Inside ‘Billionaires’ Bluff’: Why Paradise Cove Keeps Drawing the Superrich
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Inside ‘Billionaires’ Bluff’: Why Paradise Cove Keeps Drawing the Superrich

Residents of this Malibu enclave include Marc Andreessen, Laurene Powell Jobs and Beyoncé and Jay-Z

By KATHERINE CLARKE
Thu, Aug 1, 2024 8:27amGrey Clock 5 min

Driving north in Malibu, Calif., on the famed Pacific Coast Highway, there is a spot where the road veers away from the ocean, and the views are replaced by a hillside, thick foliage and, in some places, a man-made barrier. Many drivers have no idea they are driving past some of the world’s most expensive homes, including a recently-expanded compound owned by the widow of Apple visionary Steve Jobs.

Beyond that hillside sits a roughly 1-mile stretch of beach known as Paradise Cove, known to local realtors as “Billionaires’ Bluff.” It is so exclusive that, since 2020, three of the approximately 25 homes there have sold for $100 million or more, making up a third of the deals that closed at that price point in the Los Angeles area during the same period. Two have broken the record for the most expensive home ever sold in California at the time of each sale.

They include transactions by household names such as Beyoncé and Jay-Z, as well as technology heavyweights such as venture capitalist Marc Andreessen , WhatsApp co-founder Jan Koum and Laurene Powell Jobs . Some buyers have gone to great lengths to piece together their blufftop Paradise Cove compounds over time.

“Rich people like to congregate and they’ve congregated here,” said local agent Leonard Rabinowitz. “It makes them feel safe and more comfortable.”

In some ways, the location, roughly 35 miles from Downtown Los Angeles, seems like an unlikely destination for the country’s wealthiest people. To the north is Paradise Cove Mobile Home Park, widely regarded as the most expensive trailer park in America. Dating to the 1950s, when the then-owners allowed commercial fishermen to park campers there, the park is a throwback to the days before Malibu was brimming with the super rich. Its roughly 250 trailers and manufactured homes have since drawn celebrities such as Stevie Nicks and Matthew McConaughey, who have helped drive prices of the trailers into the millions of dollars. A casual beachfront cafe sits at the base of the bluff.

On the other side of the trailer park, on the cusp of Paradise Cove, sits an estate long owned by Barbra Streisand. To the south is the iconic Geoffrey’s restaurant, which has been serving surf and turf from its oceanfront patio since 1983.

Local realtors say the appeal of the Cove is obvious. Rather than a beach house on the sand or a blufftop mansion with more far-reaching views, homes in Paradise Cove offer the best of both worlds. Sitting behind gates off the highway, the houses are largely shielded from public view and occupy multi-acre parcels much larger that those typically available in nearby Point Dume or in the neighbouring celebrity-filled Malibu Colony. Most of the homes are also shielded from the view of their neighbours. “If you do see them, you’re seeing the corner of a roof in the distance,” said local agent Kurt Rappaport , who has sold many of the homes on the cove.

A lot of the homes also offer direct beach access via private pathways and some include beachfront cabanas or smaller homes on the sand. One formerly owned by singer Kenny Rogers has a private funicular, a type of cable railroad, that leads from the blufftop house to the ocean.

While publicly accessible, the beach at Paradise Cove is rarely busy, since there is limited parking, though it is a draw for local surfers, local agents said. Some might recognise it from the 1970s television hit “The Rockford Files,” starring James Garner, which was filmed at the cove.

A steady drumbeat of big-ticket deals in recent years has helped cement the stretch’s reputation as the most sought-after beachfront enclave in California.

Most famously, entertainment power couple Beyoncé and Jay-Z paid $190 million for a mansion designed by Japanese architect Tadao Ando. The blufftop house, measuring about 42,000 square feet, was designed by Ando for prominent art collectors Bill and Maria Bell, who spent a dozen years constructing what Maria Bell has said is a “sculpture as much as it is a building.” The deal, which closed in May 2023, was briefly the most expensive ever in the state.

Before that, a deal by venture capitalist Marc Andreessen and his wife, Laura Arrillaga-Andreessen, on the same blufftop held the record. In 2021, they paid $177 million for a 7-acre compound formerly owned by fashion mogul Serge Azria and his wife, Florence Azria. That property includes a roughly 10,000-square-foot main residence, two guesthouses, a cinema and a spa.

More recently, Powell Jobs, founder of philanthropic and investment company Emerson Collective, added a $94 million property to her private Paradise Cove compound, bringing her total aggregate spending in the cove to more than $170 million. The assemblage has involved separate transactions with four sellers spanning from 2015 to 2024.

