Interpretation of Synthetic Aperture Radar (SAR) images of sea ice is complex because of the natural variability of sea ice and sensor-induced effects, such as speckle. Most of the research on SAR image interpretation has focused on the winter months and algorithms were developed to classify sea ice successfully under cold conditions. However, interpretation of SAR images during the seasonal transitions has proved difficult due to rapidly changing weather conditions. In this paper we address the application of SAR during the transition from summer to the fall freeze-up. This period is important because it signals the start of significant new ice growth, which affects the air-ocean heat exchange and injects brine into the upper layers of the ocean. We have interpreted SAR images of the sea ice in terms of the basic ice characteristics by using shipborne radar measurements of sea ice during the freeze-up and models derived from these measurements. We have shown that the model-based approach is effective in interpreting SAR images during this seasonal transition. This work also provides the physical mechanisms responsible for the large increase in backscatter observed at the end of the summer melt season.