The visual relationships between a proposed development and the existing urban setting have become increasingly controversial in the past two decades. Protecting and enhancing visual attributes of the current urban environment is regulated by a range of performance-based policies and regulations. However, every year many development conflicts occur between developers, local councils and residents resulting in costly delays in the development process. Visual amenity and character are two of the most contentious issues in these conflicts.Currently, conflict resolution based on these policies relies on experts' interpretation of what appears to be visually significant. Although visual amenity experts aim to provide an impartial and objective assessment of visual effects of proposed developments, their evaluations are sometimes mixed with personal judgments and lack enough centrality and reliability. The problem is compounded by the fact that there are no consistent approaches within and between localities and experts as to what is considered visually significant. The uncertainties and inefficiencies created by performance-based planning policies, to regulate the protection of urban visual quality, highlights the importance of developing reliable, measurable and repeatable approaches to analyse visual environments and to describe the urban character.Based on a postpositivist approach, a range of research methods using exploratory and descriptive approaches was used to answer the stated research questions. Therefore, the research design is split into three stages. The first stage involved reviewing the planning court cases in Brisbane from 2000 to 2012 to identify the overall different types of conflicts within the city. These conflicts were analysed spatially to determine their distribution and to look for any significant spatial patterns. Based on this review, four case studies were selected, and three measurable methods were developed to provide a higher level of quantitative assessment of visual properties of the urban character. In the last stage, the technical methods were evaluated by a panel of three visual amenity expert witnesses to investigate the effectiveness, usefulness and potential of these methods to be applied in expert assessments and court case resolutions.This research focuses on urban visual amenity conflicts in the city of Brisbane, Queensland, Australia and identifies the gaps and recurring issues inherent in expert assessments and judgments. Based on this knowledge, quantitative methods to assess visual amenity and character, with greater objectivity and reliability than existing methods, have been developed. The outcome of this research contributes to the field of visual assessment and character studies in landscape planning and assists decision makers and Environmental and Planning Courts to determine development conflicts with more objectivity and reliability.