An object of the present invention is to provide a ground boundary estimation method, a ground boundary estimation apparatus, and a program that can acquire the elevation of the ground boundary of the electrical pole quickly and accurately even when the base of the electrical pole is shielded by any shield at observation of the electrical pole. According to the ground boundary estimation method of the present invention, a difference in height between the columnar shape of a three-dimensional model of a columnar object such as an observed electrical pole and a standard shape of the columnar object at a position in which the three-dimensional model and the standard shape are equal to each other in the horizontal dimension is determined, and a penetration depth prescribed by the standard is subtracted from the difference in height, to find a height of a shielded portion of the ground boundary of the columnar object.