Condylar hypoplasia is a multifactorial bone disease characterized by underdevelopment or incomplete development of the mandibular condyle. Eagle’s syndrome refers to symptomatic elongation of the styloid process or calcified stylohyoid ligament with an unknown etiology. Hereby presenting a rare case of bilateral condylar hypoplasia with Eagle’s syndrome in a 31 year old male patient who reported with trismus and tenderness in the temporomandibular joint. Clinical examination and radiological investigations revealed hypoplasia of the condyles with elongation of the styloid process seen bilaterally. Early diagnosis by thorough clinical and radiographic examination helps to achieve a pertinent management for the current scenario.