Dok-Rak-Dang and Hyang-Dan, upper class houses of Chosun Dynasty on the early and mid 16th century, are generally known as specific style houses among traditional residences in Korea. Architectural singularities of these two residences are summarized as double facades, uncertain circulation, self-secluding construction, dilemmatic structure, and rotative circulation that are far from architectonic principle of that time. Characters of Deconstructionist Art, deconstruction of binary oppositions, double session, displacement without reversal, and paradox, are very similar to those of two residences both as a material phenomenon and as a metaphysical idea. Thus, this paper attempt to analyze architectural singularities of Dok-Rak-Dang and Hyang-Dan with the perspective of Deconstructionist Art Theory.