In one aspect, a system tier monitoring the condition of a seedbed within a field may include an implement having a plurality of ground-engaging tools supported by a frame, with the implement being configured to create or be traversed across a seedbed extending downwardly within the field from an outer seedbed surface to a seedbed floor. The system may also include an auxiliary support arm coupled to a portion of the frame at or adjacent to the aft end of the frame and a seedbed surface detection assembly coupled to the auxiliary support arm such that the seedbed surface detection assembly is located behind the ground-engaging tools relative to a forward travel direction of the implement. The seedbed surface detection assembly may be configured to detect variations in a profile of the outer seedbed surface as the implement is moved in the forward travel direction.