Macintosh HD and Bootcamp Installer Disagree on Free space on Hard Drive

Im having a hard drive issue.
I have 500 gb and macosx shows about 300gb free.
I'm attempting to install windows and the assistant gives about 100gb of space but I'd like 200 or so for windows.
Theres a discrepancy in available hard drive space!
I had installed windows prior and made the mistake of following some bad advice and re partitioning for extra space within windows 8. After this I lost the windows partition. I have a third party disk utility that says the drive needs repaired. The drive has issues with discrepancies in drive space and sectors used and not used. The volume gets repaired and allowed some more space for windows (the 100gb) but I should assumably be allowed most all the free space available and would like to (iI have an external for large files).
How can I fix this? I dont mind command line. Are there third party utilities?

You have two issues.
1. Partitioning within Windows and OS X are using two different personalities of a disk, and if not kept in sync, you run into this issue. Apple does not allow Windows partition to be resized because they do not provide the appropriate tools to keep them in sync.
2. If you are willing to take a backup of OS X and all your files, the cleanest method is to erase the drive and restore from a backup, preferably using a Time Machine backup.

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