Coronary ostial stenosis is a rare complication of syphilic aortitis and majority of cases have been reported only at autopsy. The prevalence of coronary ostial lesions with aortic regurgitation has been reported to be 14%. In the current era of penicillin where not many cases of syphilis can be seen, symptomatic tertiary syphilis presenting as ostial stenosis and aortic regurgitation is a rarity in itself. Here we report a case of cardiovascular syphilis presenting with isolated aortic regurgitation and syphilitic aortitis.