Key Takeaways

  • Cost basis includes purchase price plus sales tax, freight, installation, and testing costs; adjusted basis reflects capital improvements minus depreciation
  • Section 1031 like-kind exchanges defer capital gains on real property only (not personal property since 2018), with strict 45-day identification and 180-day closing deadlines
  • Installment sales spread gain recognition using the Gross Profit Percentage (Gross Profit / Contract Price), with interest charges applying to deferred tax on sales over $5 million
  • Section 1033 involuntary conversions allow 2-year replacement (3 years for condemned real property) to defer gain recognition
  • Section 1035 allows tax-free exchanges of life insurance for annuities, but NOT annuities for life insurance
Last updated: January 2026

Property Transactions

Understanding the tax consequences of buying, selling, and exchanging property is fundamental to tax planning. This section covers basis calculations, gain recognition rules, and several important nonrecognition provisions that allow taxpayers to defer or exclude gains.

Cost Basis: The Starting Point

Cost basis is the foundation for calculating gain or loss on the sale of property. It represents your investment in the property for tax purposes.

Components of Cost Basis

ComponentDescriptionExample
Purchase PriceAmount paid to acquire the property$100,000 for rental property
Sales TaxState/local sales taxes on the purchase6% = $6,000
FreightShipping costs to get property to you$2,000 delivery fee
InstallationCosts to set up and make property operational$5,000 installation
TestingCosts to ensure property works properly$500 testing fees
Legal FeesTitle search, attorney fees for purchase$1,500 closing costs

Example: Ruby buys equipment for $61,000, pays $5,000 freight, 6% sales tax ($3,660), and $8,000 installation. Her cost basis is $61,000 + $5,000 + $3,660 + $8,000 = $77,660.

Mortgage Treatment

When property is acquired subject to a mortgage, the full purchase price (including the mortgage amount) is included in cost basis, not just the down payment.


Adjusted Basis: Tracking Changes Over Time

Adjusted basis is cost basis modified for certain events during ownership:

Increases to Basis (Add)

ItemDescription
Capital ImprovementsAdditions that extend the life or add value
AssessmentsLocal improvement assessments (sidewalks, sewers)
Restoration CostsCasualty loss restoration not covered by insurance

Decreases to Basis (Subtract)

ItemDescription
DepreciationAllowed or allowable depreciation deductions
Section 179 ExpensingImmediate expensing of business property
Casualty LossesDeducted casualty loss amounts
Insurance ReimbursementsAmounts received for casualty losses

Formula: Adjusted Basis = Cost Basis + Capital Improvements - Depreciation - Casualty Losses

CFP Exam Tip: Depreciation reduces basis whether or not the taxpayer actually claimed it. Use "allowed or allowable" depreciation.


Section 1031: Like-Kind Exchanges

Section 1031 allows taxpayers to defer recognition of gain when exchanging real property held for productive use in trade or business or for investment.

Key Requirements (2025-2026)

RequirementRule
Property TypeReal property only (personal property no longer qualifies after 2017)
PurposeMust be held for investment or use in trade/business
Like-KindAny real property qualifies as like-kind to any other real property
Same TaxpayerSame taxpayer must be on both sides of the exchange

Critical Deadlines

DeadlineTimeframeDetails
45-Day Rule45 calendar days from saleMust identify replacement property in writing
180-Day Rule180 calendar days from sale (or tax return due date, if earlier)Must close on replacement property

Important: These deadlines are strict and cannot be extended, even if they fall on weekends or holidays. The 180-day period runs concurrently with the 45-day period (not 45 + 180 days).

Property Identification Rules

When identifying replacement properties, taxpayers may use ONE of these rules:

RuleLimit
Three-Property RuleIdentify up to 3 properties of any value
200% RuleIdentify any number of properties, total FMV cannot exceed 200% of relinquished property value
95% RuleIdentify any number of properties but must acquire at least 95% of total value identified

Boot and Gain Recognition

Boot is any non-like-kind property received in the exchange (cash, debt relief, other property). Gain is recognized to the extent of boot received.

