In this paper, the necessity for application-oriented development and evaluation of Joint Communication and Sensing (JC&S) applications, especially in transportation, is addressed. More specifically, an integrative evaluation chain for immersively testing JC&S location capabilities, reaching from early-stage testing, over model- and scenario-enabled ray tracing simulation, to real-world evaluation (laboratory and field testing) is presented. This includes a discussion of both challenges and requirements for location-aware applications in Intelligent Transportation Systems. Within this scope, a reproducible methodology for testing sensing and localization capabilities is derived and application scenarios are presented. This includes a proposal of a scenario-based sensing evaluation using radio propagation simulation. The paper empirically discusses a proof-of-concept of the developed method given a smart parking scenario, in which a passive occupancy detection of vehicles is performed. The conducted findings underline the need for scenario-based JC&S evaluation in both virtual and real-world environments and proposes consecutive research work.