Methods and systems to intelligently cache content in a virtualization environment using virtualization software such as VMWare ESX or Citrix XenServer or Microsoft HyperV or Redhat KVM or their variants are disclosed. Storage IO operations (reads from and writes to disk) are analyzed (or characterized) for their overall value and pinned to cache if their value exceeds a certain defined threshold based on criteria specific to the New Technology File System (NTFS) file-system. Analysis/characterization of NTFS file systems for intelligent dynamic caching include analyzing storage block data associated with a Virtual Machine of interest in accordance with a pre-determined data model to determine the value of the block under analysis for long term or short term caching. Integer values assigned to different types of NTFS objects in a white list data structure called a catalog that can be used to analyze the storage block data.