§453 · Is A 1031 Exchange Worth It In 2026

Is a 1031 exchange worth it in 2026?

Often, yes. A 1031 is clearly worth it when you have a large gain, want to stay invested in real estate, and can buy the next building with little debt or with a loan that costs less than the building earns. It is less clear when full deferral means replacing a big loan at rates above the cap rate, when you are done being a landlord, when the gain is small, or when a young loan makes the payoff expensive. In 2026 the debt is usually what decides it.

§453 Mechanic: How the Money Flows

Buyer cash → Assignment Co. → fixed annuity → You, on schedule

BUYER pays full cash at closing ASSIGNMENT CO. owes you the payments purchases annuity LIFE INSURER Fixed annuity from a highly rated life insurer owned by the assignment co. SELLER (you) paid on chosen 5-30 yr schedule Closing day: one wire, one assignment Gain recognized proportionally each year per IRC §453 (Treas. Reg. §15A.453-1)

Hans Goldstein structures installment sales for sellers and works alongside their CPAs and brokers. Email hans@goldsteinco.net or call 213-414-2808.

Go deeper: 1031 exchange rules for 2026 and where the exchange falls short on Big Sale Tax.

When is a 1031 clearly worth it?

The 1031 is one of the best tools an owner has. It is clearly worth it when most of these hold:

  • The gain is large relative to the price. Long hold, low basis, years of depreciation. The more of the price is gain, the more tax there is to defer.
  • You want to stay in real estate. The exchange only works if you buy more of it, and you will be running that building or paying someone to.
  • The debt is easy to replace. Little or no loan on the building you sell, or a replacement that earns more than its loan costs.
  • You have a target. You can name the replacement within 45 days and close within 180.
  • You plan to hold long term. Deferral compounds when you keep exchanging, and under current law heirs generally get a stepped-up basis (IRC §1014).

When might it not be worth it?

  • Full deferral needs new debt that costs more than the cap rate. To defer everything, the replacement has to carry at least as much debt as you paid off, or you add cash. Debt relief you don't replace is boot (Treas. Reg. §1.1031(d)-2-2), Example 2). If the new loan costs more than the building earns, every borrowed dollar lowers cash flow.
  • You are done being a landlord. A 1031 keeps you in the business.
  • The gain is small. Less tax to defer for the same work and clock.
  • The loan is young. Its steepest prepayment charge applies whether you exchange or not.
  • The timeline is tight and nothing you want is for sale.

Two owners, same $3.0 million sale

Before you read further

What is the tax bill on your property 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.

Illustrative, rounded, federal only, at a flat 23.8% (20% capital gain plus 3.8% net investment income tax) for simplicity. Real returns tax depreciation at up to 25% and add state tax. Selling costs ignored. Same 6.4% cap rate on the replacement. Your CPA runs your numbers.

Owner 1Owner 2
Sale price$3,000,000$3,000,000
Adjusted basis$600,000$2,500,000
Gain$2,400,000$500,000
Illustrative federal tax if sold for cash$571,200$119,000
Loan paid off at closing$0$1,800,000
New debt needed for full deferral$0$1,800,000
Wants to stay a landlord?YesNo

Owner 1: $2,400,000 x 23.8% = $571,200 of tax deferred, no loan to replace, next building bought all cash. The case the 1031 was built for.

Owner 2: $500,000 x 23.8% = $119,000 of tax deferred. To get it, Owner 2 has to carry $1.8 million of new debt. On a $3.0 million replacement at a 6.4% cap, net operating income is $3,000,000 x 6.4% = $192,000. At an illustrative 7.0% interest-only rate, interest is $1,800,000 x 7.0% = $126,000. Cash flow is $192,000 minus $126,000 = $66,000 on $1.2 million of equity: 5.5%. The same $1.2 million in a building with no loan at a 6.4% cap would earn $76,800. The loan costs about $10,800 a year of cash flow, every year, to defer $119,000 that is still owed someday unless the basis steps up at death.

One more thing about Owner 2. Because the debt ($1.8 million) is larger than the gain ($500,000), a 1031 into a building with no new loan defers nothing at all: recognized gain is the lesser of realized gain or boot, and here that is the whole $500,000 (IRC §1031(b)). For Owner 2, the 1031 is a debt decision more than a tax decision.

Owner 2 might still exchange to keep building a portfolio. The point is to weigh the trade before listing.

The 2026 scorecard

The more answers in the left column, the stronger the case for a 1031.

QuestionLeans toward a 1031Leans toward looking at alternatives
What share of the price is gain?Most of itA small share
How much debt comes off at closing?Little or noneA lot, especially more than the gain
Replacement cap rate vs new loan costCap rate above the loan rateLoan rate above the cap rate
How old is the loan?Past its prepayment periodRecent, still in the steepest step-down year or a lockout
Do you want to run another building?YesNo, done being a landlord
Is there a replacement you want?Yes, named within 45 daysNothing you would actually buy
Do you need cash soon?NoYes, some or all of it
How long will you hold?For life, or until the next exchangeA few years

On the deal on my desk (rounded): a $4.0 million office building at about a 6.4% cap, bought for $885,000 in 2019, with a $2.1 million loan taken seven months before the sale. Large gain: left column. $2.1 million of debt to replace at quotes above 6.4%: right. A seven-month-old loan: right. A mixed score like that is when a partial exchange or a structured sale earns a look.

