Some administrative border areas are recently defined as cross-border areas, and have become a key phenomenon that is challenged by disparities between urban and rural areas. In this setting, the cross-sector collaboration is presented as a type of organization to respond challenges generating from these disparities. Despite its complexity, the cross-sector collaboration is becoming a significant strategy in cross-border areas to instigate sustainable development issues through bringing new dynamics into the traditional settings. From a realist perspective, the researchers in this study explore the cross-sector collaboration and approaches to organizing cross-sector collaboration in cross-border areas. Each side of an administrative border in cross-border areas, there exists three main societal sectors - public, private and third sector having representation as collaboration stakeholders. In order to deal with sustainable development of cross-border areas through cross-sector collaboration, resource management and stakeholder management approaches are problematized as not adequate to address various dimensions of complexities regarded in cross-sector collaboration in cross-border areas. Moreover, the village of Röstånga has been studied in order to examine the practice of these approaches to cross-sector collaboration along the administrative border between Svalöv and Klippan municipalities in Skåne region. Fundamental factors in organizing cross-sector collaboration in cross-border areas have been identified throughout the case study. In order to organize cross-sector collaboration in such setting, the researchers also find out that there are 'other issues', commonly known by public and third sector as meeting points, local logic and social capital, that are not approached within neither resource management nor stakeholder management approach. These other issues need to be instantly addressed in cross-sector collaboration in cross-border rural areas in addition to the identified fundamental factors. At the end, the researchers develop 'Social Issue Management Approach' that integrates management-with-stakeholders approach, as having no focal organization but a common focal issue, and social issue approach as an ideal strategy suggested to organize cross-sector collaboration in cross-border areas.