1. A medical system comprising: an image capture device for capturing stereo images of a work site, each stereo image including a first two-dimensional image and a second two-dimensional image, wherein corresponding points in the first and second two-dimensional images depict a common point in the work site and exhibit a disparity between the corresponding points so as to indicate a depth of the common point relative to the image capture device; a stereo display displaying the first and second two-dimensional images so as to provide a three-dimensional viewing experience; and a processor that is programmed to: receive information of a first telestration indicative of user selected points of interest of the first two-dimensional image; selectively match the selected points of interest of the first two-dimensional image to corresponding points of the second two-dimensional image to determine matched points of interest of the second two-dimensional image by computing a plurality of image offsets wherein each of the plurality of image offsets is computed using a different image matching method than all others of the plurality of image offsets, and by using one of the computed plurality of image offsets which is selected according at least partially to one or more confidence scores of the plurality of image offsets, wherein the matched points of interest correspond to a second telestration mark; and cause the first and second telestration marks to be displayed respectively over the first and second two-dimensional images on the stereo display such that the first telestration mark and the second telestration mark appear as a single three-dimensional telestration mark on the stereo display.