The objective of this study was to consider whether smallholders operate within homogenous or differentiated farming systems i.e. a similar “‘one type”’ system or a system that could be described as a smallholder typology consisting of a number of farming types. The enquiry firstly described and analysed farm diversity and then developed risk attitude profiles of smallholder farmers in the Stellenbosch local municipal area in the Western Cape province of South Africa. The problem statements, directing this study is that there is a general misconception that smallholders are all “‘the same’” and that they all operate within one ‘“representative farming model”’; and that the majority of smallholders are risk averse. These views also argue that all smallholder farmers are not primarily directed at profit objectives, but that social considerations are most relevant and that different social orientations are shaping farming systems. These views are investigated in this study and the hypotheses directing this analysis is that smallholders in the study area are not a homogenous group; rather types within a broader farming typology, with different orientations and objectives and with different risk attitude profiles.