The chiroptical property of sulfur quantum dots (Sdots) is unexplored. Herein, we develop an efficient mechanochemical synthesis strategy for chiroptically active L-Sdots, revealing their ground-state and excited-state chiroptical properties. The detailed structural study confirmed a polymeric sulfur core with an orthorhombic α-S 8 phase stabilized and capped by cystine functionalities. L-Sdots exhibit strong photoluminescence (PL), originating from defect states of the sulfur vacancy, and consequently facilitate electron migration toward the surface groups. The ground-state chiroptical property arises from the outer shell of the sulfur core, enriched with cystine-related functionalities. Conversely, the circularly polarized luminescence (CPL) of L-Sdots, revealing their excited-state chiroptical nature with a g lum value of +2.2 × 10 −3 , arises from the ligand-to-sulfur core interaction and size effect. Additionally, Sdots find application as UV-active gel ink for anticounterfeiting measures. This study demonstrates physical insights into the structure and optical properties of Sdots and develops chiroptical Sdots for CPL-based photonic applications.