Cover crops (CC) have great potential to enhance the sustainability of agroecosystems. However, the wide range of possible rotations of CC and cash crops (CaC) means that important knowledge gaps persist on how CC affects CaC. We investigated the legacy effects of five common CC (three monocultures: vetch, melilotus, and barley, and two mixtures: barley-vetch and barley-melilotus) on two of the most important CaC, maize and wheat. A microcosm, semi-controlled experiment was established simulating warm, low-income Mediterranean conditions. After two cycles, soil physicochemical and microbial properties, as well as plant growth and nutrition variables, were measured at the CC early growth CaC stage. In maize, barley CC had the best soil microbial and nutritional legacy effects, which resulted in the highest biomass and nutrient status. In contrast, barley produced the worst results on wheat, showing the disadvantages of growing two crops from the same tribe consecutively. CC mixtures also did not offer a productive advantage over pure CC. Additionally, our findings suggest that archaea seem to play a role in increasing N and Zn content in maize shoots. Furthermore, shoot B contents showed highly significant regressions with the CaC biomass. These results can help select the appropriate CC in each case.