The Camellia sinensis (L.) Kuntze agroforestry system has been a dominant driver of land transformation for over a century. However, most previous studies have not captured the dynamics of tea plantations since their inception. To address this research gap, this study investigates 150years (1876 to 2023) of tea area dynamics and two decades (2001-2022) of tree loss in the Bengal-Dooars region (Jalpaiguri and Alipurduar districts). Various data sources were employed, including Sentinel-2A imagery (10m), early twentieth century topographic maps at a 1:50,000 scale, and historical records from the British colonial period. Results revealed that the tea area expanded from 331 to 95,800ha (a 70% increase) during the study period. The 1-km grid-wise spatial analysis indicated that approximately 70% of the increase was attributed to the 60-90% and > 90% grid categories, signifying the expansion of large tea estates. Most tea gardens(TG) are sustained with trees, which can significantly contribute to carbon stock. Tree loss within and outside TG for 2001-2022 was analyzed using annual tree loss data at 30m from the Global Forest Watch (GFW) platform. Between 2001 and 2022, about 52.7% of tree loss was attributed to TG, although tea covers only 15.3% of the geographic area of the study region. Our findings highlight the historical expansion of tea plantations and their impact on natural land cover. We suggest that future studies address the mean age of TG along with tree fractions for improved carbon estimates.