This study was conducted in an effort to generate information toward fostering academic outcomes among African American adolescents. Gender differences in African American adolescents' personal, educational, and occupational expectations were examined in relation to perceptions of neighborhood quality. Participants included 352 African American adolescents residing in an urban area. Measures were self-reported expectations and perceptions of neighborhood quality. Regression analyses indicated that (a) expectations were positively associated with perceptions of neighborhood quality, (b) female adolescents reported more positive expectations than male adolescents, and (c) the association between expectations and perceptions of neighborhood quality depended on gender, with male adolescents who rated their neighborhood higher in quality reporting higher personal and educational expectations than male adolescents who rated their neighborhood poorer in quality. Implications of this study for programs and research that focus on academic outcomes and neighborhoods of African American adolescents are discussed. (Contains 2 figures and 1 table.)