From its inception in 2003, the Turkish Housing Development Administration’s (TOKI) mass housing developments have rapidly expanded throughout the nation, affecting human-environment interactions. A recent government report announced that currently in Turkey there are approximately 740.000 mass housing units. By 2023 this number is projected to increase to 1.2 million. Despite these trends, little is known about children’s and women’s satisfaction with mass housing. This study investigates the effects of relocation on 9-12 year-old children and their mothers’ satisfaction with mass housing projects built in the context of squatter housing regeneration from a comparative perspective. The results are based on a survey of 235 nine-to-twelve-year-old children and their mothers living in three recently built inner- and outer-city mass housing developments in Ankara, Turkey. Results show the importance of prior place of residence, location of the mass housing estate, and dwelling and neighborhood characteristics in children’s and women’s residential satisfaction. In general, compared to their mothers, children reported higher satisfaction scores for all the features of the current home and neighborhood. However, there were some differences in what children and their mothers liked and disliked about their current home and neighborhood. The implications of these findings are important for designing communities that are loved by their residents.