We study five intermediate-age and old open clusters - NGC 7789, NGC 6819, Trumpler 5, Collinder 261, and Berkeley 39 - previously classified as Family I (dynamically young) based on their normalized BSS radial distributions. Using the machine-learning based algorithm, ML-MOC, on the Gaia eDR3 data, we identify their members to investigate dynamical evolution of these clusters using various stellar populations. We find that the five clusters are at different stages of dynamical evolution. Whereas two of the clusters, NGC 7789 and Trumpler 5, are indeed found to be dynamically young based on the cumulative radial distributions of various stellar populations, the remaining three clusters, NGC 6819, Berkeley 39, and Collinder 261, are found to be dynamically evolved with clear mass segregation observed in the radial distributions. We discuss our findings and compare our results with the other observed and theoretical estimates of mass segregation in these clusters.