Boot TypeTreatment
Cash ReceivedTaxable boot
Debt ReliefTreated as boot (net mortgage relief)
Unlike PropertyFMV treated as boot

Formula: Recognized Gain = Lesser of (Realized Gain) or (Boot Received)

Basis of Replacement Property

New Basis = FMV of new property - Deferred gain

Or alternatively: New Basis = Adjusted basis of old property + Boot paid - Boot received + Gain recognized


Section 1033: Involuntary Conversions

Section 1033 allows deferral of gain when property is involuntarily converted due to destruction, theft, seizure, condemnation, or threat of condemnation.

Replacement Period

Type of PropertyReplacement Period
General Rule2 years after the end of the tax year in which gain is realized
Condemned Real Property3 years after the end of the tax year in which gain is realized
Presidentially Declared Disasters4 years for principal residence and contents

Key Features

  • No qualified intermediary required - taxpayer can hold proceeds directly
  • Similar or related in use - replacement property must be similar (stricter than like-kind)
  • Condemnation exception - like-kind standard applies for condemned real property
  • Extensions available - IRS may grant extensions upon request

Gain Recognition

Gain is recognized only to the extent that the amount realized exceeds the cost of replacement property. If you reinvest the full amount received, no gain is recognized.


Section 1035: Insurance Contract Exchanges

Section 1035 permits tax-free exchanges of certain insurance products without triggering gain recognition.

Permitted Exchanges

FROMTOPermitted?
Life InsuranceLife InsuranceYes
Life InsuranceEndowmentYes
Life InsuranceAnnuityYes
Life InsuranceLong-Term CareYes
AnnuityAnnuityYes
AnnuityLong-Term CareYes
AnnuityLife InsuranceNO
EndowmentAnnuityYes
EndowmentLife InsuranceNO

Memory Tip: You can exchange "down" the list (life to annuity) but not "up" (annuity to life). Life insurance has the most favorable tax treatment, so you cannot exchange into it from products with less favorable treatment.

Requirements

  • Direct transfer between insurance companies
  • Same owner and insured on both contracts
  • No constructive receipt of funds
  • Partial exchanges allowed for annuities, not life insurance

Installment Sales

Installment sales allow taxpayers to spread gain recognition over the payment period when they receive at least one payment after the year of sale.

Gross Profit Percentage

The key calculation is the Gross Profit Percentage (GPP):

GPP = Gross Profit / Contract Price

Where:

  • Gross Profit = Selling Price - Adjusted Basis - Selling Expenses
  • Contract Price = Selling Price - Debt Assumed (but not below GPP)

Annual Gain Recognition

Each year: Taxable Gain = Principal Payment Received x GPP

Example: You sell property with an adjusted basis of $60,000 for $100,000.

  • Gross Profit = $100,000 - $60,000 = $40,000
  • Contract Price = $100,000
  • GPP = $40,000 / $100,000 = 40%
  • If you receive $25,000 principal in Year 1: Taxable gain = $25,000 x 40% = $10,000

Interest Charge on Deferred Tax (IRC 453A)

For large installment sales (sales price > $150,000 AND year-end installment obligations > $5 million), an interest charge applies to the deferred tax liability:

ThresholdRule
Sales PriceMust exceed $150,000
Total Outstanding ObligationsMust exceed $5 million at year-end
Interest RateIRS underpayment rate

The interest charge partially offsets the time-value benefit of deferring taxes through installment sales.

Reporting

  • File Form 6252 each year payments are received
  • Report interest income separately on Schedule B
  • Continue filing Form 6252 even in years with no principal payments (interest-only years)
Test Your Knowledge

Sarah sells investment real estate and wants to complete a Section 1031 like-kind exchange. She closes on the sale of her relinquished property on March 1, 2025. By what date must she identify replacement property, and by what date must she close on it?

A
B
C
D
Test Your Knowledge

John sells rental property through an installment sale for $500,000. His adjusted basis is $200,000 and selling expenses are $50,000. In Year 1, he receives $100,000 in principal payments. How much gain must John recognize in Year 1?

A
B
C
D
Test Your Knowledge

Which of the following Section 1035 exchanges would be a taxable event?

A
B
C
D