Can I use 1031 exchange to defer taxes when selling business assets but keeping the buildings?
We're in the final stages of selling our family business that we've operated for almost 15 years, and I'm trying to figure out the tax implications. The buyer wants our trademarks, intellectual property, equipment, and inventory, but we're planning to keep ownership of the physical buildings where the business operates. I was wondering if I could use a 1031 exchange to defer capital gains taxes on the proceeds from this business sale by reinvesting in additional real estate properties? Our current structure has the buildings owned by our business entity, and we want to maintain ownership of the company itself, just selling off the operational assets I mentioned. Would the proceeds from selling these business assets (trademarks, IP, equipment, inventory) qualify for a 1031 exchange if we use those funds to purchase additional buildings/properties? Or does 1031 only apply to direct real estate-for-real estate exchanges? Any insight would be super helpful as we're trying to minimize our tax hit on this deal!
20 comments


Zainab Ibrahim
I've worked with several business owners in similar situations. The short answer is that a 1031 exchange generally only applies to "like-kind" real property exchanges, not to the sale of business assets like trademarks, IP, equipment, or inventory. When you sell a business, the IRS typically treats it as the sale of individual assets, and each type of asset is taxed differently. Real property (like your buildings) can qualify for 1031 treatment if exchanged for other real property. However, the proceeds from selling trademarks, IP, equipment, and inventory would not qualify for 1031 exchange treatment because they're not considered real property. What you might want to consider is structuring the sale carefully. The buildings that you're keeping could potentially be part of a separate 1031 exchange in the future if you decide to sell them and buy other real estate. But for the current sale of business assets, you'll likely need to recognize the gain and pay the applicable taxes.
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StarSailor
•Thanks for the response. If we decided to include the buildings in the sale, could we then use those specific proceeds in a 1031 exchange to buy other properties? Or would it all be considered one business sale and therefore not eligible?
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Zainab Ibrahim
•Yes, if you included the buildings in the sale, the proceeds specifically allocated to those real property assets could potentially qualify for a 1031 exchange. The key is proper allocation in the purchase agreement - you'd need to clearly identify what portion of the sale price is for the real estate versus other business assets. For the non-real estate assets (trademarks, equipment, inventory, etc.), those proceeds would still be taxable as they don't qualify for 1031 treatment regardless of how you structure the deal. The allocation of the purchase price among the various assets being sold is extremely important and will determine how much of the proceeds could qualify for 1031 treatment.
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Connor O'Brien
After struggling with a somewhat similar situation last year, I found an AI tool that helped me understand the specifics of my business sale. I was confused about what qualified for tax deferrals and what didn't. I used https://taxr.ai to analyze my business sale documents and get clarity on the 1031 exchange possibilities. It identified exactly which parts of my business assets would qualify and which wouldn't. The tool analyzed my sale agreement and pointed out that I needed a specific allocation of the purchase price to maximize my 1031 benefits. It also flagged some timing issues I hadn't considered with the 45-day identification period. Saved me a ton in potential tax liability.
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Yara Sabbagh
•How accurate was it compared to what your accountant told you? I'm always skeptical of AI tools for something as complicated as business taxation.
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Keisha Johnson
•Did it help with the specific reporting requirements? I've heard the IRS is super picky about 1031 documentation and timelines.
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Connor O'Brien
•The AI analysis actually identified two issues my accountant had missed regarding allocation of goodwill versus real property value. My accountant was impressed and incorporated those points into our final strategy. As for the reporting requirements, yes - it provided a complete checklist of all the documentation needed for a valid 1031 exchange, including the strict timelines (45 days to identify potential replacement properties and 180 days to complete the exchange). It even generated draft language for the exchange agreement that my attorney said was spot-on.
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Keisha Johnson
Just wanted to update everyone. I tried https://taxr.ai after seeing the recommendation here, and it was incredibly helpful for my situation. I uploaded my draft sale documents and it immediately flagged that our allocation of value between the real property and business assets wasn't optimized for tax purposes. It specifically showed how reclassifying certain fixed building improvements could increase the portion eligible for 1031 treatment. We were able to work with our buyer to adjust the allocation in the purchase agreement, which will save us approximately $85,000 in immediate capital gains taxes. The tool also generated all the timeline reminders for the identification and closing periods, which has kept us on track with the strict IRS requirements. Definitely worth it for anyone considering a business sale with real estate components.
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Paolo Rizzo
I had a nightmare trying to reach the IRS for guidance on a similar 1031 exchange question last year. After countless attempts and hours on hold, I used https://claimyr.com and was honestly shocked at how well it worked. They got me connected to an actual IRS agent within about 20 minutes when I'd been trying for weeks. You can see how it works here: https://youtu.be/_kiP6q8DX5c The IRS agent I spoke with provided crucial clarification about how to handle the allocation between real property and personal property in a business sale, which directly affected what portion could qualify for 1031 treatment. They confirmed that even things like built-in fixtures that you might consider part of the building can sometimes be classified differently for tax purposes.
