The Most Expensive Houses in Sydney [2023]

Property prices across the nation have risen at unprecedented rates – including within the prestige property market. Sydney’s east continues to dominate the prestige market with four of three of the top five properties sold this year in the blue ribbon enclave of Point Piper.

See the full list below.

29A Wulnulla Road, Point Piper, Sydney, NSW: $37 million

What was one of the more ludicrous headlines of the year, a boatshed located in Sydney’s blue-ribbon enclave of Point piper was sold for just under $40 million, which, at the time of selling, became the most expensive property sold that year.

The two-storey boatshed is set on almost 2000sqm and is complete with a harbourside swimming pool on grounds and one of the largest private marina berths on Sydney Harbour.

More than a boatshed, it holds accommodation on the upper level and, importantly, a DA to convert the property into a house, recently approved by Woollahra Council.

1 Wingadal Place, Point Piper, Sydney, NSW: $40 million

Freight boss Terry Tzaneros purchased the five-bedroom home in the coveted suburb of Point Piper in April for a price between $38 and $40 million. It’s here that the home occupies one of only three absolute waterfront properties on Wingadal place.

Positioned on 961-square-metres of land, the home boasts alfresco terraces, two kitchens and a poolside studio/cabana alongside an expansive entertaining area set on grounds landscaped by Craig Burton.

The home offers elements of alluring modernism with a vaulted copper ceiling on the top level, while its opulent details cascade down to the waterline.

Wolseley Road, Point Piper, Sydney NSW:  $40 million

Sydney Football Club chairman Scoot Barlow has sold his non-waterfront Point Piper home in April for around $40 million.

Nick O’Kane, an executive at Macquarie Bank purchased the home on his return to Australia.

Sat atop the hill at Wolseley Road with an aspect overlooking the water and Sydney harbour comes the striking, four-level residence.

Designed by renowned architects Tzannes and Associates, it’s a modern, alluring residence in Sydney’s dress circle.

Fairwater, Point Piper, $100 million

In 2018, Australian tech-billionaire Mike Cannon-Brookes and his wife Annie bought what was at the time Australia’s most expensive house, Fairwater. The historic purchase ended more than a century of Fairfax family ownership. With the sale of the 1.12-hectare estate (the largest privately held property on Sydney Harbour), exchanging in just over two weeks for $100 million. The home was last traded in1901 for £5350 by Sir John Fairfax.

Edgewater, Point Piper $95 million

In 2020, the Wolseley Road property in Sydney’s blue-ribbon locale of Point Piper sold for $95 million, becoming the second most expensive house sale on record. The property, known as ‘Edgewater’ has a rare 40-metre harbour frontage, directly in front of the Harbour Bridge and Sydney Opera House.

Elaine, Point Piper, $71 million

Joining this list is fellow  Atlassian co-founder and billionaire Scott Farquhar, with yet another Fairfax family estate, Elaine. The historic property, which boasts 6986sqm in Sydney’s most expensive enclave features seven bedrooms and five bathrooms on Seven Shillings Beach.  Previously the home had been owned by the Fairfax family since 1891.

La Mer, Vaucluse, $70 million

James Packer’s off-market exchange for the vast, six-storey monolith in 2015 set an Australian house price record at the time. Set across 3345sqm, with views of Sydney Harbour, La Mer was sold to Dr Chau Chak Wing — owner of Chinese property development company Kingold Group — and features a glassed -in garden area, home gym, workout room, cinema with space or 20 people and a garage for 20 cars.

Phoenix Acres, Vaucluse, $65.25 million

The grand proportions of Phoenix Acres, Vaucluse is typified by its 81-metre-wide water frontage attached to a 3731sqm parcel with 6-bedroom, 6-bathrooms and a triple garage. Other luxurious amenities include the lavish master suite, tennis court, resort-style pools and grand dining room with harbour view terraces. The property was sold in 2017 to hotel mogul Dr Jerry Schwartz.

Ganeden, Vaucluse, $62 million

Rounding out the list is corporate lawyer John Landerer’s Vaucluse mansion, Ganedan, selling for more than $62 million in 2022. The exact figure on the sale will be left to settlement, with the home finally finding a new owner after three years on the market. The property, which is built on a consolidated site from three houses between Wentworth Road and Vaucluse Road also the second most expensive non-waterfront sale, following La Mer, further up this list.