Other major transactions include WhatsApp co-founder Jan Koum’s purchase of two neighbouring compounds for a combined $187 million in 2020 and 2021, as well as movie producer Edward H. Hamm Jr’s $91 million deal to buy a home from British videogame designer Jonathan Burton and his ex-wife, Helen Musk, in 2023. In 2022, billionaire media mogul Byron Allen also paid $100 million for a Malibu estate formerly owned by self-storage billionaire Tammy Hughes Gustavson.

These wealthy newbies join a string of well-known names on the bluff. They include tennis legend John McEnroe, “The Apprentice” creator Mark Burnett, and Kari Clark, the wife of the late television host Dick Clark.

Leonardo DiCaprio is also doing construction on a home on Paradise Cove; he bought the site, which is next to the home owned by Burnett, for $23 million in 2016, according to property records and a person familiar with the deal. His property was formerly owned by director Ridley Scott.

Values in Paradise Cove have shot up so significantly thanks in large part to the lack of available inventory, Rappaport said. Since prices there are so high, the cove doesn’t typically draw speculators. Owners there are so rich they usually don’t need the money and don’t typically sell, unless they have had a significant change in circumstances, he said. One of the few available homes on the cove is an $85 million Greek-inspired estate owned by Peter O’Malley, the former owner of the Los Angeles Dodgers. O’Malley has owned the 2.5-acre property since around 2000 and is selling following the death of his wife, Annette O’Malley, last year.

When properties do come up, “there’s usually a neighbour to buy it,” Rappaport said.

Homeowners such as those on the cove don’t always start out with a plan to assemble a larger compound. Those plans shape up over time as opportunities arise, Rappaport said. The larger footprints mean increased privacy and protected views and limit the chance that homeowners will have to deal with construction on the neighbouring lot. “They think, ‘Oh, it would be nice to have the house next door,’ ” he said.

Even as the broader Los Angeles luxury market has been hobbled by interest rate increases, a drop in demand from foreign purchasers and an exodus of high-net worth individuals to lower-tax states, the Paradise Cove market has continued to post record deals.

“It reminds us that these home sales have nothing to do with the broader market they sit within,” said appraiser Jonathan Miller of Miller Samuel. “It’s a very specifically designed submarket and its success doesn’t wash over onto the whole housing market.”

Miller said it isn’t uncommon in ultrahigh-end communities for transactions to happen in clusters as they have in Paradise Cove.

“There is one big transaction and then a lot of copycats around it. I think it’s FOMO,” he said, using the popular acronym for “fear of missing out.”

In the overall L.A. market, the slowdown in deals has been compounded by a new mansion transfer tax, which applies only to the city of Los Angeles. It has “killed off excess demand,” particularly from developers and property speculators who plan to flip the properties, Miller said. Previously, that represented a significant portion of the buyer pool and the market fed on itself, he said. The new tax, enacted last year, requires sellers to pay 4% on sales of homes priced between $5 million and $10 million, and 5.5% on sales of properties at $10 million or above.

While sales are up 15% year-over-year in the overall luxury Los Angeles market, eight-figure sales are rare. None have closed in the city of Los Angeles since the introduction of the tax, according to data from Stephen Shapiro, co-founder of Westside Estate Agency.

The tax has only made sellers more resolute about their pricing, local agents said.

“Our problem [in Los Angeles] has been that the buyers think that it’s a buyer’s market and the sellers have been feeling like they’ll get their price if they hold out,” said agent Jade Mills of Coldwell Banker Realty.

In Paradise Cove, buyers are under no such illusion that the market favours them.

“They are willing to step up,” Mills said.



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Revealed: Sydney’s Most Expensive Suburbs to Rent

Sydney’s rental market is hitting new highs, with prime suburbs now topping $2,000 a week.

By Staff Writer
Mon, Apr 28, 2025 4 min

Sydney is well and truly on the world map when it comes to luxury residential property, rivalling—and even beating—the likes of Tokyo and Dubai in terms of price per square metre.

The harbour capital has also proven itself to be a powerhouse for luxury residential rental growth. Knight Frank’s Prime Global Rental Index Q4 2024 showed prime rents across Sydney grew 4.7 per cent over 2024, the fifth-highest growth globally.

This has pushed several of Sydney’s top suburbs over the $2,000 per week median rent mark for a house, with surrounding areas fast approaching the milestone.

We’ve wrapped up the most expensive suburbs to live in across Sydney, with data sourced from property data analytics firm CoreLogic.

1. Vaucluse: Median purchase: $8.69m; Median rent: $2,198

Vaucluse has consistently ranked as Sydney’s most expensive suburb for rental properties over the past few years, even with annual rents contracting by over 14 per cent. What sets it apart is its unique geography—it’s the only suburb in the Eastern Suburbs that stretches from the harbour to the ocean. Homes in Vaucluse top the price charts because most either boast Sydney Harbour views or enjoy uninterrupted outlooks over the Pacific Ocean.

