Urban agriculture has had a strong presence in American cities throughout history, whether from concerns of food security or desires for green spaces. In the past two decades, gardens have made a large comeback due to grassroots and community desire to build community and partake in the local food movement. Common literature has agreed on the benefits that gardens can provide for cities, but no study has found what it specifically takes to establish gardens successfully, in order for their benefits to consistently show for the long-term. This study determines what factors are necessary to establish community gardens with longevity in mind. Through extensive analysis of existing literature, this study finds that the three largest factors for establishing and maintaining community gardens are community interest, support for resources, and organized structure. This study then examines how these factors are specifically at play in Colorado Springs, as the city’s budding interest in gardening makes for an exemplary case study. For Colorado Springs, this study finds that while community interest and mechanisms for resource support are present when it comes to establishing gardens, in terms of longevity, a lack of consistent structure for supporting and maintaining community gardens could hinder the longevity of community gardens. It is proposed that more organization and structure for the gardens, especially in regards to leadership development, can promote the success of these gardens, as well as other gardens nation-wide, for the future by making gardens more self-sustaining.