This paper presents experimental and theoretical analyses used to establish electrical features that can be utilized as indicators of armature winding, field winding or rectifier diode deterioration in brushless three-phase synchronous generators before the imperfection progresses to become a ground fault. The paper begins with the description of a 5 kVA synchronous generator specifically designed and constructed to allow for simulation of armature winding, field winding or rectifier diode deterioration in a brushless machine. Subsequently, a description of the experimental methodology and the results of experiments are presented. Specific features that can be used as indicators of the deterioration are described and a theoretical basis for them is provided. The proposed features can be obtained continuously during normal generator operation. As such, they can be used as a basis for both brushless and brush-fed synchronous generator health monitoring applications.