Los Angeles · California

Defer Capital Gains Tax on a Sale in Los Angeles

LA's decades of appreciation are a blessing until you sell. Then federal capital gains, depreciation recapture, the 3.8% surtax, and California's 13.3% can take a third of your gain in one year. This page shows how to spread it.

Los Angeles property owners are sitting on enormous gains: a duplex in Silver Lake, a fourplex in the Valley, a commercial building on the Westside, a long-held rental in Pasadena or Santa Monica. The tax on a sale can be staggering, and LA's tightening rent rules have a lot of owners ready to get out. Below is how to exit without handing a third of your equity to the government.

Before you read further

What is the tax bill on your sale going to be?

Send me the sale price and rough basis. Within one business day I'll email you the actual number and the Seller's Guide to §453. If it doesn't fit your deal, I'll tell you that plainly.

Hans Goldstein, EA
Admitted to practice before the IRS

No retainer · no obligation. Hans Goldstein, a licensed insurance agent (CA Insurance License #4273294), will contact you and may discuss insurance products, including annuities.

Why LA owners feel the squeeze

Two things collide: massive appreciation (huge unrealized gains) and a landlording climate(rent control, AB 1482, and tenant protections) that's pushing many owners to sell. But a one-year sale stacks federal capital gains (up to 20%), depreciation recapture, the 3.8% NIIT, and California's ordinary-income rate (up to 13.3%). California gives capital gains no preferential rate.

The structured installment sale solution

A §453 structured installment sale lets you sell a rental, a commercial building, a business, or an appreciated position and receive the proceeds over future years, recognizing the gain (and paying the tax) gradually. The result: more of the gain in lower brackets, a softer 3.8% surtax, and fixed income from an assignment company funded by a fixed annuity from a highly rated life insurer (A or better by A.M. Best or equivalent). And unlike a 1031, you don't have to buy another LA property and keep managing it.

Fits LA sellers who:
  • Want out of rent-controlled landlording entirely.
  • Are selling a long-held building, business, or concentrated position.
  • Can't find, or don't want, a 1031 replacement property.

The takeaway

An LA sale is likely the biggest financial event of your life. Between federal tax, recapture, and California's 13.3%, the one-year hit can be brutal, but it's plannable. Run your numbers and set the structure before you list or sign.

Frequently asked questions

How much capital gains tax will I pay selling property in Los Angeles?

Federal capital gains up to 20%, plus the 3.8% NIIT, plus depreciation recapture, plus California tax up to 13.3% (no preferential rate for capital gains). On a large LA gain the combined bite can approach a third.

Can I defer capital gains on a Los Angeles rental or business sale?

Yes. A §453 structured installment sale spreads the proceeds and the gain over several years, keeping more in lower brackets. Unlike a 1031, you don't need to buy a replacement property.

I want out of rent-controlled landlording in LA. What are my options?

A structured installment sale lets you sell and exit landlording entirely while deferring the gain over years and receiving scheduled payments, rather than doing a 1031 that keeps you owning property.

Is a structured installment sale better than a 1031 exchange for an LA seller?

It depends on your goal. A 1031 fits if you want to keep owning real estate and can meet the deadlines. A structured installment sale fits if you want to exit, are selling a business or stock, or can't find a replacement property.

How do I find out how much I'd save on an LA sale?

Use the free capital gains tax calculator to estimate your number, or call 213-414-2808 to run your specific Los Angeles situation before you sign anything.

Thinking about a big sale?

Before you sign anything, run your numbers with someone who structures the deal to be tax-smart and audit-ready from day one.

Call 213-414-2808 Run the Numbers →
Hans Goldstein, NPN 20602398

📚 Get the free Seller's Guide to §453 + a fit-check

A plain-English guide for sellers on how a structured installment sale defers the tax when you sell a business, practice, or property. It covers the math, the alternatives, and how to tell if your deal fits.

Leave your details and the PDF downloads right away. Within one business day Hans will email a preliminary read on which structure fits your deal. No retainer. On a funded structure, the insurer pays a one-time commission of about 4% of the amount structured to the brokerage firm that places it (Hans’s share is about 2.4%; no trail). It is built into the annuity pricing, not a separate fee.

More details (optional)
Hans Goldstein, EA
Admitted to practice before the IRS

📞 Hans Goldstein · 213-414-2808 · CA Insurance License #4273294 · Independent §453 specialist · Goldstein & Co. LLC

Hans Goldstein, a licensed insurance agent (CA Insurance License #4273294), will contact you and may discuss insurance products, including annuities.

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Hans Goldstein is an Enrolled Agent, admitted to practice before the Internal Revenue Service. Not affiliated with or endorsed by the IRS. General education, not tax or legal advice for your situation.