The regional development path depends on managing innovation resources. However, increasing the quantity of innovation activity and managing innovation resources only by financial indicators does not guarantee progress in sustainable development. This paper argues that basic conditions for effective sustainability-oriented innovation activities are: (1) the accordance of relevant activities with sustainable development ethics and (2) their marked focus on systemic and long-term sustainable development targets. These parameters can be considered fundamental principles for designing and developing effective sustainability-oriented innovation systems and innovation policies. Analysis of the two basic principles precedes estimation of the effectiveness of innovation activities, innovation systems, or innovation policies. In this paper, a special typological analysis technique was applied to assess basic conditions for the effectiveness of sustainability-oriented innovation activities observed in the case of the Tyumen region, Russia. It was found that since 2009 the Tyumen regional innovation support system has not been conceptually designed in accordance with sustainable development ethics or considering a long-term vision. Therefore, the projects themselves afford only temporary solutions to regional problems by implementing innovations that mainly have short-term and mid-term social–economic effects. As a result of the analysis of fundamental conditions for sustainability-oriented innovation activities in Tyumen region, this paper proposes recommendations on necessary measures for redesigning decision-making principles of regional innovation support systems in order to significantly increase the potential impact on the development of a truly sustainable regional economy.