In this article, I use a case study of education in nineteenth-century Oregon to place the twentieth-century phenomenon of 'shopping for schools' within a broader historical context. In doing so, I make three points. First, documenting previously unacknowledged links between the spread of public education and efforts to market land, I suggest that education, real estate markets, and the state have deeper and more tangled roots than scholars have imagined. Second, I contend that wrestling with these tangled roots suggests the need for scholars to reexamine the role of private markets in shaping the organisation of educational opportunity across places and time. Third, I argue that histories like Oregon's demonstrate that 'state' and 'market' are neither stable nor mutually exclusive categories.