In research on value similarity and transmission between parents and adolescents, no consensus exists on the level of value similarity. Reports of high-value similarities coexist with reports of low-value similarities within the family. The present study shows that different conclusions may be explained by the use of different measurement strategies. In addition, we demonstrate that measured value similarities may be biased by a "cultural stereotype," that is, an indirectly measurable phenomenon outside the family most likely attributed to shared cultural experiences. We examined similarities in 8 social-cultural value orientations among fathers, mothers, and adolescents from 433 Dutch families. Results revealed different outcomes when using ordinary correlations (r), absolute difference scores (d), or profile correlations (q). Similarly, different influences of a cultural stereotype were found when applying different measurement strategies. We discuss which measurement strategies are best used under which circumstances and which role the cultural stereotype plays.