Estimate federal and California capital gains tax when you sell. Includes the Section 121 primary residence exclusion.
If the home was your primary residence for at least 2 of the last 5 years, you can exclude up to $250,000 of gain (single) or $500,000 (married filing jointly) from federal capital gains tax. This is a per-sale exclusion, not a one-time benefit, and can be claimed every two years. California conforms to this exclusion for state tax purposes as well.
Because Peninsula homes purchased 20 to 30 years ago have appreciated $2M, $5M, even $10M+. The $500,000 married exclusion is a small fraction of that. A $4M gain on a long-held Atherton or Palo Alto home leaves $3.5M taxable, often producing $1M+ in combined federal and California tax. This is why many long-time owners delay selling, gift to heirs (step-up in basis at death), or pursue a 1031 exchange on investment properties.
Anything that adds value, prolongs useful life, or adapts the property to new uses. Kitchen and bath remodels, additions, new roofs, HVAC replacement, landscaping, foundation work, pools, ADUs. Routine repairs (paint, fixing leaks, plumbing service) do not count. Save every receipt: a $200K addition reduces your taxable gain by $200K, saving tens of thousands in tax.
If you converted the home to a rental at any point, prior depreciation deductions are recaptured at up to 25% federal, separate from the capital gain rate. The §121 exclusion is also prorated based on time used as a primary residence versus rental. This is one of the most commonly mismodeled scenarios. Always involve a CPA before selling a converted property.
Lisa works alongside your CPA to model scenarios, optimize timing, and document basis-increasing improvements before list.
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