The burgeoning development of pocket parks within the context of urban renewal has increasingly made these green spaces accessible to the public, prompting an exploration into the model of intergenerational sharing within these parks in the high-density fabric of urban life. This study focuses on pocket parks in the metropolitan area of Shanghai, identifying time-sharing patterns based on the leisure behaviors of different age groups at varying visitation times, followed by cluster analysis. Additionally, a survey was conducted to assess the importance and satisfaction levels of various pocket park space-sharing indicators across all age groups, from which data was collected and analyzed to formulate the IPA model for these indicators. The findings reveal that: (1) The peak intergenerational sharing times are around 8 a.m. and 3 p.m., correlating with the lifestyle habits of each demographic. (2) There is a noted deficiency in pocket parks’ ability to entice prolonged stays, which may be attributed to the limitations of their recreational spaces. (3) Many visitors desire enhanced transportation, leisure, and entertainment facilities, indicating a potential shortfall in the diversity of activities offered by these parks. Regarding spatial sharing, the synthesized data highlights key areas for improvement, including the separation and safety of special and general spaces, the security of facilities for different age groups, nighttime lighting, the adequacy of rest areas, the complexity of site space, and sensory diversity. Drawing from these findings, a strategy for the intergenerational sharing update of pocket parks is proposed: (1) Fostering intergenerational sharing through synchronous sharing and promoting venue sharing through staggered time-sharing. (2) Constructing a comprehensive protection framework for all ages.