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Dabaodao is an old city district located in the heart of the historical centre of Qingdao (north-eastern China). It was created over 100 years ago as a segregated 'Chinese town' under German colonial rule. This article embarks upon a journey into the past, reviewing the continuity and change of Dabaodao and its courtyard-style houses known as Liyuan over last century of socio-political turmoil. It discusses how they have evolved and transformed under different city administrations, beginning from the early colonial years, to the Republican era, the Maoist years, all the way into the reform period. Specifically, the article illustrates how city-planning, laws, and regulations as well as a general urban development ideology during one time period conditioned and shaped those of following periods, eventually turning Dabaodao into what it is today: a dilapidated and poor inner-city neighbourhood with an uncertain future whose historical significance and preservation value remains highly contested and under debate. This article reviews colonial city planning and its impacts in Qingdao, an underrepresented city in the English language literature on colonial China; moreover, the article links Dabaodao's diverse history to current contestations over urban renewal, hereby engaging the complex issue of using the past in the present. [ABSTRACT FROM AUTHOR]