By weakly measuring the polarization of a photon between two strong polarization measurements, we experimentally investigate the correlation between the appearance of anomalous values in quantum weak measurements, and the violation of realism and non-intrusiveness of measurements. A quantitative formulation of the latter concept is expressed in terms of a Leggett-Garg inequality for the outcomes of subsequent measurements of an individual quantum system. We experimentally violate the Leggett-Garg inequality for several measurement strengths. Furthermore, we experimentally demonstrate that there is a one-to-one correlation between achieving strange weak values and violating the Leggett-Garg inequality.