This article concentrates on ways in which novel playful technologies can engage youth in co-creation of living environments. The presented study focuses on five selected prototypes of serious digital geogames and gamified storytelling that were developed specifically for younger generations of users. The analysis concentrates on reviewing their goals, game story, outcomes, and the results of testing serious digital geogames prototypes with youth. It leads to a set of identified urban planning engagement forms that can be well supported with the help of serious digital geogames. They include exploring landscapes, learning about places, learning about specific topics, reconstructing the past, envisioning the future, connecting with action projects, and communicating. The article concludes with the discussion of the main findings and perspectives for further research.