Tax-Deferred Income with Less Hassle: A Smart Exit Strategy for Property Owners

Tax-Deferred Income with Less Hassle: A Smart Exit Strategy for Property Owners

  • 06/20/25

When it's time to simplify your investment portfolio and liquidate some of your real estate holdings, what do you do?  The answer is to utilize a 1031 exchange to transfer your equity into a Delaware statutory trust(DST).

This strategy will relieve you of your property management duties and increase cash flow for a stress free monthly income stream. 

CASE STUDY

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Case Scenario: 1031 Exchange into a DST for Higher Returns
Investor Profile:
•    Name: Susan Reynolds
•    Occupation: Retired Business Owner
•    Investment Objective: Passive income with stable returns
•    Current Holdings:
o    Duplex (Property A) – $2.85M
o    Triplex (Property B) – $1.899M
o    Duplex (Property C) – $1.65M
•    Ownership: 100% equity, no debt
•    Reason for Sale: Tired of active management, seeking a passive income solution with stable, predictable returns
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Step 1: Sale of Properties
Susan sells all 3 properties:
Property    Sale Price
Duplex A    $2,850,000
Triplex B    $1,899,000
Duplex C    $1,650,000
Total    $6,399,000
Estimated Sales Costs (6%)
Brokerage, legal, and closing costs assumed at 6% of total:
•    $6,399,000 × 6% = $383,940
Net Proceeds / Exchange Basis
•    $6,399,000 - $383,940 = $6,015,060
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Step 2: 1031 Exchange into DST
•    Susan uses a 1031 Exchange to defer capital gains taxes.
•    She places the $6,015,060 into one or more institutional-grade DSTs.
•    The DSTs offer a fixed annual return of 5% on the invested amount (distributed monthly).
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Step 3: DST Returns Over 7 Years
Annual Income from DST:
•    5% of $6,015,060 = $300,753 per year
Cumulative Returns Over 7 Years:
•    $300,753 × 7 = $2,105,271
Total Value After 7 Years (No Return of Principal Yet):
•    If Susan only collects income (does not sell DST shares), she receives:
o    $2,105,271 in passive income (pre-tax)
What Happens at DST Liquidation?
•    DSTs are typically held 5–10 years, after which the asset is sold.
•    Assuming no gain or loss in property value, Susan's original $6,015,060 is returned.
•    In real-world cases, there could be appreciation or depreciation, but we’ll assume flat for simplicity.
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Summary
Metric    Value
Original Investment    $6,015,060
Annual Passive Income (5%)    $300,753
Total Income Over 7 Years    $2,105,271
Return of Principal (at Exit)    $6,015,060
Total Distribution    $8,120,331
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Benefits to Investor
•    Passive Income: No more property management headaches
•    Tax Deferral: Avoids capital gains tax via 1031 Exchange
•    Diversification: DSTs may hold diversified real estate assets (e.g., multifamily, medical, industrial)
•    Estate Planning: DST interests can be passed to heirs with a stepped-up basis

 

Wondering if this strategy makes sense for your situation? 

Contact Us:

Dave Caskey 310-200-1960 

Dean Alessi 310-986-9642

Office 310-374-1800

 

 

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