This dissertation is concerned with the present and future of urban streets in the United States. The goal is to document and analyze current visions, policies, and strategies related to the form and use of American urban streets. The dissertation examines current mobility trends and offers a framework for organizing visions of the future of urban streets, evaluating them through three lenses: safety, comfort, and delight: assessing physical conditions in accordance with livability standards toward sustainable development. At the same time, it demonstrates the way 12 scenarios (NACTO Blueprint for Autonomous Urbanism, Sidewalk Labs: Quayside Project, Public Square by FXCollaborative, AIANY Future Street, The National Complete Street Coalition, Vision Zero, Smart Columbus, Waymo by Alphabet, The Hyperloop, Tesla “Autopilot,” Ford City of Tomorrow, SOM City of Tomorrow) have intentionally or unintentionally influenced contemporary use of American urban streets. Ultimately, the study shows that while sustainable alternative mobilities continue to emerge, the dominance of the automobility system has led to a stagnation of sustainable urban street development in the United States.