Yes you should get the question about the loan being refinanced with a different lender for both forms 1098 entries. To ensure the correct entry you should delete all forms 1098 from TurboTax to start fresh with this section. Be sure to continue through the interview and "Wrap Up Tax Breaks" to trigger the updates.
Next enter the 1098 for the oldest loan first. You will indicate that this is the original loan and you did refinance this loan with another lender in 2020 and paid zero points originally.
Then enter the 1098 for the next oldest loan. You will indicate this is a refinance but you did not refinance this loan with another lender in 2020. You will indicate you paid points on this loan when you originated it as well.
Again be sure to continue the interview and "Wrap Up Tax Breaks" to trigger the updates.
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