The incidence of anticoagulant treatment (AT)-related intracerebral hemorrhage (AT-ICH) is increasing in consequence of the increased incidence of ischemic stroke due to an aging population. AT-ICH is associated with a risk of ongoing bleeding, death, or disability. Cerebral amyloid angiopathy (CAA), a common pathological finding among the elderly that is associated with macro- and microscopic hematoma development, might increase the risk of ICH. We report a rare case of contralateral delayed hematoma in the context of CAA secondary to acute ICH after AT for intracerebral ischemic stroke.