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Central nervous system manifestations are not only rare but extremely challenging to diagnose in patients with disseminated opportunistic infections. These CNS presentations can be very non-specific. On rare occasions, they can present as space-occupying lesions raising suspicions of primary or metastatic tumors. In this manuscript, we report a series of three cases of disseminated opportunistic infections with space-occupying lesions in the brains that are extremely challenging to diagnose. We are reporting a series of three cases of disseminated opportunistic infections with intracranial space-occupying lesions that were extremely challenging to diagnose; two patients with disseminated toxoplasmosis and one with disseminated nocardiosis. The clinicopathologic findings, radiological studies, and important diagnostic tests are discussed along with a review of the literature.