Whilst much of the literature concerning counter terrorism focuses upon policies and strategies aimed at removing either the terrorist environment and/ or the groups or individuals willing to utilize political violence to achieve their goal(s), there is a much smaller body of work concerned with anti-terrorism, namely those defensive measures, which are designed to prevent or deter terrorist attacks. Increasingly, crowded places have become popular targets for terrorists and the research presented in this paper connects the planning, design and development of real estate with respect to the adoption of protective counter terrorism measures. It seeks to develop new understandings of the considerations that real estate developments have towards terrorism, as well as the barriers that may inhibit counter terrorism protective security measures in future development projects. The analysis is based on qualitative research, namely semi-structured interviews conducted in the United Kingdom, United States and Australia with professionals involved in all core strands of the real estate development process. The findings suggest that considerations towards terrorism vary considerably as a consequence of a range of factors and that while expected factors such as cost and aesthetics are important determinants for decision making, a range of other barriers exist.