Syndication BreakdownDeal structures, distribution waterfalls, and the sponsors who run them

Tax and ReportingNil Masferrer Jiménez

1031 Exchanges: Why an LP Interest Usually Does Not Qualify

The most common tax question about syndications has a short answer that surprises people, and a longer answer about the structures built to work around it.


The most frequently asked tax question about syndications is whether the proceeds can be rolled into another deal through a like-kind exchange. The short answer is generally no, and the reason is in the statute rather than in anybody's interpretation of it.

Why not

Section 1031 permits the deferral of gain on the exchange of real property held for productive use in a trade or business or for investment.

What you hold in a syndication is not real property. It is an interest in a partnership, and section 1031 expressly excludes interests in a partnership from the property eligible for like-kind treatment.

The partnership owns the real property. You own an interest in the partnership. The exchange provision looks through to what is actually being exchanged, and what you would be exchanging is the interest.

The partnership can exchange, even though you cannot

An important distinction. The partnership owns real property and can itself do a like-kind exchange, deferring gain at the entity level and continuing with a replacement property.

Whether it will is a question about the operating agreement and about the sponsor's intentions, not about your own tax planning. Most single-asset syndications are formed to buy, operate and sell one property, and the agreement contemplates dissolution after the sale. Some funds and programs do exchange at the entity level.

If entity-level exchange matters to you, it is a question to ask at subscription, and to check against the dissolution provisions rather than against a conversation.

The workarounds, and their character

Three structures come up. All are genuinely technical, all are fact-sensitive, and none should be attempted from a website.

Drop and swap. The partnership distributes undivided interests in the property to the partners before the sale, so that each partner holds real property directly and can exchange their own interest. The concept is well established and the execution is scrutinized: how long the interests were held before the sale, whether the substance matches the form, and whether the partners genuinely held real property rather than a rearranged partnership interest. It also requires the cooperation of every partner and of the lender, which is frequently the practical obstacle.

Tenancy in common. Investors hold undivided fractional interests in the property directly rather than through a partnership. This can qualify as real property for exchange purposes, and it comes with governance friction — co-owners have rights that limited partners do not, which is precisely why sponsors generally prefer the partnership form.

Delaware statutory trust. A structure through which fractional interests can be held in a way intended to qualify as real property. It is a common destination for exchange proceeds and it is a distinctly different investment from an operating syndication: the trust's ability to act is deliberately constrained, so the sponsor cannot renegotiate debt, re-lease aggressively or raise new capital in the way an operating partnership can.

StructureWhat you holdWhy it exists
Ordinary syndication LP or LLCA partnership interestOperating flexibility; excluded from like-kind treatment
Tenancy in commonAn undivided interest in real propertyEligible for exchange; governance friction between co-owners
Delaware statutory trustA beneficial interest intended to be treated as real propertyAccepts exchange proceeds; deliberately constrained operationally
Three ways of holding the same building, and the trade each one makes. The first is the standard syndication and the one that cannot be exchanged out of.

Why the question comes up so often

Because the two things sound adjacent and are not.

An investor who has owned rental property directly is likely to have used, or considered, a like-kind exchange, and the mental model carries over: sell one real estate investment, buy another, defer the gain. In a syndication the model breaks, because what was sold was never real property.

That is the whole of the distinction, and it is worth being clear about at subscription rather than at exit. A syndication is an efficient way to own real estate passively and a poor way to run an exchange chain, and knowing which of those you are doing shapes what belongs in the position in the first place.

What to do with this

Two things, both well in advance.

At subscription, if the ability to exchange at the end matters to you, establish what the operating agreement contemplates at dissolution and whether entity-level exchange is permitted. Do not rely on an intention expressed on a call.

Well before a sale, if you are in a deal approaching disposition and the tax consequence matters, that is the moment to be talking to a tax adviser. A drop and swap arranged in the weeks before a closing has a materially different profile from one arranged well in advance, and the difference is a matter of fact rather than of paperwork.

This site does not advise on any of it. What it can say is that the default outcome — a taxable event in the year of sale, including recapture — is the one that applies unless somebody has planned otherwise, and that planning is not something the sponsor does on your behalf.

Primary sources

Every factual claim above is traceable to a filing, a rule or an agency publication. These are the ones this article relies on.

  1. IRS, like-kind exchanges under IRC Section 1031irs.gov
  2. Legal Information Institute, 26 US Code 1031 on the exchange of real property held for productive uselaw.cornell.edu
  3. IRS, About Form 8824, Like-Kind Exchangesirs.gov
  4. IRS, Publication 541 on partnershipsirs.gov

Questions readers ask

Can I 1031 exchange out of a real estate syndication?

Generally not. Section 1031 applies to real property, and the statute expressly excludes interests in a partnership from like-kind treatment. What you hold in a syndication is a partnership interest, not real property.

Can I 1031 exchange into a syndication?

Not into an ordinary LP or LLC interest, for the same reason. Structures designed to accept exchange proceeds exist, including tenancy in common arrangements and Delaware statutory trusts, and they have their own characteristics and constraints.

What is a drop and swap?

A transaction in which a partnership distributes undivided interests in the property to partners before a sale, so that each partner holds real property rather than a partnership interest. It is well known, it is fact-sensitive, and the timing and substance are frequently examined.

What is a Delaware statutory trust?

A structure through which fractional interests in real property can be held in a way intended to qualify as real property for exchange purposes. Its terms are restrictive and it is a different investment from an operating syndication.

So exiting a syndication is a taxable event?

In the ordinary case, yes: the sale of the property produces gain allocated to you, including depreciation recapture. Planning options exist and they belong with a tax adviser well before the sale.

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