This paper is one of the researches to characterize and identify the architectural theory of Rudolph Schindler. This paper investigates the contents, types and their transformation of his architectural theoretical writings according to their referred issues. Analysis deals with 18 writings works and derives followings; Three major issues, such as ‘Recognition of Age’, ‘Space Architecture’, and ‘Principle and Technique of Spatial Composition’ and lower level of issues are extracted. Every theoretical writing is characterized owing to extracted issues. As for types of his architectural writings, theoretical one, methodological one, and intermediate one are derived and identified. Then analysis proceeds to investigate the transformation of his architectural thinking according to extracted issues, and derives the terms with their characters.