Within the ranks of the homeless are individuals coping with substance addiction and/or chronic physical or mental disability. Their special needs often pose significant barriers to successfully reintegrating into society. For these individuals, simply securing a roof overhead may not be an adequate solution. Supportive housing combines housing with access to on-site social services to assist persons coping with disabling physical and behavioral health conditions. This study examined whether an association could be found between length of residency in supportive housing and subjective well-being. For this study, subjective well-being was measured by length of sobriety, self-efficacy, and employment.