This research has explored the complexity of dwelling culture in Monasteries. The rejection of gospel by the global society because of cultural changes, deterioration of faith and technological advancement is becoming more apparent. Specifically, nuns and monks want to “come out” of the traditional Confirned monasteries and integrate with global communities. The Church hierachy is aware of the need to integrate evangelical enculturation and modern architecture for more coherent architectural designs which support people’s feelings to comprehend contemporary monasteries. Chamazi Camaldolese monastery in Tanzania was selected to be the case study area because it contains lot of information pertinent to the research issue. Selected data collection tools included questionnaires, interviews and photographic registration and were used successfully to collect all needed information for this study. The study examined and informed the diverse ways of integrating monastic dwelling culture and modernity. Modern time shows that there is a great need of a paradigm shift from the traditional enclosed monasteries to more opened monastic spatial planning and building designs. Information, Communication Technology (ICT) is a blessing in disguise in modern monastic life but should leave out all bad practices and pick constructive moral ideas and architecture which fits modern monastic ways of life of the modern church understanding.