Appreciating the aspect of modern architecture requires not only the comprehension of the nature of design and architects’ ways of thinking and expression but also observers’ views on buildings and their perceptive/cognitive stages. This calls for an in-depth study on the “system of phenomenological perceptions” that works as a new architectural experience system. The system of phenomenological perceptions makes it possible to specify the individual process of understanding architecture, that is, hands-on experiences, participations, feelings, perceptions, and cognition. The value of user experience and cognition has been emphasized by philosophical and aesthetical concepts as well. Therefore, in order to better appreciate the modern architecture, this study suggests theoretical consideration to “orientation and event” that are crucial elements in understanding a phenomenological view and materializing actual space formation. This offers the cognitive system with which we analyze modern architecture and comprehensive expressional methods. in other words, this study contemplates the system of phenomenological perceptions from an existential spatial perspective by structurizing the system of the orientation and the event in order to segmentalize users’ current locations, potential directions, the relations with spaces, continual vie’wpoints as well as buildings’ functions and interior and exterior division. The system of phenomenological perceptions helps understand and systemize modern architecture through a system based on relations between sensation, perception, cognition, sensitivity, and rationality. This creates a new cognitive system employing the concept of the orientation and the event, which is different from a normal cognitive system basing on the sense of vision. When observers appreciate space, they tend to relate the space to a certain event and to remember their experiences in it. During the process, they draw borders of the space in which the event takes place and give shape to their experiences including actions, movements, cognition and sensation. The process leads to the formation of “placeness,” and here, the concept of the orientation comes in as the location and the center of the placeness. This study proves that a determined orientation coupled with individual experience and events settles the placeness; detailed elements in the cognitive system have close relations with one another; the orientation, actions, events, and places are the factors that materialize observers’ architectural experience.