Under global urbanization backgrounds with physical population migrations and relocations, corresponding consequences in society developments, cultural transformations, technology inventions and interactions between regions and countries, etc. are considered as having a huge impact on normal urban dwellers. For human beings always have intentions towards managements and benefits from natural surroundings, urban dweller demands under the modern challenges and their interactions are necessary to be concerned about. Urban ecosystem is considered as a highly developed civilization, but also with features of resources and energy demands and pollution and distributional exports. As the only natural element in this ecosystem, UGI (urban green infrastructures) is considered as an important human-environment interaction provider with urban ecosystem services (UES) largely focused by academic scholars, urban planners and policy managers. As one of the fastest urbanizing cities in the world, Shanghai is considered as having huge cultural and social developments combined with socioeconomic acceleration. Under the unique background of policy planning and traditional Confucian culture transformation, the impacts to urban dweller demands, whether these newly developed modern demands can be satisfied by UES provided by UGI and how the understandings of these normal dwellers to UGI in Shanghai are necessary for academic researches. By considering the interactions with urban dwellers, six urban parks in the center of Shanghai are chosen as research sites in this study. Combined with factors of urbanization processes and observed patterns of visitor interactions, the indicator of “park age” is concerned with three old parks (older than 25 years old) and three new parks (younger than 25 years old). With methodologies of fieldwork mapping, questionnaires, indicator based evaluation system constructions, etc., the quantitative and qualitative analyses were carried out to habitat diversity, cultural and regulation UES results, and the background reasons caused by political and financial influences are subject to further discussion. The visitors to urban parks of Shanghai are classified into four sorts: “retired dwellers”, “dwellers for children care”, “tourist visitors” and “other visitors”, we found out that related demands and interactions with urban parks have significant differences. After detailed discussions, it could be figured out that the visitors demands play a significant role, and the interactions between visitors and UES in Shanghai are comprehensively influenced by multiple factors of “visiting objectives”, “park cultures (ages, popularities, etc.)” and “personal identities (educations, incomes, etc.)”. Based on this, the detailed differences of policy, finance, Confucian culture, nature understanding, and community society between old and new parks were further discussed. With all aspects of physical, mental, psychological and other demand aspects especially focused on, the typical features in Shanghai are also highly concentrated on dominant activities. For China is suffering from national environmental and urbanization problems but lack in related concerns combined with dweller demands, this research work may make certain efforts on model assessment methodologies constructions and national implementations. Also, with a combined background of top-down policy systems and natural understandings under socioeconomic duress, this research could also make significant efforts in dweller-UES interactions researches in similar cases of other countries and newly developed urban ecosystems in the world.