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Sydney Monopoly was launched on the 30th October 2012 at Mrs Macquarie's Chair. The Sydney venues and landmarks were nominated by the people of Sydney during 2012 and this version if the first one to be produced by Winning Moves Australia, the first of more to be produced by Winning Moves Australia.

Sydney is the state capital of New South Wales and the most populous city in Australia. It is located on Australia's south-east coast of the Tasman Sea. The site of the first British colony in Australia, Sydney was established in 1788 at Sydney Cove by Arthur Phillip, commodore of the First Fleet, as a penal colony. The city is built on hills surrounding Port Jackson which is commonly known as Sydney Harbour, where the iconic Sydney Opera House and the Harbour Bridge feature prominently.

The first Australian Monopoly was produced by Waddington's in the United Kingdom and had the London properties, until they were eventually replaced by Australian ones. This version features 22 landmark Sydney sites selected by the public, with the Sydney Harbour Bridge and Sydney Opera House sharing the top Mayfair position on the board.

Red sites include George Street and Oxford Street, yellow covers beaches from Manly to Cronulla, and pink represents sporting sites like Eastern Creek and Rugby League Central. Hyde Park and Centennial Park get a mention, as to utilities like Tank Stream and Sydney Airport, and fun spots like Taronga Zoo and Kings Cross. The community chest features a $100 prize for best float in the Mardigras, but beware of the chance cards or you may find yourself with a $15 fine for travelling in the T3 lane of the Spit Bridge.