(Updated for OZ 2.0 – Effective 2027)
Delaware Statutory Trusts (DSTs) and Opportunity Zone (OZ) investments are two of the most powerful tax-advantaged real estate strategies available today. However, with the passage of new legislation (referred to as Opportunity Zones 2.0) the landscape is evolving significantly starting in 2027.
April 20, 2026
By Al DiNicola, AIF®
adinicola@fiduciarycm.com
Private Fund Advisor/DST 1031 Specialist
Fiduciary Capital Management ®, LLC
Securities offered through MSC-BD, LLC, Member of FINRA/SIPC
For advisors, the decision is no longer just about comparing DSTs vs. the original OZ program. It now requires understanding how the permanent, restructured OZ 2.0 framework changes timing, benefits, and risk. There may be outstanding reasons for moving into a current OZ program based on the underlying location established from the first version of the program.
While both strategies remain valuable, they serve very different client needs. Choosing the right one depends on tax situation, risk tolerance, income needs, and investment horizon.
DST Overview
DSTs remain one of the most consistent and widely used tools for real estate investors, especially those completing 1031 exchanges.
Fractional Ownership in Stabilized Assets
DSTs provide investors with fractional ownership in institutional-grade, income-producing properties such as multifamily, industrial, or medical assets.
1031 Exchange Eligibility
DSTs qualify as like-kind replacement property under IRS rules, allowing full deferral of capital gains taxes when transitioning from actively managed real estate.
Passive Income and Predictability
DSTs are designed to produce immediate cash flow through stabilized assets. Professional management eliminates landlord responsibilities, making them especially attractive for retirees or clients seeking simplicity.
Opportunity Zones Overview (OZ 2.0 – Starting 2027)
Opportunity Zones are entering a new phase beginning January 1, 2027, with major structural improvements and long-term permanence.
Permanent Program Structure
Unlike the original program (which had sunset provisions), OZ 2.0 is now a permanent part of the tax code, providing long-term planning certainty.
Updated Tax Incentives
OZ 2.0 introduces:
- A rolling 5‑year deferral of capital gains (instead of a fixed 2026 deadline)
- A 10% basis step-up after 5 years (simplified vs. prior rules)
- Continued tax-free appreciation after a 10-year hold
- Enhanced incentives for rural investments (up to 30% basis step-up)
Stricter Eligibility and More Targeted Zones
- Fewer eligible zones (approx. 20–25% reduction)
- Lower income thresholds for qualification
- New zone designations every 10 years
- Rural are special treatment
Development-Focused Strategy
Most OZ investments still involve:
- Ground-up development
- Redevelopment projects
- Long-term appreciation focus
This means higher risk—but potentially higher reward.
Key Differences (Now Including OZ 2.0 Changes)
| Feature | DST | Opportunity Zone (OZ 2.0 – 2027+) |
| Tax Deferral | 1031 exchange (full deferral) | Rolling 5‑year deferral + 10-year tax-free growth |
| Program Stability | Long-established | Now permanent (post-2027) |
| Control | Fully passive | Typically, development-driven (less predictable outcomes) |
| Asset Type | Stabilized, income-producing | Development / redevelopment projects |
| Income | Immediate, consistent cash flow | Limited or delayed income |
| Risk Profile | Moderate, income-focused | Higher risk, growth-focused |
| Liquidity | Illiquid (5–10 year hold typical) | Illiquid (often 10+ year hold) |
| Timing Sensitivity | Must meet 1031 deadlines | More flexible under OZ 2.0 rolling rules |
How OZ 2.0 Changes the Advisor Conversation
The introduction of OZ 2.0 fundamentally shifts how advisors position these strategies:
1. Timing Becomes More Strategic
Under the original OZ rules, investors faced a hard 2026 deadline for maximum benefits. OZ 2.0 replaces this with a rolling deferral system, making planning more flexible.
This reduces urgency, but increases the need for strategic timing decisions.
2. Long-Term Commitment Becomes Even More Important
OZ investments still require:
- 10+ year holding periods for full benefits
- Patience for development and stabilization
DSTs, by contrast, typically provide income from day one.
3. Risk Gap Between DSTs and OZs Widens
With stricter zone qualifications and continued focus on distressed areas, OZ 2.0 investments may become:
- More targeted
- More impactful
- But also, potentially more volatile
Meanwhile, DSTs continue to focus on stabilized, institutional assets, reinforcing their role as the lower-risk option.
4. Use Cases Become More Distinct
DSTs (Best for):
- 1031 exchange investors
- Clients seeking passive income
- Retirees or income-focused portfolios
- Risk-averse investors
Opportunity Zones 2.0 (Best for):
- Clients with capital gains from any source (not just real estate)
- Long-term, growth-oriented investors
- Those comfortable with development risk
- Investors seeking maximum tax-free upside
Conclusion
Delaware Statutory Trusts and Opportunity Zones are not interchangeable. However, they are complementary strategies designed for different investor profiles.
DSTs Offer:
- Stability
- Passive income
- Proven 1031 tax deferral
Opportunity Zones 2.0 offer:
- Long-term tax-free growth potential
- Greater flexibility under new rules
- Higher risk, higher reward opportunities
With the 2027 changes, Opportunity Zones will become more structured, permanent, and strategically relevant. What becomes critical is to have patience and risk tolerance. The major point to keep in mind and which may get overlooked is the 180 days for reinvestment of only the capital gains (retain your basis) within 180 days. The means capital gains from all sources that are realized in the end of 2026 may qualify for OZ investment made in 2027.
The advisor’s role is clear:
Match the strategy to the client.
- If the goal is income, simplicity, and preservation, DSTs may be an alternative.
- If the goal is growth, tax-free upside, and long-term investment, OZ 2.0 may be the right solution.
The most effective portfolios may even use both, balancing stability with growth, while optimizing tax efficiency across the entire wealth strategy. Contact us for more information and to determine which strategy (or combination) may help in your specific situation.
Fiduciary Capital Management (Fiduciary CM®) is a SEC registered investment advisory firm that provides comprehensive portfolio management, financial planning, and fiduciary decision-making services on behalf of retirement plan sponsors. Our Difference is summarized by our fiduciary approach which enables us to better meet portfolio and retirement plan objectives, resulting in stronger risk adjusted returns for investors and peace of mind for Clients. We also focus on alternative real estate investment. Many real estate investors are seeking tax deferred solutions utilizing §1031 exchanges or Opportunity Zones.
DSTs are not for all investors. The acquisition of a DST is for accredited investors only. Contact your investment adviser for additional details on how a DST may be a solution to your §1031 Exchange and suited for your investment future. For more information on how to properly set up an IRC §1031Tax Deferred Exchange or if you are an accredited investor and would like additional information on a DST contact Al DiNicola at 239–691-8098 or email adinicola@fiduciarycm.com
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