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

By Laura Dohanes, CPA - September 5, 2025 

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.

Ready to Explore a 1031 for Your Portfolio?

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Download the 1031 Exchange Case Study (PDF)

Prefer a printable version? Download the 1031 Exchange Case Study PDF.


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Laura Dohanes, CPA

Laura Dohanes, CPA

Founder, My CPA Pro, P.C.  ·  California CPA License #129889  ·  Verify

Laura has spent more than two decades in the small business world as a tax strategist and fractional CFO, helping owners across the United States pay less tax and build lasting wealth. Her practice spans advanced tax planning, entity structuring, accounting, and CFO-level financial strategy, and she has represented more than 3,000 clients in federal and state tax audits. She also teaches financial literacy to young people, on the conviction that understanding money early changes what someone believes is possible.

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