With the purpose of long-range planning toward local/regional sustainable development, it is desired to avoid unconditional industrialization and expansion and to build an eco-oriented development strategy considering site-specific characteristics of the environment. This paper thus aims at the elaboration of a system dynamics model of a locality/region so as to understand inherent dynamics of sustainable development and to assess the effectiveness of such an eco-oriented strategy. The model thus consists of several positive and negative feedback loops that accelerate or restrict local/regional economic growth within a system boundary incorporating the environment, economy, and society. The model is moreover applied to the assessment of the effectiveness of the development plan recently established in Damyang in JeollaNamdo, Korea. It is regarded in this case to be effective for population immigration and economic prosperity to give priority to restore the bamboo ecosystem and nourish a series of eco-friendly industries based on the bamboo items developed recently. It is also to be positive to sustainable development since it enables to maintain high quality of the environment from the outset of their development steps.