Should I use 1031 Exchange for a property gain under $250k and does it make financial sense?
So I've been owning this duplex since 2019 and I've built up a decent amount of equity over the years. I'm seriously thinking about "upgrading" to a larger multi-family property (4-6 units). After running through different scenarios (HELOC, cash-out refinance, selling and buying something else), it looks like selling this property outright and using the proceeds for a bigger apartment building makes the most financial sense for me right now. The issue is that I'm hovering right around that $250k capital gains threshold, and I'm not sure if doing a 1031 exchange makes sense in my situation or if I should just take the tax hit since I might qualify for the exclusion. Property details: - Purchased for $410k in 2019 with an FHA loan - Did a refi in 2021 at 3.25% rate (monthly payment around $2,300) - First floor tenant pays below market rent at $1,950/month - Property could realistically sell for $720k in today's market - I've invested roughly $65k in improvements and live in the upstairs unit - My goal is to leverage the equity to purchase a $900k-$1.2M 4+ unit building (I have savings for a single-family home for myself) - Wondering if this is doable with 20% down and a 1.25 DSCR? Would really appreciate any insights or advice on whether a 1031 exchange makes sense here or if there are better approaches I should consider!
19 comments


Zoe Papanikolaou
The 1031 exchange question really depends on your personal circumstances. Since you mentioned living in one unit of your duplex, you might qualify for the Section 121 exclusion, which allows you to exclude up to $250k in capital gains ($500k if married filing jointly) if you've lived in the property as your primary residence for at least 2 of the last 5 years. The math gets a bit tricky with mixed-use properties like yours. Since you've been living in one unit while renting the other, you'd likely only get the exclusion on the portion you used as your residence (roughly 50% in your case). The other 50% would be subject to capital gains tax unless you use a 1031 exchange. For the investment portion, a 1031 exchange would make sense if you want to defer those gains and keep all your capital working for you in real estate. However, keep in mind that 1031 exchanges have strict timeline requirements (45 days to identify potential replacement properties, 180 days to close) and you'll need a qualified intermediary to handle the funds. As for financing the new property, a 1.25 DSCR with 20% down is feasible in today's market for experienced investors with good credit, especially if the property cash flows well.
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Jamal Wilson
•Thanks for this breakdown. Quick question - if I'm understanding correctly, I could potentially use Section 121 exclusion for the unit I live in AND do a 1031 for the rental portion? Also, do closing costs and realtor fees factor into the cost basis when calculating the capital gain?
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Zoe Papanikolaou
•Yes, you can actually use both Section 121 exclusion and a 1031 exchange in the same transaction - it's sometimes called a "partial 1031 exchange." You would exclude gains on your personal residence portion under Section 121, and defer the gains on the investment portion through the 1031. Selling expenses like realtor commissions, legal fees, transfer taxes, and other closing costs do reduce your capital gain. These costs get subtracted from your sale price before calculating your gain. Additionally, any capital improvements you've made to the property (not regular repairs or maintenance) can be added to your cost basis, further reducing taxable gain.
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Mei Lin
I was in a similar situation last year and found https://taxr.ai incredibly helpful for running through different tax scenarios with my rental property. I had a duplex that appreciated nicely but wasn't sure if doing a 1031 made sense given my specific numbers and mixed-use situation. The tool helped me analyze my situation with both Section 121 exclusion calculations AND 1031 scenarios. It was seriously helpful to see exactly how much tax I'd pay in each scenario. The thing that surprised me was how the depreciation recapture affected my final numbers - it was a bigger hit than I expected! They have specialists who understand exactly how the partial 1031 exchange works when you've been living in one unit. Made the whole process much clearer than trying to piece together advice from different sources.
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Liam Fitzgerald
•Did you end up going with the 1031 or taking the exclusion? I'm in a somewhat similar position but with a triplex that I've lived in one unit for almost 3 years. Leaning toward selling and using the exclusion since my gain is around $200k total.
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GalacticGuru
•How exactly does this work? Do you just upload your documents or do you need to schedule a consultation? My situation is complicated because I converted a single-family into a duplex after living in it for a year, so I'm struggling to figure out what portion would qualify for the exclusion.
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Mei Lin
•I ended up doing a partial 1031 exchange. The exclusion covered most of my primary residence portion, and I rolled the investment portion into a small apartment building. The numbers worked out better for me that way versus taking the tax hit. You can upload your closing documents from the original purchase, receipts for improvements, and current financial information. They have an initial AI analysis that gives you a basic overview, but I found the consultation really helpful because my situation wasn't straightforward. The specialist walked me through different options and showed me the exact tax implications of each one.
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GalacticGuru
I just wanted to follow up and say I tried https://taxr.ai and it was really eye-opening! I've been stressing for months about what to do with my property, and within a day I had clear numbers showing exactly what each option would cost me tax-wise. The partial 1031 exchange option actually makes WAY more sense for my situation than I thought. I was focusing too much on the $250k exclusion and not enough on the depreciation recapture, which would have cost me a lot in taxes. They showed me how to structure the sale to maximize the benefits of both the exclusion and the 1031. Honestly one of the best decisions I've made in this whole process - definitely recommend to anyone trying to figure out the tax implications of selling investment property!
