraces. Designed for seamless indoor-outdoor living, the home features finely appointed Artefacto interiors and premium finishes throughout, including a Molteni kitchen with Miele appliances, frameless Barausse doors, and an integrated Crestron smart home system with Lutron HomeWorks lighting.

The Bayfront primary suite has a spa-inspired, book-matched marble bath and oversized double closets, while three additional guest bedrooms with en-suite baths capture serene water views from the opposite side of the residence. A sculptural spiral staircase ascends to the penthouse’s signature, 97-foot-long rooftop terrace – an elevated entertainment environment featuring the 40-foot pool, a summer kitchen, and multiple lounge areas framed by waterfront panoramas.

“From the outset, Vita at Grove Isle was designed to highlight Coconut Grove’s natural beauty and elegant lifestyle,” said Ugo Colombo, Founder and CEO of CMC Group and developer of Vita. “SOLE PH‑1 elevates that vision, pairing grand-scale indoor-outdoor living with meticulous craftsmanship and a rooftop environment that embraces the surrounding water and skyline.”

The offering arrives as Vita continues to see strong closing momentum following its completion in late 2025. The seven-story, 65-residence building is now nearing sellout, having recently reported nearly $400 million in closings in under 60 days. Average residence prices stand at approximately $8.5 million, with a notable share surpassing $10 million. At the top of the market, Vita has recorded multiple penthouse transactions above $15 million, including several exceeding $20 million, underscoring the project’s position within South Florida’s rapidly expanding super-prime residential landscape.

“Miami – and Coconut Grove, in particular – is firmly on the radar of ultra-high-net-worth buyers,” Gonzalez added. “Today’s top buyers want more than just turnkey interiors or smart technology…they’re looking for outdoor living and waterfront experiences that feel effortless and extraordinary. SOLE PH‑1 delivers on all fronts, combining scale, privacy, and panoramic vistas in a market where homes like this are increasingly hard to find.”

Set on a 20-acre private island, Vita at Grove Isle grants residents exclusive access to the Grove Isle Racquet & Yacht Club, which features eight Har-Tru tennis courts, pickleball and padel courts, along with a bayfront pool and poolside bar. The development will soon welcome La Sponda, an Italian waterfront restaurant opening this summer with views of Biscayne Bay. Additional amenities include private resident event spaces, a spa, fitness center, and yoga studio.

With only a limited collection of residences remaining, SOLE PH-1 represents a singular opportunity to acquire one of the largest and most distinctive penthouses currently available in Coconut Grove – within a development that has quickly emerged as one of the neighborhood’s most sought-after waterfront addresses.

Images via Luxehunters Productions

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Sean Hannity's Billionaire's Row Ocean-To-Intracoastal Manalapan Estate Hits Market For $44.9 Million

Fox News Host Sean Hannity’s sprawling ocean-to-Intracoastal estate at 1840 S Ocean Blvd in Manalapan has entered the market for $44,900,000, immediately becoming one of the most high-profile offerings in one of America’s most exclusive waterfront enclaves. Listed with Nick Malinosky and Jessica Julian of Douglas Elliman, the nearly two-acre compound stretches from 150 feet of direct Atlantic Ocean frontage to 150 feet along the Intracoastal Waterway, placing it among a rare collection of true ocean-to-lake properties in a town where inventory is extraordinarily tight and demand continues to surge at the ultra-luxury level.

The Mediterranean-style residence spans more than 12,000 square feet under air and close to 20,000 total square feet, with eight bedrooms and more than ten bathrooms designed for both privacy and large-scale entertaining. A long gated drive leads to formal living and dining rooms with sweeping water views, expansive terraces built for sunrise-to-sunset entertaining, and resort-style grounds featuring a pool, spa, and lush tropical landscaping. Across the dunes, a private beach cottage offers direct sand access, while on the western edge of the property a full Intracoastal dock provides deep-water access for boating and yachting, delivering the kind of dual-water lifestyle that defines this stretch of coastline.

