Interaction and transgression zones are the buffer zones between urban development area and conservation area. In Turkey, regulations do not draw the quantitative approach to interaction and transgression zones, that conservation area borders create sharp passes. In order to smooth these passes, this research was planned. Regulations are very rigid written rules; however, in order to keep pace with contemporary world, they need to be adaptive in the 21st century. Thus, this research aims to be respectful to historic sites and proposes smoother passes to urban development areas. In order to adopt, any historical site parameters should come from common features of towns. Another point to understand the characteristic of a town is statistical data for each parameter. In order to blend the statistical data with parameters, k-means clustering method is used. This method gives the distribution of each categorical data into the main clustering. As a result, the algorithm gives flow of flexible rules in order to apply development in the interaction and transgression zones.