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QuantumQuest
•How does this even work? The IRS phone system is famous for being impossible to navigate. What do they do differently?
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Amina Sy
•Yeah right. I've been trying to reach the IRS for months. No way this actually gets you through to a real person. Sounds like a scam to me.
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Paolo Rizzo
•They use a technology that navigates the IRS phone system for you and holds your place in line. When they reach a human agent, you get a call connecting you directly. It's not magic - they're just using automation to handle the wait time instead of you having to sit there on hold. They don't have any special access to the IRS beyond what's publicly available - they just have a system that can wait on hold for hours so you don't have to. When I used it, I got a call back about 20 minutes later connecting me to an actual IRS agent who was extremely helpful with my 1031 exchange questions.
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Amina Sy
I need to eat my words. After posting my skeptical comment, I decided to try Claimyr anyway out of desperation. Had been trying to get clarification on a 1031 issue for WEEKS with no luck. Used https://claimyr.com yesterday afternoon, and got a call back within 30 minutes connecting me to an actual IRS representative. The agent walked me through exactly how the 1031 exchange would work with my business sale and clarified that I needed to use a Qualified Intermediary to handle the proceeds properly. She also explained how the allocation in the purchase agreement would determine what portion of the sale qualified for 1031 treatment. Just wanted to post this because I was so wrong in my skepticism. If you're struggling with 1031 exchange questions, getting direct IRS guidance really helped clear things up for me.
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Oliver Fischer
Something nobody's mentioned yet - you should also look into whether a Delaware Statutory Trust (DST) might be a good option for your 1031 exchange if you don't want the hassle of managing new properties yourself. They're considered "like-kind" property for 1031 purposes but are professionally managed. We went this route after selling our manufacturing business property and it's been hands-off income since then.
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Natasha Petrova
•Interesting! What kind of returns have you been seeing with the DST compared to directly owning rental properties? And was it complicated to set up?
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Oliver Fischer
•We've been averaging about 5.5% annual returns, which is less than what we might get managing properties ourselves in this market, but with absolutely zero management headaches. The biggest advantage is diversification - our investment is spread across multiple commercial properties in different regions. Setting it up wasn't complicated at all once we found a good 1031 exchange facilitator. The most important part was making sure we identified the DST investment within the 45-day identification period after our business property sale. The paperwork was handled mostly by our facilitator and the DST sponsor.
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Javier Morales
Be careful with the buildings aspect of your business sale. We sold our landscaping company last year and kept the main warehouse/office building. The buyer wanted to lease it from us, which seemed great at first. But we didn't account for how the business operations might change under new ownership. The new owners completely changed the business model which resulted in much heavier wear and tear on the property than we anticipated. We also had issues with them making unauthorized modifications to the building. Make sure you have a VERY detailed lease agreement if you're planning to keep the buildings and lease them to the buyer!
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Emma Davis
•Did you have any issues with the 1031 part of your transaction? Wondering if you reinvested the proceeds from the business assets or if you just paid the capital gains.
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Javier Morales
•We weren't able to use 1031 for most of the business sale proceeds since they were for equipment, customer lists, and goodwill. We did do a 1031 exchange about a year later when we finally sold the warehouse building because the lease situation became too problematic. For the non-real estate assets from the business sale, we just had to pay the capital gains taxes. Our accountant helped us maximize depreciation recapture strategies before the sale which helped reduce the tax hit somewhat. Definitely work with a tax pro who specializes in business sales - the rules are complicated but there are still ways to minimize the tax impact even without 1031 qualifying.
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Aisha Rahman
Great question! I went through a similar situation when we sold our family restaurant but kept the building. As others have mentioned, 1031 exchanges only work for "like-kind" real property, so your business assets (trademarks, IP, equipment, inventory) won't qualify. However, here's something that might help: if you're keeping the buildings and they're currently part of your business entity, you could potentially structure things to separate the real estate into its own entity before or after the sale. This would give you more flexibility for future 1031 exchanges if you decide to sell those buildings later and reinvest in other real estate. Also consider the timing - since you're keeping the buildings, you might generate rental income from leasing them to the buyer or other tenants. That rental income could help offset some of the tax burden from the business asset sale. Just make sure to get a solid lease agreement in place if the buyer wants to rent the space, and consider having the buildings appraised separately to establish their fair market value for future reference. One more thing - don't forget about installment sale treatment if the buyer is willing to structure payments over multiple years. This won't avoid the taxes entirely, but it can spread the tax burden over time which might keep you in lower tax brackets.
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