Recent years have seen an increased interest in the use of ABC triblock terpolymers to bottom‐up assemble multicompartment patchy nanoparticles. Despite these experimental and theoretical efforts, the applications of polymer‐based patchy nanoparticles remain rather limited. One of the major challenges that eclipses their potential is the lack of knowledge to selectively encapsulate cargoes within different compartments that are separated in the nanometer length scale. In this work, we report on strategies to segregate two chemically distinct molecules in either the patches or core compartment of patchy nanoparticles that bear a (bioactive) sugar corona. We further demonstrate the potential use of these bioactive patchy nanoparticles containing compartmentalized cargoes for simultaneous drug delivery with real‐time release monitoring capabilities.