The concept of aesthetic welfare is directly related to aesthetic judgment. Aesthetic judgments are the result of interaction between object and subject. The properties of and meanings given to objects play a decisive role in the process of aesthetic judgment. Objects evaluated with positive aesthetic judgments create a satisfying aesthetic experience and provide a special kind of welfare to individuals. That welfare is defined here as aesthetic welfare. Providing aesthetic welfare in the urban built environment increases the quality of urban life. This study examines how physical properties and meanings of the Esenboga and Konya entrance gates to Ankara affect aesthetic judgments. In addition, it is discussed whether or not the gates create a positive aesthetic experience or have the potential to provide aesthetic welfare. The results of the study reveal that objective characteristics of the gates have negative values in the context of attained meaning given to the gates, produce negative aesthetic judgments, and demonstrate no provision of welfare or aesthetic potential. It is emphasized that each element in the public space should be capable of providing aesthetic welfare, a condition that is only possible when physical properties and meanings of objects create positive aesthetic judgments.