To address the core requirement of “layered ripeness and non-destructive harvesting” in tobacco-growing hilly regions of China, a specialized tobacco leaf harvester was developed. Considering the challenges posed by scattered plots and complex terrain, a four-wheel steering chassis system was proposed. The platform adopts a four-wheel independent drive and steering (4WID-4WIS) configuration, powered by DC servo motors and integrated with a microcontroller-based ROS system. The resulting drive chain—comprising motors, gear reducers, and off-road tires—achieves a maximum operating speed of 0.5 m/s. A novel rotary cross-blade harvesting module was designed in conjunction with a conveyor-based transmission mechanism, enabling stratified harvesting and leaf transport. Full-condition field tests were conducted. In terms of mobility, the harvester achieved stable operation at 0.5 m/s on cement roads, 0.1–0.2 m/s in fields, and demonstrated slip-free climbing on 20° slopes. In terms of harvesting performance, the system’s adjustable modules accommodated varying plant heights; however, issues with blade grip were observed when handling irregularly slanted stalks, affecting collection efficiency. During continuous field entry and exit operations, no mechanical failures occurred, verifying the prototype’s operational stability. This study introduces an innovative combination of omnidirectional mobile chassis and stratified blade modules, offering technical support for the modernization of tobacco agriculture. Further refinement of the harvesting strategy will be pursued to enhance practicality.