Queen Victoria Building Sydney
Photograph: Unsplash/Fidel Fernando
Photograph: Unsplash/Fidel Fernando

The 12 most beautiful buildings in Sydney

Take a tour of the city’s most striking structures – the old, the new and the controversial

Alison Rodericks
Written by: Maxim Boon & Alice Ellis
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With each passing year, Sydney’s skyline is being redefined – steel and glass structures are climbing higher, reshaping the harbour’s familiar outline. And while progress is part of any great city’s story, there’s a quiet urgency to protect the structures that give Sydney its soul the sandstone facades, the ornate arcades, the bold experiments that once defined their era.

Architecture literally shapes our city. The buildings that endure – from the grand to the quietly iconic – are more than just beautiful buildings; they are markers of memories and milestones while everything around us is changing so rapidly.

Here’s our list of the buildings in Sydney that make us take a second look, from grand colonial houses to post-modern marvels. Our advice? Make sure to visit at least one of them very soon.

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Sydney's most beautiful buildings

  • Sydney

Yes, it's an obvious one, but this is the most instantly recognisable building in the world we're talking about. Despite its iconic status today, it’s something of a miracle that Jørn Utzon’s visionary design was chosen in the sleepy Australia of 1957 – although less surprising that Utzon was subsequently fired and his vision compromised. It’s still an impressive sight, over five decades after it opened in 1973. If you don't feel like shelling out on a concert/show ticket, it's still free to sit on the steps for a quick lunch, or walk by the water (you might even spot Benny the seal basking on the northern VIP steps) and marvel at those 1,056,000 pearly, self-cleaning Swedish tiles. During Vivid, they’re lit up with colourful projections.

Time Out tip: The Opera House offers different tours that allow you to get intimate with the building, including some hosted in different languages and full ‘experience' packages. 

Where: Bennelong Point, Sydney

  • Things to do
  • Sydney

Designed by George McRae to resemble a Byzantine palace, the QVB occupies an entire block on George Street and once dominated the Sydney skyline with its dramatic domed roof – an inner glass dome encased by a copper-sheathed outer one. Completed in 1898 to celebrate Queen Victoria’s golden jubilee, it originally housed street markets. It has survived long periods of neglect and demolition threats were finally quashed in the 1980s when a $75 million budget restored the building to its former grandeur. It now houses 200 outlets, including shops, cafés and restaurants. Of particular note are the coloured lead-light wheel windows (that were recently under threat), the cast-iron circular staircase and the original floor tiles and lift.

Time Out tip: Want to learn more? Book a 60-minute walking tour. Tours run daily at 11am, but you need to book your spot ($25 per head). 

Where: 455 George St, Sydney

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  • Things to do
  • Ultimo
Dr Chau Chak Wing Building
Dr Chau Chak Wing Building

After five years of public speculation about the design, this Frank Gehry building was opened in February 2015, at which time Governor-General Sir Peter Cosgrove (in reference to media commentary) described it as "the most beautiful squashed brown paper bag ever seen". The Dr Chau Chak Wing Building is the home of the University of Technology's Business School. The exterior has two different but related façades; an east-facing, undulating façade acknowledging Sydney’s sandstone heritage and a western façade of angular glass shards reflecting its contemporary surrounds. The building has a 5 Green Star rating from the Green Building Council of Australia, with sustainable design elements including the timber used, energy and water efficient fixtures and services, and 20,000 litre rainwater tank. 

Time Out tip: The building is a physical manifestation of the innovative thinking that underpins UTS as a whole. You can view it from the vantage of the Goods Line, the urban walkway stretching from Central Station to Darling Harbour.

Where: 14-28 Ultimo Rd, Ultimo

  • Museums
  • Vaucluse

The oldest ‘house museum’ in Australia nestles prettily in a moated 19th century estate, surrounded by ten hectares of prime land, with its own sheltered beach on Vaucluse Bay. From 1827-53 and 1861-62 this was the opulent home of William Charles Wentworth. The Historic Homes Trust has endeavoured to keep the place as it was when the Wentworths were in residence. In the kitchen a fire burns in the large grate and hefty copper pans line the walls; a tin bath, taken on European travels, still displays its sticker from London’s Victoria Station; the drawing room is sumptuously furnished, and has a door that hides a secret (just ask a guide to open it for you). 

Time Out tip: Vaucluse House now has a 'Gardens and Grounds' audio tour as well as a virtual tour if you can't make it here. 

Where: 69A Wentworth Rd, Vaucluse

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  • Museums
  • Sydney

Harry Seidler built this house, his first commission, between 1948 and 1950 for his parents, Rose and Max. The ambitious architect came over from New York, where he had been working for Bauhaus guru Marcel Breuer, specifically to build the house. It was the most talked about house at that time and the first local instance of mid-century modern architecture. The house is a flat single-storey box resting on a smaller box, with a section cut out to form a sun deck and floor-to-ceiling windows. The original 1950s colour scheme has been restored and the furnishings are by important post-war designers such as Charles Eames and Eero Saarinen. Max and Rose Seidler lived in the house until 1967.

