This paper presents high resolution, high dynamic range Very Large Array (VLA) radio images of five luminous classical double radio galaxies (RGs) at 5 GHz. We detect the radio cores of at least four of these RGs. A long, continuous radio jet is seen only in one source, 3C 22, in contrast to the 100% jet detection in a comparable sample of QSRs. However, there are candidate jets or jet components seen in three other RGs. Overall, the jets in these RGs are less prominent, relative to the lobes, than those in the quasar sample. We also compare the polarization properties of these RGs at three different wavelengths: 3.6, 6, and 20 cm. Moderate depolarization asymmetries between 6 and 20 cm are found between the lobes of two RGs, 3C 22 and 3C 324. Finally, we compare our VLA maps with optical [O II] images in search of correlations between radio properties and emission line asymmetries. These data will be used to test the RG/QSR unification scheme of Barthel (ApJ, 336,606 (1989)].