The elevated heat of urban areas compared to their surroundings makes humid temperate cities a useful preview of future climate effects on natural forest phenology. The utility of this proxy rests on the expectation that trees in urban areas alter their phenology in response to warmer site conditions in spring and fall. However, it is possible that apparent lengthening of the growing season is instead governed by human-driven tree species selection and plant functional type (PFT; trees, shrubs, turfgrass) heterogeneity typical of managed landscapes. Without the use of highly spatially and temporally resolved remote sensing data, the roles of tree taxonomy and local site characteristics (e.g., impervious cover) in controlling phenology remain confounded. To understand the drivers of earlier start of season (SOS) and later end of season (EOS) among urban trees, we estimated individual tree phenology using >130 high-resolution satellite images per year (2018–2020) for ~10,000 species-labeled trees in Washington, DC. We found that species identity alone accounted for 4× more variability in the timing of SOS and EOS compared with a tree's planting location characteristics. Additionally, the urban mix of PFTs may be more responsible for apparent advances in SOS (by between 1.8 ± 1.3 and 3.5 ± 1.3 days) than heat per se. The results of this study caution against associating longer growing seasons in cities—observed in moderate to coarse resolution remote sensing imagery—to within-species phenological plasticity and demonstrate the power of high-resolution satellite data for tracking tree phenology in biodiverse environments.