A handheld, ocular imaging device and system that employs the camera, processor and programming of a mobile phone, tablet or other smart device coupled to optical elements and illumination elements that can be used to image the structures of the eye in home-based, ambulatory-care, hospital-based, or emergency-care settings, is presented. The modular device provides multi-functionality (fluorescein imaging, fluorescence, brightfield, infrared (IR) imaging, near-infrared (NIR) imaging) and multi-region imaging (retinal, corneal, external, etc.) of the eye along with the added features of image processing, storage and wireless data transmission for remote storage and evaluation. Acquired ocular images can also be transmitted directly from the device to the electronic medical records of a patient without the need for an intermediate computer system.