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View of Sydney and the Sydney Opera House from Jeffrey Street at dusk
View of Sydney and the Sydney Opera House from Jeffrey Street at dusk

Jeffrey Street or Jeffreys Street is a street located in Kirribilli, famous for being one of the most popular vantage points for views of the city skyline of Sydney, the Sydney Harbour Bridge and the Sydney Opera House. The street is located on the Lower North Shore of Sydney Harbour, directly across the harbour from Circular Quay and is a popular destination for tourists, particularly on Australia Day and New Year's Eve. The street leads uphill from the harbour in a northerly direction to the small shopping village of Kirribilli. For many years the area was called the North Shore and the original land grant changed hands a number of times. Over the past 200 years the area has also been called Huntershill, St Leonards, North Sydney, "Kiarabilli", Milsons Point and "Kirribilli Point". The modern spelling Kirribilli was first used in 1853 and the use of Kirribilli as a locality is more recent.

There are 19 listed heritage properties along the street, one of the highest concentrations of listed heritage properties in Australia. All but one of the original structures on the east side of the street have been demolished, only "Wyalla" remains. But the west side of Jeffrey Street is notable because it contains a row of 17 terrace houses that have remained virtually unchanged for over 100 years. This is the longest row remaining on Sydney's North Shore and the second longest row in Australia. Most of the other terrace houses in the area were demolished in order to construct the approaches to the Sydney Harbour Bridge. (Full article...)