Research suggests that growing up in more affluent neighborhoods improves educational attainment. But would it help adolescents to move to relatively more affluent neighborhoods, as theories of neighborhood effects anticipate? Does it depend on the magnitude of the change of context? To answer these questions, we use data from the National Educational Longitudinal Survey and the 1990 Census to estimate models using propensity score methods. We found that both upward mobility and change of context during adolescence had small effects on long-term educational attainment that varied by race, socioeconomic status, transfer status, and the social class of starting neighborhoods. Importantly, upward moves and positive changes in context reduced African-Americans’ chances of completing high school.