Manalapan itself has quietly evolved into what many now call “Billionaire Beach,” drawing an elite roster of high-net-worth residents seeking privacy outside Palm Beach’s more visible social scene. Oracle founder Larry Ellison has assembled a sweeping oceanfront portfolio in the town, Tony Robbins maintains a significant waterfront estate nearby, and Billy Joel has long been associated with the area’s luxury real estate scene. With multiple trophy properties trading in the $70 million to $100 million range in recent years, the barrier to entry has climbed dramatically, solidifying Manalapan as one of the most powerful micro-markets in the country.

Against that backdrop, 1840 S Ocean Blvd stands out not only for its celebrity ownership but for its scale, land value, and coveted ocean-to-Intracoastal configuration, a combination that rarely becomes available in a town defined by scarcity.

Images via Daniel Petroni

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Sotheby's Concierge Auctions Brings Tri-Level Trophy Penthouse at Brickell Flatiron Currently Listed For $14.9 Million To Sell at Auction

A breathtaking tri-level trophy penthouse within Brickell’s iconic Flatiron is set to sell at auction via Sotheby’s Concierge Auctions in cooperation with Jonathan Garcia and Elena C. Bluntzer of ONE Sotheby’s International Realty. Listed for $14.9 million, bidding will open on 18 February via the firm’s online marketplace and culminate live on 28 February during ModaMiami, the ultimate luxury event on the East Coast.

Built for a new generation of discerning car enthusiasts, ModaMiami caters to true connoisseurs of style. Returning for a second year, Sotheby’s Concierge Auctions will feature some of the finest Sotheby's-represented properties alongside rare and collectible automobiles during its auction event at The Biltmore Hotel Miami - Coral Gables in partnership with RM Sotheby's, as the world’s leading auction house for rare and collectible cars and the world's leading auction house for luxury real estate, come together. Bidding will continue online throughout March.

“This penthouse offers a rare combination of scale, privacy, and design flexibility at the top of one of Miami’s most iconic residential towers,” said Chad Roffers, CEO and Co-Founder of Sotheby’s Concierge Auctions. “Presenting this property through a time-certain auction allows us to connect it with qualified global buyers who recognize the opportunity to create a truly bespoke residence in the heart of Brickell.”

Soaring across three private floors accessible by a dedicated in-residence elevator, the over 7,800-square-foot penthouse represents the pinnacle of designer-ready luxury in Miami’s most prestigious financial district. Triple-height ceilings and floor-to-ceiling impact glass frame more than 200-degree panoramic views of the city skyline and Biscayne Bay, while expansive wraparound terraces on every level extend the living experience outdoors. Vast open-plan interiors offer an unprecedented canvas for bespoke customization, with five bedroom suites, seven full bathrooms, and two powder rooms in a rare corner configuration.

“This is a one-of-a-kind offering within Miami’s urban core,” added Garcia. “From its dramatic vertical volume and panoramic views to its private rooftop pool, the penthouse offers a level of architectural presence and lifestyle potential that is exceptionally rare. Partnering with Sotheby’s Concierge Auctions and RM Sotheby’s for ModaMiami allows us to introduce this extraordinary residence to a worldwide audience actively seeking the finest in trophy assets and luxury offerings.”

The crown jewel of the residence is the ultra-private rooftop, where an exclusive pool and expansive entertainment terrace create an extraordinary sanctuary beneath an endless sky. With sweeping sunrise-to-sunset vistas, a prepared wet bar, and space designed for alfresco gatherings, the rooftop offers a level of privacy, scale, and versatility seldom found in urban luxury living. Completed in 2020, Brickell Flatiron combines architectural distinction with modern systems and premium building amenities.

Residents of the Brickell Flatiron enjoy five assigned parking spaces with valet service, 24-hour security and a doorman, a state-of-the-art fitness center, a resort-style pool and spa, a clubhouse and business center, and secured elevator access—all moments from acclaimed dining destinations including Zuma, Sexy Fish, Komodo, and Delilah, as well as cultural attractions such as Pérez Art Museum Miami and Wynwood Walls. Luxury shopping, pristine beaches, marinas, championship golf courses, and world-renowned events, including Art Basel Miami Beach, complete the unparalleled lifestyle offering.

