James, one of Peggy's two sons, grows up to become a keeper at the notorious Sing Sing Prison. His actions there bring disgrace upon the family and set in motion the mysterious disappearance of his 5-year-old daughter. In his grief, James rules his family like a prison guard, burdening the life of his eldest son, who spends his adulthood searching for his lost sister.
Lost on Cherry Street follows three generations in their search to build a new life of prosperity in America against the greatest tragedy any family can face. Will the truth bring answers of comfort or pain?