The property market is something Aussies spend more time thinking about than they’d like to admit to, but everyone knows not all homes are created equal. Here at On The Market, we scour countless property listings to share the best of the best, from palatially proportioned waterfront palaces to meticulously designed studio apartments.
Stretching from street to shoreline across one of Longueville’s largest harbourfront landholdings, this extraordinary estate features the unusual combination of both a contemporary home and a heritage residence.
The original antebellum-style residence was completed in 1938, but more recently, it was connected to a modern design from James Gross via a glass-walled walkway.
Inside, the interiors are oak-lined and feature multiple palatially proportioned living spaces, while soaring windows flood the home with natural light. There’s plenty to get excited about architecturally, the Japanese-inspired gardens are equally impressive – leading down to a pool, jetty, and boathouse, cementing it as a genuine sanctuary.
Address: 10 Poole Street, Longueville NSW 2066
Bedrooms: 9
Bathrooms: 8
Car spaces: 8
Price Guide: Contact agent
Offered for the first time since 1969, Grimwade House stands among Australia’s most important modernist residences.
Commissioned in 1959 and designed by David McGlashan of McGlashan & Everist – McGlashan also designed Heide II, which would become Heide Museum of Modern Art – this heritage-listed landmark unfolds across five pavilion-like structures that are connected by courtyards, breezeways, and verandahs.
Floor-to-ceiling glass, cedar panelling, and terracotta tiles express a radical clarity of living, rewarded with the Victorian Architecture Medal in 1963.
Set upon 3.79 hectares in Rye and offered in original condition (suggesting a restoration wouldn’t go amiss), it’s a once-in-a-generation opportunity to experience a cornerstone of Australian modernism.
Address: 28-54 Dundas Street, Rye VIC 3941
Bedrooms: 10
Bathrooms: 6
Car spaces: 10
Price Guide: $11,000,000 to $12,000,000
Set across more than 5,000 square metres of prime harbourfront land in Hunters Hill, Clifton is a sandstone landmark that speaks directly to just how grand Sydney’s architecture was in the 1880s.
Behind its imposing facade, the stained glass, mosaic floors, and ornate fireplaces form the details of a home of remarkable craftsmanship and scale.
Formal rooms give way to light-filled living interior space and courtyards, while gardens roll down to the water’s edge with a championship tennis court, pool, and deep-water pontoon (large enough for mooring a solidly sized yacht).
It’s an estate where heritage gravitas meets expansive, liveable luxury: a combination that’s increasingly rare to find in Sydney, and, naturally, impossible to replace.
Once upon a time, 7 Woolwich Road – an abode featured in Australia’s The Bachelor – was listed with $40 million ambitions. Currently, it’s unclear what the keys will cost you.
Address: 7 Woolwich Road, Hunters Hill NSW 2110
Bedrooms: 6
Bathrooms: 6
Car spaces: 10
Price Guide: Contact agent
