This article studies the evolution trajectory of Bulgarian land structures between 1991 and 2001. It is based on a recent version of evolutionary analysis of transition, namely the path dependency and path shaping approach. This approach offers a more balanced view of interactions between legacy and creation than both path dependency determinist theory and optimal choice approaches. Using this theoretical lens, the article studies the diversification of organisational forms in Bulgarian agriculture leading to coexistence of old, new, and recombinant land structures during transition. We also identify the factors which could temporarily lock-in the Bulgarian agriculture into a suboptimal trajectory of evolution....