This exploratory study aimed to (a) identify students' beliefs about their abilities and the contributions of their school environments toward achieving their college and career aspirations, (b) group schools by students' perceptions, and (c) contrast this grouping with grouping by school-level demographics. This secondary analysis examined items from the "County Youth Survey" administered to 11th-graders (N = 3,751) at 17 local schools. School size, racial, and socioeconomic statistics comprised the publicly available data. Principal components analysis identified 17 college and career readiness items representing two dimensions of student perceptions: School Supports and Academic Efficacy. Cluster analysis revealed that schools grouped by these dimensions differed substantially from the schools' demographic groupings.