In the coastal plain region of the United States, conservation agriculture practices are being implemented to improve soil health, minimize environmental impacts, and improve farm profitability. Common practices include cover cropping and conservation tillage using strip tillage, minimal tillage, or no tillage. However, the soil response to specific combinations of conservation tillage and cover crop rotations remains poorly quantified. The objective of this research was to evaluate changes in soil properties from different combinations of conservation management. Four tillage systems – conventional, strip, minimal, and no tillage – and three winter cover rotations – fallow, winter cash crop, and high-biomass cover crop – were tested in a split-plot design. Bulk density, depth to a root-restrictive layer, soil carbon concentration, soil carbon stock, field-saturated hydraulic conductivity, and yield were measured over a seven-year period. Bulk density and field-saturated hydraulic conductivity showed greater temporal variation in the strip tillage and conventional tillage practices. Depth to root-restrictive layer was consistently highest in the strip and minimal tillage treatments, which both included implements designed to alleviate subsoil compaction. Treatments that combined conservation tillage with a winter cover (i.e., cash crops or high-biomass cover crops) had greater increases in soil carbon concentrations and carbon stock. Summer cash crop yield was significantly increased following the high-biomass cover crop treatment in 2 out of the 7 years. Altogether, soil carbon showed a more consistent response to conservation management than the other soil properties, which tended to show greater variability based on the time since disturbance (e.g., tillage). Conservation management practices therefore need to be consistently applied for multiple years in order to improve soil properties such as bulk density and saturated hydraulic conductivity.