The purpose of this study was to investigate effects of poverty on the educational attainment of adolescent orphans and vulnerable children in Chimanimani District, Manicaland Province in Zimbabwe. The contention of the study is that African communities establish strong family support systems because they consider children as the future of their survival. In Zimbabwe, children are often expected to be cared for by their immediate family members and community members close to their immediate family. In this study, qualitative research approaches were employed to explored effects of poverty on learners from households with children as primary caregivers. Using qualitative study approach, the study purposively sampled learners, teachers and parents from Chimanimani District. A qualitative phenomenological methodology was used to conduct interviews, focus group interviews, and document analysis. The study used Bronfenbrenner’s ecological theory lenses to understand the phenomena understudy. It was discovered that learners from parentless homes lack a sense of childhood security and are subjected to emotional, social, and psychological stress. The study recommends that communities, instructors, and peers treat learners from child-headed households with dignity and avoid marginalization and segregation of these learners.