In response to the so-called crisis in contemporary education in the institutions of higher learning (USA)—the encroachment of corporatism and pervasion of standardization—there is a move to offset this dominance by reconceiving the university in terms of an intimate space of dwelling in learning and education. In light of this moribund condition in education, I address the following concerns: How should educators approach the ‘space’ of learning in the new millennium with respect to the supposed ‘new face’ of education in higher learning? What implication will such changes to curriculum have on the ‘context’ of learning? Will the context of learning now need to be reconceptualized, and if it is, what effects will this have on students and educators? Herein I consider the contributions that the philosopher Gaston Bachelard’s phenomenological ontology of space, dwelling, and the creative imagination might make to the formulation of rejoinders to these crucial questions and concerns, which offer the reader a reconceived view of the space of learning that is radically at odds with our contemporary conceptions that might be linked with social efficiency ideology.