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This paper examines the difficulties of cultivating, and teaching, an environmental aesthetic from within cities. Starting from a particular pedagogical situation, a nature writing class in Florida, the essay examines the broader disconnect in the ‘green humanities’ between natural and built environments. After a review of how cities complicate standard environmental aesthetics, I propose a solution involving sustainability: by establishing community in one place over long periods of time, and by academics themselves maintaining the commitment to the communities we purport to serve.