The market as of October 2026

  • Rates. The Fed raised its target range to 3.75% to 4.00% at its Sept. 16, 2026 meeting (Federal Reserve FOMC statement, Sept. 16, 2026). The 10-year Treasury was 5.24% on Oct. 1, 2026 (FRED, DGS10).
  • Loan pricing. As of Oct. 4, 2026, Select Commercial listed starting rates of 7.46% for retail, office and industrial 7.06% for net-lease properties and 6.40% for multifamily over $6 million.
  • Cap rates. As of MSCI US Capital Trends, Feb. 2026, trailing 12-month cap rates were 6.4% for industrial, 6.9% for retail and 5.6% for apartments. Each sits below the matching starting loan rate above.
  • Outlook. In CBRE's Aug. 26, 2026 brief, about 60% of survey respondents expected no change in cap rates over six months, and the share expecting compression fell from 42% to 20%.
  • Demand for no-loan replacements. Delaware statutory trust equity raised reached $6.48 billion through August 2026, up 33% from the same period of 2025 (AltsWire, citing Mountain Dell Consulting).

What are the alternatives if it scores poorly?

  • A partial 1031. Buy a smaller replacement with less debt and accept some boot. You keep part of the deferral and lower the debt. See the 1031 and installment sale together.
  • A structured installment sale. The buyer pays in full, your old loan is paid off at closing, and the rest of the gain is reported as payments arrive under IRC §453. No replacement, no new loan, no landlord job. The loan payoff is a year-one payment and is taxed in year one. The trade-offs: payments are locked in once set and can't be accelerated or cashed out; they depend on the assignment company and the insurer behind it; there is no published IRS ruling on this specific structure, so your CPA should review it; a commission (about 4% of the amount structured, paid by the insurer) is built into the pricing; and interest is ordinary income. It must be written into the purchase agreement before closing.
  • A Delaware statutory trust interest as the replacement. Passive, but illiquid, with layered fees and no control. See Delaware statutory trust vs structured sale.
  • Sell and pay the tax. With a small gain, sometimes the clean answer.

For a broker, this is where listings stall: the seller likes the 1031 until the debt math shows up. Alternatives on the table keep the deal moving.

What should you do before you list?

  1. Get the payoff letter and prepayment terms on your loan.
  2. Have your CPA estimate the gain, the depreciation and the tax on a straight sale.
  3. Ask a lender what a replacement loan would cost, and compare it with the cap rates on buildings you would buy.
  4. Score yourself on the table above.
  5. If you exchange, write a backup into the purchase agreement before closing. See the 1031 backup plan.

Run the 1031 and the alternatives with your own numbers in the advanced calculator, or send Hans the deal and he will lay them side by side for your CPA.

Frequently asked

Q: Is a 1031 worth it for a small gain? A: Often less so. With a high basis there is less tax to defer, while the new loan, the 45 and 180-day clocks and the landlord job stay the same. Compare the tax on a straight sale with the cost of the replacement debt.

Q: Does a 1031 make sense if I have a large loan? A: It can, but full deferral requires carrying at least as much debt on the replacement, or adding cash. If that loan costs more than the replacement's cap rate, it lowers your cash flow. See the 1031 debt replacement rule.

Q: What if I want out of real estate but still want to defer? A: A 1031 keeps you in real estate. A structured installment sale lets you sell and report the gain as payments arrive, with the trade-offs above. See selling a rental without staying a landlord.

Q: Should I wait for rates to fall? A: No one can time it. As of August 2026 most of CBRE's survey respondents expected cap rates to hold steady over six months. Decide on the numbers you have today.

What should you read or run next?

Who wrote this?

About the author

Hans Goldstein, EA, works with sellers on IRC §453 installment sales. He is admitted to practice before the IRS. Tax and exit-planning analysis: Hans Goldstein: Tax & Exit Planning. Annuity placement for structured installment sales: Goldstein & Co. LLC dba Goldstein Insurance Services, CA ins. lic. #4273294. Hans is not a CPA or attorney, and this page is education, not tax or legal advice; have your CPA review your facts. A commission is paid only if a structured installment sale is funded.

Last updated October 4, 2026.

Talk to Hans: hans@goldsteinco.net · 213-414-2808

Hans Goldstein, NPN 20602398

Find out what your sale is really going to cost you in tax, and what you can do about it

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.

Send me the sale price and roughly what you paid. Within one business day I’ll come back with the number you’re actually looking at and whether a structured installment sale can push it down. If it can’t, I’ll say that just as plainly.

You'll also get the plain-English Seller's Guide to §453: the math, the alternatives, and the cases where it does not work.

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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