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Castlecrag is a suburb of Sydney, New South Wales, Australia approximately located 8 kilometers north of the Sydney central business district, located approximately 19.8 km south of the Sydney International Airport.
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Castlecrag is a suburb on the lower North Shore of Sydney, in the state of New South Wales, Australia 8 kilometres north of the Sydney central business district, in the local government area of the City of Willoughby.

Castlecrag is a suburb of historical significance that is bounded to the north, east and south by Middle Harbour and to the west by Eastern Valley Way. Castlecrag shares its postcode, 2068, with the surrounding suburbs of Willoughby, Middle Cove and North Willoughby. Castlecrag was originally planned by the husband and wife team, Walter Burley Griffin and Marion Mahony Griffin who named the suburb after a towering crag of rock overlooking Middle Harbour, known locally as Edinburgh Castle. The Griffins came to Castlecrag in 1925 after tiring of the politics surrounding implementation of their designs for Australia’s capital city, Canberra.

Many early homes in Castlecrag were built using natural stone to blend into the environment, a common practice in architecture of the Arts and Crafts Movement, which was concerned with creating “the human touch” as distinct from mass production. Other homes of this period were built with bricks using Walter Burley Griffin’s patented Knitlock system. Historically, Castlecrag was noted in the early 20th century as an experiment in communal and community planning and living.

The Haven Amphitheatre is undergoing redevelopment by Willoughby City Council. This project while underway has been subject to countless delays and controversy. It is envisaged that the new Haven Amphitheatre Stage will significantly enhance the ability of the site to operate again as a performance venue. The famous Haven Christmas Carols have not been held in recent years. Many stakeholders are involved in the process for the DA approval and eventual rebuild, such as, The Haven Amphitheatre Committee, Willoughby City Council, The Castlecrag Progress Association, The Walter Burley Griffin Society and Friends of the Haven. Castle Crag Post Office opened on 1 September 1937 and was renamed Castlecrag in 1941.

The streets in the southern, older portion of the suburb were named after parts of a castle: The Barbette, The Barbican, The Barricade, The Bartizan, The Bastion, The Battlement, The Bulwark, The Citadel, The High Tor, The Outpost, The Palisade, The Parapet, The Postern, The Rampart, The Redoubt, The Scarp, The Tor Walk and Sortie Port. There are also Tower, Casement, and Turrett Reserves, and the main street through the centre is Edinburgh Road.

More recently the residents of the suburb have been noted for their opposition to the Warringah Freeway (Warringah Expressway), which was originally planned to link the Sydney Harbour Bridge with the Northern Beaches, but today terminates just south of Castlecrag in Naremburn.

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