For the machining of the sculptured surfaces on 5-axis CNC milling machine, the milling cutter direction vector was determined in the study (I) with 5-axis post-processing. Thus, it was possible to cut the sculptured surfaces on five-axis CNC milling machine with the end mill cutter. Then, for smooth machined surfaces in five-axis machining of free-from surfaces, this study develops an algorithm for prediction of cusp heights. Also, it generates tool path such that the cusp heights are constrained to a constant value or under a certain value. For prediction of the cusp height between two basis points, a common plane, containing the line crossing two basis points and the summation vector of two normal vectors at two basis points, is defined. The cusp height is the maximum value of scallops on the common plane after end mill cutter passes through the common plane. Sculptured surfaces were machined with CINCINNATI MILACRON 5-axis machining center, model 20V-80, using end mill cutter. Cusp heights were verified by 3-dimensional measuring machine with laser scanner, WEGU Messtechnik GmbH.