As part of Sotheby’s Concierge Auctions' Key For Key® giving program in partnership with Giveback Homes, the closing will result in funding towards new homes built for families in need. Agents will be compensated according to the terms and conditions of the Listing Agreement. Brickell Flatiron was developed by Ugo Colombo’s CMC Group and delivered in 2020 and is home to the popular restaurant Sexy Fish.

Imagery and Renderings via Lux Media Group and Carol Villela

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Check Out This Newly Completed Waterfront Spec Home On Miami Beach's Venetian Islands Asking $59.9 Million

A newly completed, modern architectural masterpiece known as Forte on Miami Beach’s Venetian Islands has hit the market for $59.9 million. The lavish waterfront home sits on a 13,188 SF lot with 105 feet of deep-water dockage and direct access to Biscayne Bay. Built and owned by Maven Construction's president, and designed in collaboration with Varabyeu Partners, Javier Robles Studio and Artefacto, the home seamlessly blends contemporary design with curated turnkey interiors, offering 10,689 SF of living space, 7 bedrooms, 7.5 bathrooms and expansive open-plan living areas with full-height glass walls.

Elevated 14 feet above sea level, Forte features a rooftop terrace with 360° views of downtown Miami and the bay, a display-quality garage fit for 8–10 vehicles, dual kitchens, a private theater and full Crestron smart-home automation. With its exceptional scale, high-quality design and unrivaled amenities, Forte stands among the most significant new-construction estates on the Venetian Islands and exemplifies Miami’s evolution as a global luxury waterfront destination.

1413 North Venetian Way, Miami Beach, FL is listed For $59,900,000 with Matt Crane of Compass.

Images via Christian Santiago

Sabal Development Unveils Ultra-Luxe $75 Million ‘Villa Tropezina’ Estate on Manalapan’s Billionaire’s Beach

Sabal Development has revealed their newly listed "Villa Tropezina," a spectacular new-construction, dual-waterfront estate located at 3050 S Ocean Boulevard in the exclusive Manalapan, Florida, enclave known as Billionaire’s Beach. Masterfully developed by Sabal Development and expertly crafted by Sabal Luxury Builders under the direction of Pascal Nicolai, the three-story house is priced at $75,000,000.

Pascal Liguori and Carmen D’Angelo of Premier Estate Properties are the listing agents.

Slated for completion in the Spring of 2026, the magnificent residence offers 6 bedrooms, 10 bathrooms, and a total interior livable area of 15,832 square feet, set on a sprawling 1.33-acre lot. Designed by Togu Design, Villa Tropezina sits on a walled and gated property that extends from a private, pristine Atlantic Ocean beach to a secluded Intracoastal inlet, providing 70 feet of private frontage on both waterways. The owner will have access to an exclusive cabana beach through a tunnel, providing immense privacy.

“Villa Tropezina is the culmination of Sabal’s commitment to extraordinary design and impeccable craftsmanship, set within the incomparable exclusivity of Manalapan’s Billionaire’s Beach.” Said Pascal Nicolai, CEO of Sabal Development and Sabal Luxury Builder. “Our vision was to create an 'Organic Modern Jewel' that not only offers an ultimate luxury lifestyle with resort-style amenities, but that also achieves a rare, zen-like serenity by seamlessly blending the beauty of the Atlantic Ocean and the Intracoastal with cutting-edge modern architecture.”

The home embodies a zen-like serenity, seamlessly blending creamy natural tones and organic wood treatments with cutting-edge modern design, blurring the lines between indoor and outdoor living. The ultimate luxury lifestyle is achieved through its world-class amenities and resort-style features, including unobstructed ocean and Intracoastal views from floor-to-ceiling glass sliders and glass-railed terraces. The house will be fully furnished by Roche Bobois and decorated to show its full potential. The décor is not included in the homes listing price.

Premier amenities include:

• Dual Waterfront Features: A full-service Intracoastal boat dock and a private approach to an exclusive Atlantic Ocean beach, complete with a beach-side cabana featuring a game room/lounge.

• Entertaining Oasis: A heated saline infinity-edge waterfront pool and spa, a fire pit, a grilling station, a private screening room with lounge seating and a built-in bar, and multiple tiered terraces.

• Wellness & Auto Salon: A dedicated wellness center with a gym, sauna, and spa bath, and an impressive 8-10 car auto salon.

