This study examines how Trotoart, an art collective that began as street artists in Jakarta's Old City in 1989 and formalized as a foundation in 2001, has become deeply integrated into North Jakarta's Penjaringan community. Through initiatives ranging from transforming a waste disposal site into a community space to creating Jakarta's longest mural along Kali Opak, Trotoart demonstrates how art collectives can evolve alongside their communities. Using a qualitative approach combining interviews with collective members, local residents, and program participants, this research explores how their diverse activities—from public art and mobile cinema to health programs and educational initiatives—have been sustained through collective funding and community participation. The findings reveal how Trotoart's long-term presence and locally-rooted approach has fostered meaningful social relationships, challenging conventional understandings of art collective engagement in urban communities.