The contribution starts from a review of the main studies of the semiotics of urban spaces in order to focus on how nowadays, new social processes and the introduction of modern information and communication technologies (ICT) transform the traditional categorisations between different types of urban spaces. In particular, the possibility of a constant connection of individuals leads to an overcoming of the physical and material boundaries inherent within the idea of "space", leading to bringing together, mixing and communicating different categories of spaces. New forms of urban space emerge. In the contribution we deal, for example, with the transformation of the concept of "limit", which becomes more and more fleeting and nuanced on the basis of technological elements, at the same time creating new social processes. These elements let emerge the need of new design tools able to face the emerging complexity.