Based on a presentation at the Media Art Histories conference in Riga, Latvia a couple of years ago, the final paper of my longstanding Polish media art project has been published in Acoustic Space #15: Open Fields. Art and Science Research Practices in the Network Society. It looks at the fantastic as a productive mode of re-imagination and re-making, inspired by that famous Shklovsy notion of ostraniene, or defamiliarization. The article turns to Polish media artworks that—through images, experiences, and encounters —are not only strange but also disruptive, challenging the architectures, broadly defined, of the contemporary condition. Dominik Lejman’s Breathing Cathedral (2005) provides a case of a media art practice that harnesses the interplay between materiality and immateriality to re-imagine urban history, civic politics and architectural heritage; in Making the Walls Quake… (2012) Katarzyna Krakowiak creates a space where architecture becomes audible; and in She-Ona: Media Story (2008) Izabella Gustowska produces a fantastical experience of our mediated environment in a way that reflects back on the structures of the digital condition and transforms the technologies of mobility and networking into technologies of contemplation. Through these works the article examines the possibility of re-imagining our architectures through the fantastical and, finally, as in Aleksandra Wasilkowska and Agnieszka Kurant’s Emergency Exit (2010), of embracing the ‘impossible’ as we leap into the unknown.