"I set up the account in Quicken using the Add Account feature, and selected 529 account as the type. After putting in the online instructions, I downloaded, and that is what I saw."
In my situation after setting up the 529 account, the 529 account does show a 'Securities Value' and a 'Cash Value'. That is, when a transfer is made to the 529 account, Quicken doesn't 'know' what security, price and shares were transacted. Deposited money shows as 'Transferred Cash In (XIn)' until you reconcile with the statement.
To record a payment to a college, I entered two transactions.
Near as I can tell, this sequence results in the expense showing up properly in Expense reports. I added the memo 'Qualified Withdrawal to Educational Institution' which matches the IRS tax language.
Hope that helps anyone looking for this (like i was)