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CPA/TCP/Property Transactions: Advanced Planning

Property Transactions: Advanced Planning

Installment sales, related-party rules, and structuring dispositions to manage timing and character.

Hard 1 hrArea IV: Property Transactions

Installment sales

An installment sale spreads gain recognition across the years payments are received, matching tax to cash flow and potentially keeping the taxpayer in lower brackets.

Gross profit percentage = Gross profit ÷ Contract price. Each principal payment received is multiplied by this percentage to determine recognized gain.

EXAMPLE: Property with a basis of $300,000 is sold for $500,000, payable $100,000 per year for five years. Gross profit is $200,000, so the gross profit percentage is 40%. Each $100,000 payment produces $40,000 of recognized gain (plus separately stated interest).

What can't use the installment method

  • Inventory and dealer dispositions
  • Publicly traded securities
  • Depreciation recapture under §1245/§1250 — recapture is recognized entirely in the year of sale, even if no cash is received that year
  • Losses — the installment method applies only to gains

Related-party traps

  • §267 loss disallowance — losses on sales between related parties are disallowed entirely. The buyer may later use the disallowed loss to offset gain on a subsequent sale to an unrelated party.
  • Installment sale to a related party — if the related buyer resells within two years, the original seller must accelerate remaining gain
  • §1239 — gain on the sale of depreciable property to a related party is ordinary income, not capital gain

EXAMPLE (§267): A father sells stock with a $50,000 basis to his daughter for $30,000. The $20,000 loss is disallowed. If she later sells it to an unrelated buyer for $60,000, her realized gain is $30,000 but she may use the father's disallowed $20,000 loss, recognizing only $10,000.

Like-kind exchange planning

§1031 now applies only to real property. Key planning points: avoid receiving boot (including net debt relief), respect the 45-day identification and 180-day completion deadlines, and use a qualified intermediary so the taxpayer never has actual or constructive receipt of proceeds.

EXAM TIP: Combining strategies is where TCP questions live — e.g., an installment sale of appreciated real estate plus the fact that depreciation recapture accelerates into year one. Compute recapture first, then apply the installment method to the remaining gain.