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Sep 5, 2025  |  
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NextImg:Exclusive | Miami Beach mansion that sold for $105M in July now seeks a staggering flip — for $169M

Less than six weeks after closing on a Miami Beach property for $105 million, developer Todd Michael Glaser has re-listed the home for a staggering $169 million.

It’s the highest ask for the largest residence on North Bay Road, known as the Park Avenue of Miami Beach — the city’s most exclusive street. This property sits at 5940 North Bay Road.

The main house was built in 1936 and sits on 2.3 acres — including 290 feet on Biscayne Bay. Glaser signed a contract to buy the home in February and closed in late July, according to records.

North Bay Road, a 4-mile strip on Biscayne Bay with less than 200 homes worth “nearly $2 billion in collective value … [has] become the most tightly held corridor in the city,” according to the listing — from Zachary Vichinsky and Brett Harris of Bespoke Real Estate, who share the co-exclusive with Nelson Gonzalez of Berkshire Hathaway HomeServices. 

North Bay Road is famously exclusive, on a 4-mile strip along Biscayne Bay. Bespoke Real Estate
The home was built for entertaining. Bespoke Real Estate
The elegant home comes with picture-perfect water views. Bespoke Real Estate
This house asks a cool $169 million. Bespoke Real Estate
The bedroom comes with a private balcony and serene water views. Bespoke Real Estate

Past and present homeowners on North Bay Road include Apollo co-founder Josh Harris; President Trump’s special envoy Steve Witkoff; Barry Diller; Karlie Kloss and Josh Kushner; and David and Victoria Beckham. 

“This $169 million estate is a landmark moment for Miami Beach, underscoring the global demand for rare waterfront properties,” Vichinsky told Gimme Shelter.

The dwelling opens to a double-height foyer with dual staircases. The main floor boasts formal living and dining rooms, a large family room with an entertainment bar, a billiards room, a screening room and a sunlit conservatory — and all rooms deliver water views. 

Upstairs, the main bedroom features barrel-vaulted ceilings, custom finishes and French doors that open to a terrace with city skyline and water vistas. There’s also a morning bar, two dressing rooms and a spa-like bath. 

The offering also boasts a racquetball court in an “accessory structure” connected to the main house. 

This being Florida, there’s a pool outside — and this one dazzles. Bespoke Real Estate
There’s a pool house and tons of space for lounging. Bespoke Real Estate
A new owner can even get into the US Open mindset on the property. Bespoke Real Estate

Outside, the landscaped grounds include a tennis court and pavilion, a pool, a pool house, a guest house, a summer kitchen and a private dock with a boat lift. 

Altogether, the main house — built in 1936 and “maintained, renovated and expanded over the years” — along with the pool house and the guest house feature a total of nine bedrooms, 15 baths, and four powder rooms. The brokers would not break down how many bedrooms per structure.

The listing follows Bespoke’s $122.1 million deal at 18 La Gorce. 

Bespoke represented the buyer for that property, infomercial king Anand Khubani, who got a collection of homes on 2.87 acres there. This new listing is different because the property is one-parcel deal.

“5940 North Bay Road offers a single, expansive estate on Miami Beach’s most proven address, setting it apart from assemblage-driven sales,” said Michael Cantwell, a founding partner and CMO of Bespoke.