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You could be fine skipping the rest of the Icewind Dale (Crystal Shard) trilogy but I don't think I would skip The Legacy since it has some crucial events for later in the series. I don't feel any particular attachment to most of the books after that either, so maybe?
As AlbertaCowboy says, you will be missing a lot but could mostly catch up with the wikipedia articles. The whole world goes through a couple major changes and there is well over a century between The Halflings Gem and Gauntlgrym, so unless you are familiar with the changes from another source (AD&D 2E to D&D 5E now?) there might be some changes that are confusing.
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