The conservation of agricultural heritage systems (AHSs) has played a pivotal role in fostering the sustainable development of agriculture and safeguarding farmers’ livelihoods and food security worldwide. This significance is particularly evident in the case of tea AHSs, due to the economic and nutritional value of tea products. Taking the Anxi Tieguanyin Tea Culture System (ATTCS) and Fuding White Tea Culture System (FWTCS) in Fujian Province as examples, this study uses statistical analyses and a multinomial logistic regression model to assess and compare farmer livelihood and food security at the tea AHS sites. The main findings are as follows. First, as the tea industries are at different stages of development, compared with agricultural and non-agricultural part-time households, the welfare level of pure agricultural households is lowest in the ATTCS, while welfare is the highest in the FWTCS. Second, factors such as the area of tea gardens and the number of laborers significantly affect farmers’ livelihood strategies transformation from pure agricultural households to agricultural part-time households in the ATTCS and FWTCS. Third, the high commodity rate of tea products, combined with compound cultivation in tea gardens, provides local people with essential sources of income, food, and nutrients, so as to improve food security in the ATTCS and FWTCS. These findings are essential for designing policies to ensure farmers’ livelihoods and food security through AHSs and other sustainable agriculture.