Broker Check

Selling Investment Property? Understanding 1031 Exchanges and DSTs

October 19, 2026

Owning rental or commercial property can build wealth, but eventually, some owners want fewer responsibilities. Selling may bring a significant tax bill, while purchasing another property can mean taking on another round of tenants, repairs, and management.

A 1031 exchange, potentially combined with a Delaware statutory trust (DST), may offer another path.

How a 1031 Exchange Works

A 1031 exchange allows an owner to sell real estate held for investment or business purposes and defer recognition of taxable gains by acquiring qualifying replacement real estate. “Like-kind” is broader than it sounds: a rental home could potentially be exchanged for an apartment building, commercial property, or qualifying DST interest. Personal residences do not qualify. The tax is generally deferred, rather than eliminated.

The process requires advance planning:

  • Before closing: Arrange for a qualified intermediary to handle the exchange proceeds. Taking possession of the money can disqualify the exchange.

  • Within 45 days after the sale: Identify replacement property in writing.

  • Within 180 days after the sale: Complete the purchase—or sooner if the applicable tax-return deadline arrives first, including extensions.

Full deferral generally requires reinvesting all net proceeds and replacing any debt paid off with new debt or additional cash. Cash retained or debt relief can create a taxable portion of the transaction.

Where DSTs Fit In

A DST allows multiple investors to hold fractional beneficial interests in a trust that owns professionally managed real estate. When properly structured, those interests can qualify as replacement property for a 1031 exchange. The sponsor oversees property operations, giving investors a more passive ownership experience.

For example, an owner selling a rental property could potentially exchange into a qualifying DST instead of buying another property to manage personally. Depending on the offering, this may provide exposure to larger properties or multiple locations.

Understand the Tradeoffs

DSTs involve meaningful limitations. Investments are generally illiquid and may require a commitment of many years. Investors surrender control over property management and sale decisions, while fees and expenses reduce returns. Distributions and property values can decline, borrowing can increase risk, and loss of principal is possible. Many offerings are limited to accredited investors.

Start Planning Before You Sell

A 1031 exchange should support your broader financial goals. Your need for income, access to cash, real estate concentration, and estate plans all matter. Coordinating with your financial advisor, tax professional, and qualified intermediary before listing or closing can help you evaluate the options while there is still time to act.

For educational purposes only. This is not tax or legal advice. Eligibility and tax treatment depend on individual circumstances and the specific transaction.