Selling real estate
Capital gains tax on selling investment property
When you sell a rental or other investment property, the gain is long-term capital gain, and the part from depreciation is taxed at up to 25%. A 1031 exchange defers it only if you buy more real estate. A structured installment sale under IRC §453 spreads it over the years you choose, with no replacement property.
WHAT BRINGS YOU HERE?
HOW THE SALE IS TAXED
What decides your tax bill
On a sale of several properties in one year, all of it lands on a single tax return. These six things decide how much you keep.
Capital gain
The appreciation on the property is long-term capital gain, taxed at 0%, 15%, or 20%.
Structured sales for real estate →Depreciation on the building
Gain from depreciation on the building (unrecaptured §1250 gain) is taxed at up to 25%. In an installment sale it's recognized first, across the early payments.
How recapture is spread →Appliances and furnishings
Depreciation on appliances, carpet, and furnishings (§1245 property) is taxed as ordinary income in the year of sale, even if you're paid over time.
Rules for landlords →Net investment income tax
The 3.8% tax usually applies to rental gains once your income passes the threshold, unless you qualify as a real estate professional running the rentals as a business.
How the sale is taxed →Your mortgage and your basis
The mortgage is paid off from cash at closing, and that cash is taxed in the year of sale. When the mortgage is close to or above your basis, more of the gain lands in year one.
Check before you structure →State tax
State income tax applies where you live, and sometimes where the property is.
Capital gains tax by state →Illustration, not to scale. 2026 federal long-term capital gains rates; the 3.8% NIIT may also apply above a threshold. Your bracket depends on filing status and other income.
YOUR OPTIONS
Ways to defer the tax on a property sale
Read: Structured sale vs. 1031 exchange →BY TYPE OF PROPERTY
Guides for what you're selling
BY TIMING
The clock matters more than the property
A structured sale must be in place before you have a right to the money. If the money reaches you first, the deferral is lost.
Before you list
Decide whether you want more real estate or out of real estate. Compare →
Under contract
Planning a 1031? Arrange a structured sale as a backup before closing. Check eligibility →
Inside your 1031 windows
45 days to identify, 180 days to close. Find your dates →
The exchange failed
If the intermediary still holds the money, it can still go to a structured sale. See your options →
BY STATE
Where the property is
FOR CPAs AND ADVISORS
Before you structure a property sale
Pull the depreciation history, separate §1245 items, compare the mortgage to adjusted basis, and apply the §1250-first ordering on Form 6252.
Can I use a structured installment sale for investment real estate?
Yes. Rental properties, commercial buildings, farmland, and investment land all qualify under IRC §453, provided the property isn't dealer inventory.
Is a structured installment sale better than a 1031 exchange?
Neither is better for everyone. A 1031 exchange is usually the stronger choice if you want to keep owning investment real estate. A structured installment sale is usually the stronger choice if you want to stop owning property or want steady payments.
Do I have to buy another property?
No. That's the main difference from a 1031 exchange. You sell, receive scheduled payments over the years you choose, and pay tax on the gain as the payments arrive under IRC §453.
Can I still set up a structured sale if my 1031 exchange falls through?
Yes, as long as you haven't received the money. If your qualified intermediary still holds the proceeds and you have no right to them yet, the intermediary can send them to the structured sale instead of to you. Once the cash is yours, or available to you, it's too late.
Is depreciation recapture spread out in an installment sale?
Partly. Gain from depreciation on the buildings (unrecaptured §1250 gain) is reported on the installment method but recognized first, at up to 25%. Recapture on appliances, carpet, and furnishings is ordinary income in the year of sale.
What if my mortgage is higher than my basis?
The mortgage is paid off from cash at closing, and that cash is taxed in the year of sale. When the mortgage is close to or above basis, a large share of the gain lands in year one, and a structure helps much less.
Can I use a structured installment sale on a house I flipped?
No. Property held primarily for sale to customers is dealer property and can't use the installment method.
Guarantees depend on the financial strength and claims-paying ability of the issuing insurer. Review any structure with your CPA and attorney.
What are you selling?
Sorry, that didn’t go through. Please check your email address and try again.
Thanks! We'll be in touch shortly.