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1031 Exchange Case Study: From One Big Headache to Four Passive Income Streams

1031 Exchange Case Study: Here’s how a high-income business owner used a 1031 exchange to turn one underperforming property into four diversified, passive income streams—while deferring over $1.1M in taxable gains and saving roughly $358K in immediate taxes.

1031 Exchange Case Study

Investor Profile

  • High-income earner, business owner, moderately experienced investor
  • Goal: passive income & diversification
  • Taxable income: ~$300K
  • First 1031 exchange

Before the Exchange

  • Property: 40-unit apartment building in Missouri (owned since 2006)
  • Value: ~$3.65M
  • Loan balance: ~$1.36M
  • Annual cash flow: Positive, but low performance relative to effort
  • Equity tied up: ~$2.2M

The problem: Too much equity concentrated in one asset and one location, with outsized management effort for modest returns.

The 1031 Exchange

  • Sale price: ~$3.65M
  • Selling costs: ~$83K
  • Loan payoff: ~$1.36M
  • Net proceeds: ~$2M cash to reinvest

New investments: Four syndicated multifamily assets in different states

  • Total FMV acquired: ~$3.7M (cash ~$2M + loans ~$1.7M)
  • Timing: All closings completed within the 1031 exchange window

Learn more about the compliance rules straight from the IRS: Like-Kind Exchanges – Real Estate Tax Tips.

Tax Impact

  • Capital gain deferred: ~$780K
  • Depreciation recapture deferred: ~$326K

Estimated immediate tax savings:

  • Recapture @ ~24% Federal + ~9.3% CA: ~$111K saved now
  • Capital gains @ ~15–20% Federal + ~9.3% CA: ~$246K saved now
  • Total 2024 tax avoided: ~$358K (all gain deferred into replacement properties)

All gains deferred into the new properties — no tax paid in 2024.

After the Exchange

  • Diversification: From one Missouri property → four properties across multiple states
  • Cash flow: Increased via passive syndication distributions
  • Management: No active landlord duties—fully managed investments
  • Future planning: Continue 1031 exchanges over time and potentially pass assets to heirs with a step-up in basis (eliminating the deferred gain entirely).

Bottom Line

This investor transformed one underperforming, high-effort property into four diversified, income-producing assets—and deferred more than $1.1M in taxable gains. That’s the strategic advantage of a well-planned 1031 exchange.

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Download the 1031 Exchange Case Study (PDF)

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