A tractor mounted tiller/cultivator system that includes right and left swing arms pivotally attached to tractor chassis, right and left cutting head assemblies mounted on the swing arms, each including a right disc motor driving a rotary disc mounted on a distal portion of the swing arm and operatively coupled to the motor. Ground-engaging cultivation wheels surround the rotary disc, and an annular guard prevents unwanted contact of the wheels with vines or trunks of vines and trees. A drive mechanism lowers and raises the swing arms to put the cultivation wheels into engagement and disengagement with ground and to rotate said swing arms about their longitudinal axes. User controls operatively connected to the swing arms, cutting head assemblies, and drive mechanisms enable a user to finely tune the movement of the cutting heads into and out from rows of trees or vines.