High-resolution urban tree-canopy maps are vital for smart-city planning and heat-island mitigation yet remain scarce in Brazil. This work presents a deep-learning workflow that produces such maps from 25 cm RGB orthophotos. Images covering ten São Paulo cities were compiled; seven were used for training/validation and three for independent testing. The DeepLabV3 architecture with a ResNet-152 backbone was assessed under three loss configurations: (i) Balanced Cross-Entropy (BCE) baseline, (ii) BCE plus PointRend boundary refinement, and (iii) BCE combined with a 0.5-weighted Dice term. The BCE baseline delivered the top mean IoU (0.83) and F-score (0.91). PointRend increased recall but introduced systematic false positives in heterogeneous roofs and shaded riparian zones. The BCE+Dice variant recovered recall without raising commission error, achieving the highest balanced accuracy (0.96). The workflow delineates canopy with fine spatial detail and processes 2.8 × 10⁶ m² in under 30 minutes on a single RTX 4000 Ada workstation, demonstrating a practical, scalable solution for statewide tree-inventory production.