In the Minimal Supersymmetric Standard Model (MSSM) with three generations of fermions, there is a stringent upper bound on the mass of the lightest neutral Higgs h, and the mass of the charged Higgs H + , must be close (within tens of GeV) to the heavier neutral Higgs, H, and the pseudoscalar Higgs A. In this Brief Report, we show that in the four generation MSSM, the upper bound on the h mass is much higher, as high as 400 GeV, and H + is generally much heavier than the A, allowing the H + → AW + decay, potentially changing search strategies for both the charged Higgs and the pseudoscalar. The H mass, on the other hand, remains within tens of GeV of the charged Higgs mass.