Yes. You can group the sales of long term and short term respectively. And you can round the transaction, $399.68 would round up to $400. The IRS is not going to be concerned about rounding over a couple of dollars. There is absolutely no need for concern on rounding.
Once the summary entries are completed you must take the following actions. You can use your statement from your broker or your own statement depending on how you keep your records for sales.
If you are e-filing your tax return, and after the IRS has accepted your tax return, then, within three days, mail your statements (showing the breakdown of your summary totals) along with Form 8453 to:
Internal Revenue Service
Attn: Shipping and Receiving, 0254
Receipt and Control Branch
Austin, TX 73344-0254
If you need a blank Form 8453, you can download this pdf, enter your address information and check the box for Form 8949 (this form is really just a cover sheet).
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