Tax Planning9 min read

1031 Exchange Strategies for Hill Country Land Owners

Jim Crider

Jim Crider, CFP®

April 13, 2026

The Texas Hill Country is land country. Families here own ranches, hunting leases, vineyards, and raw acreage that has been in the family for decades — or was purchased years ago at prices that look unrecognizable today.

When it comes time to sell, the conversation almost always turns to the same question: how much of this gain am I going to lose to taxes? For many Hill Country landowners, the answer is “more than you think.”

That's where the 1031 exchange comes in. It's one of the most powerful tools in real estate tax planning, and under the current 2026 tax rules, the opportunity may be even more compelling than it was a few years ago.

The Capital Gains Tax You're Deferring

Before understanding the exchange, you need to understand the tax bill you're trying to defer. In 2026, long-term capital gains rates for married filing jointly are:

  • 0% on taxable income up to $98,900
  • 15% on taxable income from $98,900 to $613,700
  • 20% on taxable income above $613,700

On top of that, the 3.8% Net Investment Income Tax (NIIT) applies if your modified adjusted gross income exceeds $250,000 for married filing jointly or $200,000 for single filers.

Here's what that looks like in practice. Suppose you purchased a Hill Country property for $200,000 twenty years ago, and today it's worth $800,000. That's a $600,000 gain. After factoring in depreciation recapture at 25% on any depreciation you claimed, plus federal capital gains taxes and the NIIT, your tax bill could easily exceed $112,000.

That's money that could have been reinvested into a better property — and with a properly structured 1031 exchange, it still can be.

How a 1031 Exchange Works

Section 1031 of the Internal Revenue Code allows you to sell an investment or business-use property and reinvest the proceeds into a like-kind property while deferring the capital gains tax. The key word is defer, not eliminate. The tax liability doesn't disappear — it transfers to the replacement property through a lower cost basis.

However, here's where it gets interesting from an estate planning perspective. If you hold the replacement property until death, your heirs receive a stepped-up basis — meaning the deferred gains are effectively wiped out. The tax you deferred during your lifetime may never be paid at all.

Under the One Big Beautiful Bill Act (OBBBA), the federal estate tax exemption is now $15 million per person, or $30 million per married couple, with a 40% tax rate above those thresholds. For most Hill Country families, that means the stepped-up basis benefit applies without triggering estate tax — making the 1031 exchange an even more powerful wealth transfer tool.

The Timeline You Can't Miss

A 1031 exchange has two hard deadlines that cannot be extended for any reason:

  • 45 days from the sale of your relinquished property to identify potential replacement properties in writing
  • 180 days from the sale to close on the replacement property

These are absolute deadlines. There are no extensions for holidays, weekends, or market conditions. If you miss either one, the entire exchange fails and the gain becomes taxable in the year of the sale.

This is why advance planning matters so much. You don't want to start looking for replacement properties the day after closing. Ideally, you've been identifying candidates well before the sale ever closes.

What Qualifies as Like-Kind

The definition of “like-kind” is broader than most people think. It doesn't mean you have to swap a ranch for a ranch. Any real property held for investment or business use can be exchanged for any other real property held for investment or business use.

That means you could sell raw Hill Country acreage and exchange into a commercial building, a rental property in another state, or a multi-family apartment complex. You could sell a vineyard and exchange into a medical office building.

The critical requirement is that both the property you sell and the property you buy must be held for investment or business purposes. Your primary residence does not qualify. A vacation home you use personally does not qualify. The IRS looks at intent and actual use, not just how you title the property.

Common Strategies for Hill Country Land Owners

Every landowner's situation is different, but several strategies come up repeatedly for families in this area:

Upgrading to higher-income property. Many Hill Country families own land that has appreciated significantly but produces little or no income. A 1031 exchange lets you trade that appreciation into a property that generates cash flow — like a rental home, a small commercial building, or a multi-unit residential property — without paying tax on the gain.

Consolidating holdings. If you own several smaller parcels scattered across the Hill Country, a 1031 exchange can help you consolidate into a single, larger property that's easier to manage and potentially more valuable.

Geographic diversification. Concentration in one market is a risk. You can use a 1031 exchange to diversify into real estate in other states or regions without triggering a taxable event.

Estate planning with real estate. As mentioned above, the combination of a 1031 exchange and a stepped-up basis at death can be extraordinarily powerful. You defer the gain during your lifetime, and your heirs inherit the property at its current fair market value. With the OBBBA estate exemption at $15 million per person, most families can pass significant real estate holdings without incurring either capital gains or estate tax.

Depreciation Recapture — Don't Forget It

One of the most overlooked aspects of selling real estate is depreciation recapture. If you've been depreciating a property — and if you have a building on your land, you almost certainly have been, or should have been — the IRS recaptures that depreciation when you sell at a rate of 25%.

This is separate from capital gains tax and is often a surprise to sellers who weren't tracking their depreciation closely. On a property that has been depreciated for 20 years, the recapture amount can be substantial.

A 1031 exchange defers depreciation recapture as well as capital gains. But it's important to understand that the recapture carries forward through each exchange. It doesn't reset. The deferred depreciation recapture accumulates across every exchange you do until you eventually sell a property outright — or until a stepped-up basis eliminates it at death.

Bonus Depreciation Is Back at 100%

One of the most significant changes under the OBBBA is the permanent restoration of 100% bonus depreciation for qualifying property placed in service after January 19, 2025. This reverses the phase-down that had been reducing bonus depreciation by 20% each year since 2023.

For real estate investors, this is a major opportunity when combined with a 1031 exchange. Here's how: after acquiring your replacement property through the exchange, you can commission a cost segregation study. This study reclassifies certain building components — things like site improvements, landscaping, certain fixtures, and specialty electrical or plumbing — from 27.5- or 39-year property into 5-, 7-, or 15-year property.

Those reclassified components now qualify for 100% bonus depreciation, which means you can deduct their full cost in the year the property is placed in service. On a commercial property, it's not uncommon for a cost segregation study to reclassify 20–40% of the building's value into bonus-eligible categories. That can generate a significant tax deduction in year one — offsetting income from the property or other sources.

The Risks of Doing It Alone

A 1031 exchange is not a do-it-yourself project. The rules are technical, the deadlines are absolute, and the consequences of a mistake are immediate and expensive. You need a qualified intermediary to hold the proceeds — you cannot touch the money yourself at any point during the exchange. You need a tax advisor who understands the interaction between the exchange, depreciation recapture, and your overall tax situation.

And just as important, you need a financial planner who can help you evaluate whether a 1031 exchange actually fits within your broader financial plan. Not every property sale warrants an exchange. Sometimes the flexibility of having cash outweighs the tax savings. Sometimes the replacement properties available within the timeline aren't good investments. Sometimes your estate plan calls for a different approach entirely.

The best outcomes happen when the exchange is one piece of a coordinated strategy — not a standalone transaction driven by the desire to avoid a tax bill. If you own Hill Country land and are thinking about a sale, the time to start the conversation is well before you list the property. The more runway you have, the more options you'll have — and the better the outcome is likely to be.

Jim Crider

About the Author

Jim Crider, CFP®

Jim is a CERTIFIED FINANCIAL PLANNER™ and founder of Intentional Living Financial Planning in New Braunfels, Texas. He helps individuals and families align their wealth with what matters most in life.

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