This paper intends to discuss the characteristic of Ji-shan’s Doctrine of the Heart. It begins with the investigation of Ji-shan’s concepts of “learning” and “awareness,” and approaches his theory of the unity of Li (Principle) and Chi (Matter) though the studying of his doctrine of “Matter is dependent on the Principle” and “Nature is dependent on the Heart.” It then determines the ontological status of the concepts of “Individual Self,” “Essence of the Heart,” “Nature,” “Rectitude,” and “Prudence in Solitude,” and goes on to clarify the meaning of these concepts through the interpretation of Ji-shan’s disciple Li-zhou Huang. This analysis leads to an understanding of the characteristics of Li-shan’s thought and his dialectical method of returning to the root in the process of self-cultivation. Finally, we conclude this discussion by pointing out the importance the Ji-shan’s thought in the development of the Doctrine of Li in the Song and Ming Dynasties.