In this paper, the necessity for application-oriented development and evaluation of Joint Communication and Sensing (JCS) applications, especially in transportation, is addressed. More specifically, an integrative evaluation chain for immersively testing JCS 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 JCS evaluation in both virtual and real-world environments and proposes consecutive research work.