<p> The formation of business clusters and suburban residential areas in central Tokyo since the end of World War II has resulted in the formation of urban structures accompanied by the temporal and spatial separation of workplace and residence. However, the bipartite spatial structure is not suitable for today’s urban lifestyles and has to be reconsidered. Against the backdrop of the diversification of people’s lives and the increasing risks associated with various aspects of their lives, there is a need for new social systems and urban environments that respond to the diversification of working environments and lifestyles. In light of this situation, the Cabinet Office proposed the “100 million All-Active Society” in 2015 and recommended balancing “work” and “life” that are optimal for individuals. However, the discussion here continues the framework of separated “Work/Life” and mostly centered on the temporal management of “Work” and its environment, with only a supplementary reference to “Life”.</p><p> On the other hand, there is a movement to use IT technology to reconsider the relationship between work and life in an integrated manner and to positively redesign. These practitioners are devising ways to freely choose their work and working hours, and by rebuilding the relationship between work and life, they are changing the environment in which they live and the social system associated with it. In this paper, we define such activities as’ ‘Work Life Design’ ‘, and try to obtain knowledge about urban environment necessary for each person to realize the way of working and living suited to their life style by paying attention to the actual state of activities and ingenuity for the redesign.</p><p> </p><p> 1) Opportunity to practice seen in life history</p><p> A life history survey of these workers revealed that they are making gradual changes in their work and life design while overcoming practical problems. And in the process, it was revealed that they outsource jobs they judged unnecessary for the purpose of changing the way of working and residence, and efficient use of time.</p><p> </p><p> 2) Efforts to create a working and residential environment from the perspective of personal belongings</p><p> Practitioners choose the goods to carry in order to carry out flexible working and living styles. By using the Internet, they were able to draw out more than their belongings and temporarily transform the space into a working and living environment.</p><p> </p><p> 3) Efforts to create a working and residential environment based on the actual use of space</p><p> As a result of a survey on space used by practitioners, actual conditions of use and reasons for selection, it was found that living and working environment was developed from first/second place to third place. From the above, it became clear that third places are required to improve their activities as places to work and live, and they are beginning to appear in cities as places for working and living environment that cannot be described by conventional concepts.</p>