Cleveland Street, Sydney

Road in Sydney, New South Wales, Australia

Cleveland Street is a busy thoroughfare located to the south of the central business district of Sydney in New South Wales, Australia. The street is named after Captain Cleveland, an officer of the 73rd regiment.

Cleveland Street commences at its intersection with City Road in and heads in an easterly direction as a four lane, single carriageway road through , over the railway lines between Central and Redfern stations and east through , crossing the Eastern Distributor and South Darling Street, to eventually terminate at the intersection with Anzac Parade and Lang Road, .

Governor Macquarie granted a substantial parcel of land in the Surry Hills and Redfern area to Charles Smith in 1809, who established Cleveland Gardens, as either a market garden or nursery in the area. Daniel Cooper purchased approximately from Smith and built the heritage listed Cleveland House in the early 1820s. The decision in 1850 to build Redfern terminus brought industry to the area and resulted in the subdivision of many of the gentlemen's estates in the neighbouring suburb of Surry Hills. Prior to the 1840s, maps marked Cleveland Street, from Chippendale to Moore Park, as the unsurveyed 'Government Road'. The passing of the Main Roads Act of 1924 through the Parliament of New South Wales provided for the declaration of Main Roads, roads partially funded by the State government through the Main Roads Board (later the Department of Main Roads, and eventually Transport for NSW). With the subsequent passing of the Main Roads (Amendment) Act of 1929 to provide for additional declarations of State Highways and Trunk Roads, the Department of Main Roads (having succeeded the MRB in 1932) declared Main Road 330 from the intersection with City Road to the intersection with Dowling Street (today South Dowling Street) in Surry Hills on 21 February 1933,

The passing of the Roads Act of 1993 updated road classifications and the way they could be declared within New South Wales. Under this act, Cleveland Street retains its declaration as Main Road 330. The route was part of Sydney's first Ring Roads, and was allocated Ring Road 1 between Abercrombie Street and South Dowling Street in 1964; this was replaced by State Route 11 in 1974, and then Metroad 4 in 1992. Metroad 4 was later re aligned along City West Link on its completion in 2000; Cleveland Street has remained without an allocation since.

In 1851, some land was reserved in the "Cleveland Paddocks" for a school to be established. Located on the corner of Cleveland and Chalmers Streets, the Cleveland Street Public School was established in prefabricated iron buildings in 1856, as a model school. New sandstone Gothic buildings were constructed in 1867 68, which remain, along with later buildings on the site. The school became an intermediate school in 1913 and later a high school. In 1977 the site was repurposed as an intensive English language tuition centre for migrant students. In 2001 the Cleveland Street site became a dedicated high school for intensive English tuition and was named the Cleveland Street Intensive English High School. A $110 million redevelopment of the site was completed in late 2020 and the Inner Sydney High School was opened in 2021 to accommodate 1,200 students in a 14 storey vertical high school building. Towards the eastern terminus of Cleveland Street, in Moore Park, Sydney Girls High School and Sydney Boys High School are co located on adjacent sites.

Until 1958, electric trams ran down the length of Cleveland Street, when they were replaced by motor buses. The area between Crown and Bourke Streets is home to several pubs and an increasing number of restaurants. Traffic volumes vary, depending on the segment of Cleveland Street. Near Prince Alfred Park the average traffic movements in 2016 for both east and west bound vehicles was 17,500. Further east, between South Dowling Street and Anzac Parade, 2016 average traffic volumes peaked at 20,000 vehicles west bound.

Cleveland Street is entirely contained within the City of Sydney local government area.