During transiting to the post-industrial era the role of cities and urban environment functions are transformed. A new type of economic system imposes new requirements to the urban environment as a space for the population life and doing business. Today, on the basis of the concept of sustainable development, a general scientific paradigm of cognition is being formed as a result of the synthesis of sciences about nature, society and man. There are many approaches to the concept of sustainable development. The most modern concept, according to the authors of the article, understands of sustainable development, which is based on laws of the conservation of energy or power, as a general law of Nature. The article proposes a comprehensive approach based on the integration of the capabilities of modern GIS and intelligent technologies for estimating the potential, real and missed opportunities of the urban environment in the context of using incomplete and fuzzy information. The application of the proposed approach to estimating the sustainable development of the urban environment on the example of Ukrainian cities is shown.