• Palatial Suites: A secluded primary suite offering a morning bar, lavish spa bath, dual fitted boutique walk-in closets, and a large covered terrace overlooking the Intracoastal. The home also includes a VIP oceanfront guest suite and three additional guest suites.

Constructed with concrete throughout, the residence is a secure oasis, featuring impact windows and doors, a whole-house generator, multi-camera security, and Savant® smarthouse automation for fingertip control. Villa Tropezina offers a level of luxury and exclusivity rivaling the world's most sought-after destinations, all just minutes from world-class dining and shopping along Palm Beach’s iconic Worth Avenue.

Renderings via Sabal Development

For more information about Villa Tropezina, private showings or purchasing/ leasing information please fill out the form below:

Josh Flagg Lists Reimagined Mediterranean Villa on Miami Beach's Exclusive North Bay Road For $10 Million With Jordan Karp LLC

Flagg Family Capital, in partnership with Carolwood LP, has officially listed its newly rebuilt Mediterranean villa on North Bay Road for $10 million with Jordan Karp LLC, marking one of the most compelling non-waterfront offerings to hit Miami Beach this season. The home, developed by Josh Flagg who has starred on Bravo’s Million Dollar Listing Los Angeles, and redesigned by BuiltIN Studio / Gary Eisner, sits directly across from David and Victoria Beckham’s $72.5 million bayfront compound—placing it in one of the corridor’s most exclusive pockets.

The 4,000-square-foot residence is positioned on a lush 10,000-square-foot lot with a gated entry and resort-style grounds. Inside, vaulted ceilings, new custom wood flooring, bespoke millwork, and a restored limestone fireplace create a warm modern Mediterranean aesthetic. The kitchen features white oak cabinetry, SubZero appliances, and Waterworks fixtures, while the bathrooms showcase travertine accents and custom detailing throughout. A detached pool house functions as a private wellness retreat with a sauna, cold plunge, outdoor shower, and powder room.

Flagg has been clear that the timing of the listing aligns with shifting political sentiment in New York, which he says accelerated his decision to bring the home to market through broker Jordan Karp of Jordan Karp LLC.

“The minute New York elected Mandahmi, I called my broker Jordan Karp,” Flagg says. “I didn’t even wait for the acceptance speech.” Since going live for $10 million, the listing has already generated immediate attention from local, domestic, and international buyers—mirroring a larger post-election migration pattern toward tax-friendly, lifestyle-driven markets like Miami and Palm Beach.

North Bay Road itself remains one of the country’s most prestigious residential streets, home to a roster of global entrepreneurs, investors, entertainers, and legacy families. With multiple recent trades above $70 million—and several pushing past the $100 million mark—the corridor has become synonymous with scarcity, exclusivity, and record-setting land values. Inventory is minimal, and any newly finished product tends to move quickly. Flagg and Carolwood LP's property, headed by Adam Rubin and Andrew Shanfeld, is located across the street from David Beckham's $72.5 million compound on Biscayne Bay.

Flagg describes the home as “essentially brand-new,” with every system, finish, and layout refined during the renovation. Though he maintains a significant real-estate footprint in both Los Angeles and New York, he views this Miami project as part of a broader strategy to position capital in markets with strong momentum. The ongoing influx of Northeastern wealth, alongside interest from London, California, and Europe, has only reinforced that conviction.

“But let me be clear, I love New York. It’s home half the month. I spend two weeks there and two weeks in L.A., and I still own plenty of real estate between Manhattan and Long Island. I’m not changing anything in New York, I’m just taking advantage of what’s happening in Miami. It’s called business.” Said Flagg.

With the listing now active with Jordan Karp LLC, the property adds another high-profile chapter to North Bay Road’s ongoing luxury surge. And while Flagg developed the residence as an investment rather than a personal residence, he hints that Miami remains firmly on his radar.

“Florida’s fine, it’s not going anywhere,” said Flagg. “Once the noise dies down, I’ll probably just buy everything back again. I invest where it’s the right place at the right time. The only things I’m emotionally attached to are Los Angeles, New York, and zoning laws… and Florida’s been on a waitlist for all three since the 1980s.”

Images via Binyan Studio and Jordan Karp LLC