Single-lip deep-hole drilling (SLD) is characterized by high surface quality and compressive residual stress in the subsurface of the drill hole. These properties depend significantly on the thermomechanical conditions in the machining process. The desired subsurface properties can be adjusted in-process via process monitoring near the cutting zone with a sensor-integrated tool and closed loop control when the thermomechanical conditions are maintained in the optimum range. In this paper, a method is presented to control the thermomechanical conditions to adjust the properties in the subsurface. The process model integrated in the controller is implemented as a soft sensor and takes into account the residual stresses, the roughness, the hardness and the grain size in the surface as well as in the subsurface depending on the process control variables, such as the feed rate and cutting speed. The correlation between the process variables, the thermomechanical conditions of the cutting process and the subsurface properties are investigated both experimentally and by finite element (FE) simulations. Within a justified process parameter range, characteristic fields for the soft sensor were established for each property. In addition, the procedure of controller design and the employed hardware and interfaces are presented.