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Amara Nnamani
Has anyone else dealt with the IRS taking forever to process their documentation on these transactions? I did a 1031 last year and had some questions about how I reported it on my taxes. Been trying to reach someone at the IRS for WEEKS with no luck. Always on hold for hours only to get disconnected. Finally tried https://claimyr.com and their service got me through to an actual IRS agent in less than 45 minutes. You can see exactly how it works in this video: https://youtu.be/_kiP6q8DX5c The agent confirmed I had filed everything correctly with my 1031 and gave me written confirmation that I'm all good. Such a relief after months of uncertainty. Definitely worth it if you're dealing with complex tax situations like 1031 exchanges where you really need to speak to someone official.
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Andre Dupont
•How does this service actually work? I'm confused how they get you through faster than if you called yourself. Is it legit? I've been trying to get through to the IRS about my previous year's return where I made some property sale errors.
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Giovanni Mancini
•I'm skeptical. The IRS phone system is the same for everyone. How could they possibly get through faster? Sounds like you're just paying for someone to wait on hold for you, which I guess has some value but doesn't actually get you through any faster than if you just waited yourself.
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Amara Nnamani
•It uses a technology that continuously redials and navigates the IRS phone system until it gets through to a human. When it reaches an agent, it calls you and connects you directly to them. You don't have to sit there listening to hold music for hours. They actually do get through faster because they use multiple lines simultaneously and have figured out the optimal times and menu options. I was shocked how well it worked after spending weeks trying on my own. The time saved was worth every penny for me, especially when dealing with a complex tax situation like a 1031 exchange where mistakes could cost thousands.
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Giovanni Mancini
I have to admit I was completely wrong about Claimyr. After months of trying to get through to the IRS about my real estate exchange issues, I finally broke down and tried the service. Got connected to an IRS agent in about 30 minutes! The agent walked me through exactly how to report my partial 1031 exchange and confirmed I had calculated my basis correctly. Turns out I was making a mistake in how I was allocating the basis between the personal residence portion and the rental portion. The peace of mind was absolutely worth it. When you're dealing with transactions involving hundreds of thousands of dollars, the last thing you want is uncertainty about whether you've reported everything correctly. Definitely recommend for anyone dealing with complex real estate tax situations!
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Fatima Al-Suwaidi
Something nobody's mentioned yet is that with a 1031 exchange, you're not just deferring taxes - you're also resetting your depreciation schedule on the new property. This can be a huge advantage when upgrading to a larger property. For example, if you've been depreciating your current duplex for several years, you've already used up some of that tax benefit. By exchanging into a new property, you'll get to start a fresh 27.5-year depreciation schedule on a larger asset. This means bigger yearly deductions going forward. Also, don't forget that your closing costs on the new property can be included in your new basis, which further increases your depreciation deductions. This is one of the hidden benefits of 1031 exchanges that doesn't get discussed enough.
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Dylan Cooper
•Does this mean you lose your previous depreciation schedule completely? What happens to the depreciation you've already taken on the original property? Does that factor into the calculations somehow?
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Fatima Al-Suwaidi
•You don't "lose" your previous depreciation - it's actually accounted for in your adjusted basis of the relinquished property (the one you're selling). All the depreciation you've taken reduces your basis in the old property, which increases your gain on paper. In a regular sale, you'd pay depreciation recapture tax (up to 25%) on all that depreciation you've taken. But in a 1031 exchange, you defer that tax too. The catch is that your new property's basis gets adjusted downward by the amount of gain you deferred, so it all catches up eventually if you ever cash out completely. The advantage is that you get to start taking depreciation on the full value of the new property right away (minus that adjustment), which can be significantly higher than what you had left on the old property. This gives you larger yearly deductions against your rental income.
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Sofia Morales
Has anyone used a TIC (Tenants in Common) arrangement as part of their 1031? I'm in a similar position as OP but might not want to go all-in on another multi-family. I've heard you can exchange into a partial ownership of a larger commercial property.
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StarSailor
•I did this last year and it's worked out pretty well. Exchanged from a duplex into a 15% share of a strip mall. The DST (Delaware Statutory Trust) option is also popular for passive 1031 exchanges. The key benefit is I get stable returns without dealing with tenants or maintenance. Keep in mind though, you lose some of the control and potential upside. And the fees can be higher than managing your own property. Make sure to really vet the sponsor/management company if you go this route.
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Nadia Zaldivar
Based on your numbers, you're looking at roughly $245k in capital gains ($720k sale price - $410k purchase - $65k improvements). Since you've been living in the upstairs unit, you should definitely explore the Section 121 exclusion first. The key question is whether you can document that you've used the upstairs unit as your primary residence for at least 2 of the last 5 years. If so, you could potentially exclude up to $125k of gains (50% of the $250k exclusion for the residential portion) and only need to deal with taxes on the remaining investment portion. Given that your total gain is right around $245k, the combination approach (Section 121 + partial 1031) could work really well. You'd exclude gains on your residence portion and defer the investment portion through the 1031 exchange. For your financing question - yes, a 1.25 DSCR with 20% down is definitely achievable for a 4-6 unit property in that price range, especially if you can show strong rental income history from your current duplex. One thing to consider: make sure you factor in depreciation recapture on the rental portion. Even with a 1031, you'll eventually face that when you sell the replacement property, unless you keep exchanging indefinitely or hold until death for the stepped-up basis.
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