I unexpectedly sold a vacation home in September, 2025 for a net gain of ~$200k. I made two good-faith estimated payments (total $25k) and I still got hit with a penalty on my federal. Is there any way to avoid this penalty? I certainly didn't plan on the sale earlier and did my best guess at what I would owe.
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You need to annualize your income on Form 2210. The IRS (and therefore tax software) assumes your income (including capital gains) is earned evenly throughout the year (e.g equal amounts each quarter) and calculates under payment penalties accordingly - unless you tell them differently. To annualize your income to show your gain from the sale was in Q-3:
See the Following TurboTax Article for more information:
You need to annualize your income on Form 2210. The IRS (and therefore tax software) assumes your income (including capital gains) is earned evenly throughout the year (e.g equal amounts each quarter) and calculates under payment penalties accordingly - unless you tell them differently. To annualize your income to show your gain from the sale was in Q-3:
See the Following TurboTax Article for more information:
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