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Retirement tax questions
In the CD version there is no second home option. If you answer no to Did you get a 1099-B or a brokerage statement for these sales you get to the screen shots you are writing about. But the option Long term (Box F) , which stands for Long-term transactions not reported to you on Form 1099-B, is not entirely true. Since the 1099-S does get reported to the IRS its just not a 1099-B.
If you answer yes to Did you get a 1099-B or a brokerage statement etc. you get to fill-in the financial company and it's tax id number. The rest of the screens are the same. When you get to the screen that has the holding period you get an option E (Long term uncovered), which means the basis was not reported to the IRS, which is more accurate.
Both ways are going to get reported on the 8949 form.
Per IRS instruction for FORM 8949 it mentions 1099-B, 1099-S (or substitute statements). Still not sure what the correct way is to record the second home. Do you answer the question no, because you did not get a 1099B and ignore the IRS instructions that mention 1099-S and substitute statements?