We present the analysis of the fundamental plane (FP) for a sample of 19 massive red-sequence galaxies ($M_{\star} >4\times10^{10} M_{\odot}$) in 3 known overdensities at $1.39z 11$) in our sample, we translate the FP zero-point evolution into a mass-to-light-ratio $M/L$ evolution finding $\Delta \log M/L_{B}=(-0.46\pm0.10)z$, $\Delta \log M/L_{B}=(-0.52\pm0.07)z$, to $\Delta \log M/L_{B}=(-0.55\pm0.10)z$, respectively. We assess the potential contribution of the galaxies structural and stellar velocity dispersion evolution to the evolution of the FP zero-point and find it to be $\sim$6-35 % of the FP zero-point evolution. The rate of $M/L$ evolution is consistent with galaxies evolving passively. By using single stellar population models, we find an average age of $2.33^{+0.86}_{-0.51}$ Gyr for the $\log M_{\star}/M_{\odot}>11$ galaxies in our massive and virialized cluster at $z=1.39$, $1.59^{+1.40}_{-0.62}$ Gyr in a massive but not virialized cluster at $z=1.46$, and $1.20^{+1.03}_{-0.47}$ Gyr in a protocluster at $z=1.61$. After accounting for the difference in the age of the Universe between redshifts, the ages of the galaxies in the three overdensities are consistent within the errors, with possibly a weak suggestion that galaxies in the most evolved structure are older.