We have investigated the Janis–Newman–Winicour spacetime through three fundamental tests of theories of gravity, namely, gravitational lensing, perihelion shift, and redshift due to gravitational force. Focusing initially on the circular motion of a massive particle within the equatorial plane, the analysis disregards external scalar field interactions. The Janis–Newman–Winicour (JNW) spacetime’s unique parameters, mass (M) and the scalar parameter (n), are examined, revealing an intriguing relationship between the innermost stable circular orbit position of the test particle and the scalar field parameter. The study also explores photon motion around a gravitational object in JNW spacetime, revealing the expansion of the photon sphere alongside a diminishing shadow, influenced by the external scalar field. Despite these complexities, gravitational bending of light remains consistent with general relativity predictions. The investigation extends to perihelion precession, where the trajectory of a massive particle in JNW spacetime exhibits eccentricity-dependent shifts, distinguishing it from Schwarzschild spacetime. Finally, oscillatory motion of massive particles in JNW spacetime is explored, providing analytical expressions for epicyclic frequencies using perturbation methods. The study concludes with the application of MCMC analyses to constrain the JNW spacetime parameters based on observational data.