The Neighbourhood

While most Eastern Suburbs have one main beach, Vaucluse is dotted with several secluded spots, such as Parsley Bay, Milk Beach, and the recently reopened Shark Beach, which had been closed for several years due to retaining wall repairs.

2. Dover Heights: Median purchase: $6.38m; Median rent: $2,024

Vaucluse’s immediate southern neighbour, Dover Heights, is the only other suburb in Sydney with a median house rental over $2,000. Dover Heights hugs the cliffs and is well known as one of the most tightly held house markets in the Eastern Suburbs. The homes are perched on the cliffside, and the majority of houses in the area have at least four bedrooms, pushing up prices.

The Neighbourhood

While there are no beaches to speak of, its elevated position provides some of the highest views of Sydney Harbour. It is also home to the Federation Cliff Walk, a five-kilometre clifftop walk with postcard views of the Pacific Ocean from Dover Heights to Watsons Bay.

3. Bronte: Median purchase: $5.64m, Median rent: $1,963

Bronte takes out the title of the most expensive of the ‘typical’ Eastern Suburbs beachside suburbs. Just 30 per cent of homes in Bronte are separate houses, with nearly half being apartments. Houses in the rental pool are typically original homes dating back to the 1960s that have been renovated over the last decade or so.

The Neighbourhood
Bronte has long been a favourite due to its more relaxed beachside lifestyle compared to the busier Bondi, although Bronte is no longer a ‘hidden gem’ anymore. It offers numerous lifestyle perks, from a small high street lined with shops and cafés to several eateries located by the beach, which also features one of the best natural ocean pools in the Eastern Suburbs.

4. North Bondi: Median purchase: $4.81m; Median rent: $1,932

North Bondi has become a hotbed of new homes, with frequent sales of either original houses or older apartment complexes being bought to be demolished and replaced by brand-new contemporary builds. There’s a mix of original cottages and new homes in the rental pool, the latter fetching over $7,000 a week.

The Neighbourhood
North Bondi is situated in a small pocket, just south of Dover Heights and north of Bondi Beach. Starting at the Ben Buckler Peninsula, near where Campbell Parade transitions into Military Road, North Bondi is one of the most secluded areas on the coastline, with Hastings Parade, Brighton Boulevard, and Ramsgate Avenue all offering a southward view over the sand.

5. Balgowlah Heights: Median purchase: $4.13m; Median rent: $1,930

Balgowlah Heights is the most expensive suburb to rent a house in the Northern Beaches. Land sizes tend to be much larger, and you get more for your money in the area compared to the East.

The Neighbourhood
Balgowlah Heights is the harbourside southern neighbour of Balgowlah. The Sydney Harbour National Park occupies half of the leafy suburb, part of the Manly to Spit Bridge Walk, and is home to Tania Park, with a children’s playground and sporting facilities overlooking Manly Cove. Nestled on the northern shores of Sydney Harbour, it offers a serene and leafy environment.

6. Bellevue Hill: Median purchase: $10.63m; Median rent: $1,917

Bellevue Hill stands as one of Sydney’s most prestigious suburbs and has some of the largest houses by median land size.

Given the large gap between median purchase price and median rental price, it is no wonder renters want to live among $10m homes and pay under $2,000 a week, when a $10m purchase means $2m deposit, over $500k in stamp duty, and roughly $12,000 a week in repayments.

Most mansions will never make it to public rental sites and are often snapped up by Hollywood stars, musicians, or even royalty when they visit Australia.

The Neighbourhood
One of the biggest drawcards for those living in Bellevue Hill is the proximity to two of the country’s top schools. While there are no catchment areas for private schools, Cranbrook School and Scots College will always draw affluent families to the suburb. Scots fees start at around $30,000 per annum from Year One and reach nearly $50,000 by Year 12.

Sydney’s Cheapest Suburb: Tregear; Median purchase: $782,000; Median rent: $544

The cheapest suburb to rent in Sydney is Tregear, located on the outskirts of Mt Druitt, approximately 50 km west of the CBD. The median house rental is $544, which is four times cheaper than renting a house in Vaucluse. The median house price in Tregear is $782,000, around 12 times less than Vaucluse.

Sydney’s Best Suburb: Point Piper

If money were no object, it’s hard to look past Sydney’s most affluent suburb as the top pick for the best place to live in the city, in my opinion.

It doesn’t even have an actual median house price, simply because so few properties change hands. Last year, just five houses sold, ranging from $8 million to $51.5 million. Homes on the best streets offer gun-barrel views of the Harbour Bridge and the Opera House, while the cosmopolitan Double Bay next door provides all the lifestyle conveniences.

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