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LVM is standard and should be useful in your scenario, but it is not absolutely necessary. Resizing the root volume, regardless of LVM or not, is usually a complex task and requires some understanding of the various technologies. If you are not sure about it, I suggest to go with the default LVM installation. You are asking for too much general information here to be explained in detail.
People sometimes confuse file sharing with clustering. A cluster requires shared storage, which concepts and technologies are completely different from network file sharing. LVM does not affect your ability to share files using any network file sharing protocol.
Last not least, sorry, to mention this again, but your easiest solution is to run Windows in VirtualBox under Linux. When you decide you do not want to play with Windows anymore, simply delete the Windows virtual machine. There will be no partition resizing or fiddling with dual boot options required.