A stereoscopic optical system that includes an image member that is located at a position along a center optical axis and that has a first stereoscopic image area on a first side of the optical axis for receipt of a first stereoscopic image thereon and a second, separate stereoscopic image area on a second, separate side of the optical axis for receipt of a second, separate stereoscopic image thereon. The system includes an optical arrangement extending along the center optical axis and includes a roof prism with first and second roof segments. The arrangement is configured to transmit image-forming rays passing through the first roof segment to the first stereoscopic image area along a first optical path through the arrangement and is configured to transmit image-forming rays passing through the second roof segment to the second stereoscopic image area along a second, different optical path through the arrangement.