The purpose of this study is to classify college freshmen based on the level of psychological states related to psychological well-being they experience, and to explore the factors influencing these psychological states. Group 1 had low levels of negative psychological states and high levels of positive psychological states (constituting 35% of the total sample); Group 2 had relatively high level of negative psychological states and very low level of life satisfaction (constituting 13% of the total sample), and Group 3 had moderate level of psychological states (constituting 52% of the total sample). First, it was identified that a group with high level of negative psychological states does not necessarily have a low level of positive psychological states in factors such as their self-esteem, resilience, or life goals. Second, female students were more likely to belong to the group with high manifestations of psychological problems. Students who get higher self-satisfaction from their income than their actual annual income, students with more allowance, students with lower burden relating to their tuition, and students who worked less part-time jobs (falls under the financial factor) were less likely to belong to the group with high manifestations of psychological problems. Students who had numerous communications with their peers and had a sense of trust in their school, and students who felt less alienated were also less likely to belong to the group with high manifestations of psychological problems (falls under the social relationship factor). In addition, students who selected their college major in accordance to their aptitudes and interests, or through the influence of their school teachers, were less likely to belong to the mild risk group or the risk group than the students who decided their college major based on employment prospects or recommendations (falls under the enrollment motivation factor). Meanwhile, students with a higher dependency to their mobile phones had higher probability of belonging to the risk group, and students who had higher computer use frequency, such as using a computer to chat or play games, had a lower probability of belonging to the mild risk group or the risk group (falls under the media utilization factor). The results of the study indicate the need for the following: (1) a three-dimensional diagnosis of the psychological state of college freshmen; (2) measures that can improve social relationships, such as support in the curriculum and linkage to counseling institutions; and (3) the selection of a major in accordance to one’s aptitude, calling for the need for a linkage with career guidance at the high school stage.