Context-aware building massing is an important early-stage design task: given a site for buildings, a generated massing should not only fit the target parcel, but also relate to the scale, density, and morphology of its surrounding urban fabric. This task is naturally multimodal, since the target output should remain structured and editable, while the surrounding context, including other buildings or roads, can be represented as vector geometry, map imagery, or three-dimensional views. In this paper, we study contextual massing generation using vision-language models (VLMs) and analyze their performance on this task across different context modalities during training and inference. We assemble an experimental dataset of 12,845 Melbourne massings with parcel contours, structured 3D geometry, neighboring buildings, top-down views, and multi-view 3D context images. We also introduce a learned contextual relevance metric for evaluating whether generated massings are morphologically compatible with their surrounding context. Using Qwen3-VL models, we compare no-context, unimodal-context, and multimodal-context training regimes and evaluate inference performance under controlled combinations of modalities and amounts of context. The results show that model size strongly affects generation quality, multimodal training improves the use of individual modalities, and multimodal inference provides a stronger contextual signal than isolated context inputs.

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