Time Out tip: Rose Seidler House is open to the public every Sunday from 10am-4pm. Entry is free but you need to pre-book your spot

Where: 71 Clissold Rd, Wahroonga

  • Things to do
  • Sydney

Designed in 1834 by William IV’s architect Edward Blore, the plans for Government House (the official residence of the NSW governor) had to be modified to take account of local conditions, such as the Australian sun being in the north rather than the south. However, the original Gothic Revival concept remained, and today’s visitors can still enjoy the crenellated battlements and detailed interiors that look far more like a castle than any house we've seen. Past governors have dabbled in redecorating and extensions with mixed results, but the marvellously restored State Rooms are now the best example of Victorian pomp in the country. The current governor doesn’t live here, but it’s still used for state and vice-regal functions. Don’t miss the adjoining Royal Botanic Gardens.

Time Out tip: Guided tours of the house give you a glimpse into the state rooms and vice-regal furniture.

Where: Macquarie St, Sydney

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  • Things to do
  • Sydney

Charles Bruce Delitt caused an uproar in 1934 with the Art Deco geometry of his memorial in Hyde Park to honour the dead soldiers of World War I. The memorial’s stepped roof recalls ancient ziggurats, while bronze bas-relief friezes by sculptor Rainer Hoff are a typical Art Deco touch. The $50 million Centenary Project upgrading the memorial, including Delitt’s original vision of a water cascade reaching Liverpool Street, has given this stunning monument a very cohesive glow-up.

Time Out tip: Located at the south end of Hyde Park, the monument features a symbolic "Sacrifice" sculpture and is surrounded by the peaceful Lake of Reflections.

Where: Hyde Park South, Sydney

  • Things to do
  • Walks and tours
  • Auburn

The most striking thing about the Auburn skyline is the white dome of the Auburn Gallipoli Mosque, flanked by two slender minarets rising out of a shallow valley along the railway. It’s a classical Ottoman-style mosque that was designed by Turkish architects, constructed from marble shipped over from Turkey and painted according to Turkish designs. Sadly, the call to prayer can only be broadcast inside the building due to noise restrictions, but even without it, when you stand in the beautiful gardens of the mosque you feel like you could easily be in Istanbul.

Time Out tip: The mihrab is a niche inserted into the wall where the prayer leader (Imam) stands to lead the prayer. This niche has intricate carved marble work and orients worshippers towards Mecca.

Where: 15/19 Gelibolu Pde, Auburn 

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  • Shopping
  • Chippendale

If you're around Central train station or UTS, you've definitely seen this glass building is covered in greenery. Designed by French architect Jean Nouvel and botanist Patrick Blanc in 2013, its vertical gardens make quite a statement. It’s the first of its kind in Australia thanks to its eco heliostat – a plane mirror which reflects sunlight, conserves and produces solar power for the building. Urban sustainability is the name of the game, with low-emission central thermal tri-generation power plant, water recycling plant, rooftop gardens, smart metering systems and wide open green spaces. 

Time Out tip: This mix-use building has apartments, shops, restaurants and a cinema. Given that it's in Chippendale, you should definitely check out the cool cafés and shops in the neighbourhood. 

Where: 28 Broadway, Chippendale

  • Things to do
  • City Life

Imagine if somebody wanted to demolish the Barbican in London and replace it with luxury apartments... That’s the situation with the 1979 Sirius public housing development, designed by Dutch-born Tao Gofers in the Brutalist style and taking the form of a stack of concrete boxes rising next to the Harbour Bridge in The Rocks. A contemporary critic complained it looked "as if designed by a group of droogs from Clockwork Orange" – which is why we love it. The original inhabitants were controversially asked to vacate and it was redeveloped, with the new luxe apartments selling for anything from$1.5 million to $15 million (and the penthouse for a cool $45-$50 million). 

Time Out tip: If you're in the area on the weekend, make sure to stop by the iconic Rocks Markets.

Where: 38-70 Cumberland St, The Rocks

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  • Museums
  • Elizabeth Bay

No expense was spared on this handsome Greek Revival villa, designed by John Verge for NSW colonial secretary Alexander Macleay in 1839: it boasted the finest staircase in Australian colonial architecture and breathtaking views of Elizabeth Bay and the harbour. But Macleay’s extravagance proved fatal – his debt-ridden family was forced to move out. Over the years, the grand old house was vandalised, partly demolished and finally divided into 15 studio flats. Now run by the Historic Houses Trust, the house once again breathes noblesse, wealth and good taste 

Time Out tip: Take a tour on Sundays and Mondays (free - but you need to book) and step into a bygone era. The rooms are furnished as they would have been in 1839-45.

Where: 7 Onslow Ave, Elizabeth Bay

  • Travel
  • Sydney

This timelessly chic 387-room hotel is housed in an 11-storey corner block and is a loose copy of the Tribune Tower in Chicago. It began its life in 1930 as the headquarters of department store giant Grace Brothers, hence the name. During World War II, General MacArthur directed South Pacific operations from here. A total refurbishment was completed in 2005, but many of the original features, such as the lifts, stairwells, marble floors and ornate ironwork, have been retained and restored to their former glory. In the heart of the CBD, it cuts an impressive figure compared to many of the cookie-cutter buildings, thanks to its Neo-Gothic-Art Deco design.

Time Out tip: Being right in the heart of the CBD, make sure to check out the cafés, bars and entertainment in the city. 

Where: 77 York St, Sydney

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