Green spaces in residential community is important, yet understudied, feature as an urban ecological system. While large urban parks and remnant wildlands in urban areas tend to receive a public attention from conservation and management perspectives, less is known for the importance of spatial and ecological characteristics of the community-scale landscapes. This study investigates natural elements in four planned communities in Phoenix metropolitan area, Arizona, two of which represent conventional type of neighborhood and the other two exemplify the community development with a proclaimed vision of sustainability. These distinct type of communities, which capture variations in age, location, open space type, and a cross-section of housing density, are compared with regard to landscape connectivity as a means of gauging ecological condition for community sustainability. Using Geographical Information System and landscape connectivity indices, each community’s landscape features including size, physical connectedness and ecological potential were examined. Furthermore, a questionnaire survey was performed to examine the perceptional differences between the two types of community residents. The findings demonstrate that the green spaces in conventional communities are more physically connected than the counterparts, but the naturalness and ecological quality manifested by the amount of the land that may serve as potential urban desert habitats were higher in the sustainable communities. The results of the survey indicated that the respondents inhabiting in sustainable communities possess a higher level of satisfaction than the people in conventional type of community due mainly to the amount of, easy access to, and perceived ecological values of, green spaces in their neighborhoods and surrounding areas. The study concludes that careful community design with ecological consideration can help create sustainable communities which can benefit both site-scale ecosystems and perceived human well-being.