From his early years, Hegel grapples incessantly with the role of property in modern times. He develops different theoretical attempts, not necessarily consistent with one another, which can be traced back to three main ideas: property as historical form of separation; property as material-moral obstacle to unification through love; property as substantial right. The first part of this chapter explores Hegel’s investigation of the origin of separation. To understand the genesis of the separation that affects modernity, Hegel compares the relationship to property in Greek culture and in the Old Testament world. I then argue that, at this stage, property does not necessarily equate to separation; rather, free property enables the Greeks to be a free people. In the second part, I examine the relation between Christian love and property. Within this framework, I show that property undergoes a radical transformation. Necessarily reified, property opposes the possibility of a proper union between equal subjects. The third part of the chapter focuses on one of Hegel’s most neglected texts. I argue that the first work published (albeit anonymously) by Hegel, namely the translation of Cart’s pamphlet on the political situation in the Swiss canton of Vaud, is key to the development of his understanding of property as a legal instrument to protect oppressed social classes from feudal and customary abuses.