Selling Your House to Retire in California: Taxes, Timing and Prop 19
How Prop 19, the $250,000/$500,000 home-sale exclusion and California’s tax and withholding rules shape the timing of a retirement sale.
For many longtime Alameda County owners, the house is the biggest asset they’ll take into retirement. Selling it can pay for the next chapter, whether that’s a smaller place, a move closer to family or a rental. How much you keep depends on a handful of rules: Proposition 19, the federal home-sale exclusion, California’s income tax and the withholding taken at closing. Here’s how each works in 2026, plus the timing questions worth raising with a CPA.
Prop 19: take your property-tax base with you
If you’re at least 55 on the day you sell, Proposition 19 lets you transfer your home’s current taxable value to a replacement home anywhere in California, instead of being reassessed at the new purchase price. After decades under Prop 13, where assessed value rises no more than 2% a year, that can mean a much smaller tax bill on the next home.
The Board of Equalization’s rules:
- Each person can use the transfer up to three times.
- The new home has to be bought or built within two years before or after the sale of the old one.
- Both generally have to be your principal residence: the old one when you sell it and the new one when you file.
- The claim (form BOE-19-B) goes to the assessor in the county where the new home is, within three years of buying it. It isn’t handled through escrow, and a late claim gets relief only going forward.
The new home can cost more, but part of the difference gets added. A replacement counts as “equal or lesser value” if it’s worth no more than 100% of the old home’s market value when bought before the sale, 105% when bought in the first year after or 110% in the second year. Anything above that limit is added to the value you transfer. For example, sell for $1,000,000 and buy a month later for $1,200,000: the limit is $1,050,000, so $150,000 is added to the taxable value you bring along.
Prop 19 doesn’t help if you leave California. If you’d rather sell and rent for a while, buying within two years of the sale still qualifies.
The federal exclusion on your gain
Owners who lived in the house as their main home for at least two of the five years before the sale can generally exclude up to $250,000 of gain from income, or up to $500,000 on a joint return. The exclusion usually isn’t available if it was used on another home sold in the prior two years.
The gain is roughly the sale price, minus selling costs, minus your basis: what you paid plus the cost of improvements. Records of past remodels and additions can lower the taxable gain. Gain above the exclusion is taxed at federal long-term capital gains rates, and it can also be subject to the 3.8% net investment income tax when modified adjusted gross income is over $200,000 for single filers or $250,000 for joint filers.
Three rules matter often for retirees:
- Widowed owners. A surviving spouse who sells within two years of the spouse’s death, hasn’t remarried and meets the other tests can still exclude up to $500,000.
- Community property. If the house was community property, the whole house generally takes a new tax basis at its value on the date the first spouse died, which can shrink the gain sharply.
- Moving into care. If a health condition leaves an owner unable to care for themselves, and they lived in the home for at least 12 months of the last five years, time in a licensed care facility counts toward the two-year residence test.
California taxes the gain as ordinary income
California applies the federal home-sale exclusion with minor changes, so the same $250,000 or $500,000 generally carries over. But California has no lower rate for capital gains: any taxable gain is taxed as ordinary income, at the same rates as wages or IRA withdrawals. For 2025, the top rate is 12.3%, plus a 1% tax on taxable income over $1 million. A large gain lands in a single tax year, so it can push that year’s income into higher brackets.
Withholding at closing: FTB Form 593
When California real estate sells, escrow generally withholds 3⅓% of the sale price and sends it to the Franchise Tax Board unless an exemption applies. A seller can instead elect withholding based on the estimated gain, at 12.3% for individuals.
Withholding isn’t required when, for example:
- The house qualifies as your principal residence under the two-of-five-year test, or it was last used as your principal residence.
- The sale price is $100,000 or less.
- The sale produces a loss or zero gain for California tax purposes.
Form 593 has to be completed before closing to prevent withholding. After closing, money that was withheld comes back only as a credit when you file your California return.
Timing the sale
Several clocks run at once:
- The two-of-five-year test. If you move out first, into a new home, with family or into assisted living, you generally have up to three years after moving out to sell and still meet the use test, as long as you lived there at least two years before leaving.
- Prop 19’s windows. You must be 55 by the sale date, buy the replacement within two years before or after the sale and file within three years of buying.
- Medicare premiums. Higher-income enrollees pay more for Part B and Part D, based on the income on their tax return from two years earlier, so a large taxable gain can raise premiums two years after the sale.
- The calendar. A closing in late December and one in early January land in different tax years, which can matter when other income, like IRA withdrawals, changes from year to year.
A CPA can run these against your own numbers before you set a closing date.
Selling on your schedule
Listing with an agent usually brings the most money, but it means preparing the house, hosting showings and waiting on a buyer’s loan. A direct cash sale trades some of that price for speed and certainty, since cash offers are usually below full market value.
If you’re moving somewhere smaller, our page on selling to downsize covers the move itself, including what to do with a lifetime of belongings. We buy houses across Alameda County as-is, with a written offer usually within 24 hours, no fees or commissions and typical closing costs covered. We can close in as little as 3 days once title is clear, or later to line up with your move or the purchase of your next home. See how it works or the cities we buy in.
Sources
- Board of Equalization: Proposition 19 (opens in a new tab)
- BOE Letter to Assessors 2024/044: Base Year Value Transfer FAQs (opens in a new tab)
- IRS Publication 523: Selling Your Home (opens in a new tab)
- FTB: Capital gains and losses (opens in a new tab)
- FTB: 2026 Instructions for Form 593 (opens in a new tab)
- Medicare: 2026 Medicare costs (opens in a new tab)
General information about California rules as of October 3, 2026, not legal, tax or financial advice. Laws change and every situation is different, so check the details with an attorney, CPA or other professional.