Can I Deduct Loss on Rental Property Sale After Converting from Primary Residence?
Title: Can I Deduct Loss on Rental Property Sale After Converting from Primary Residence? 1 I've got a rental property that I'm probably going to sell at a loss, and I'm trying to figure out the tax implications. I originally bought this house back in 2019 and lived in it as my primary residence until September 2022 when I moved out and started renting it. The real estate market in my area has really tanked since then, and I'm looking at about a $45K loss if I sell now. I know that you generally can't deduct capital losses on your primary residence, but since this is now a rental property, does that change things? Can I deduct the loss on my taxes when I sell? Also, is my cost basis different now than when I originally purchased it, since the property changed from primary residence to rental? I've been deprecating it on my taxes since it became a rental, if that matters. Any insights would be really helpful before I make a decision on selling.
19 comments


Nasira Ibanez
14 You're asking great questions about a somewhat complex tax situation. When you convert a primary residence to a rental property, the rules do change regarding losses upon sale. Yes, you can typically deduct a loss when selling a rental property, but there's a catch in your situation. Since the property was converted from a primary residence to a rental, the starting basis for calculating your loss is the LOWER of either your original cost or the fair market value at the time of conversion (when you started renting it out in September 2022). For example, if you bought the house for $300K, but it was worth $280K when you converted it to a rental, your basis for calculating a loss would be $280K minus any depreciation you've claimed. This prevents people from deducting losses that actually occurred while they lived in the property. The depreciation you've been taking since conversion does reduce your basis, which will affect your loss calculation. You'll need to track all these numbers carefully and report the sale on Form 4797 when you file your taxes.
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Nasira Ibanez
•7 So does this mean if the house was worth more when I converted it to a rental than when I bought it, I'm somehow stuck with the lower original purchase price for calculating loss? What if it's the other way around - if the property was worth less when I converted it than when I bought it, do I use that lower value?
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Nasira Ibanez
•14 For calculating a loss, you always use the lower of original cost or fair market value at conversion. So if your property was worth more when you converted it, you're limited to your original purchase price for loss purposes. If the property was worth less when you converted it than when you purchased it, then yes, you would use that lower value as your starting basis for calculating a loss. This prevents claiming a loss that actually occurred during personal use. Remember to adjust this basis by subtracting the depreciation you've claimed since converting it to a rental.
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Nasira Ibanez
3 I went through something similar last year with a rental property that started as my primary residence. I was super confused about the basis calculations and tried using various online tools, but kept getting different answers. I eventually used https://taxr.ai to analyze my property documents and sales contracts. It correctly identified my conversion date, calculated my adjusted basis, and showed me exactly how to report the loss on Form 4797. The tool analyzed my situation and confirmed I could deduct the loss since it happened after conversion to a rental. It also showed me how to separate the land value from the building value (since only the building is depreciable), which I was doing wrong before. They have a specific module for rental property analysis that handles these complicated conversion scenarios.
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Nasira Ibanez
•8 This sounds useful, but how exactly does it work? Do you just upload your documents and it figures everything out? I've got settlement statements from when I bought the place and I have appraisals from when I converted it, but I'm not sure what else I'd need.
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Nasira Ibanez
•19 I'm skeptical about these kinds of services. How does it actually calculate the fair market value at conversion? Did you need to get an official appraisal or did you just estimate the value yourself? I've heard the IRS can be pretty strict about rental property loss deductions.
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Nasira Ibanez
•3 The process is straightforward - you upload your property documents (purchase agreements, settlement statements, appraisals) and answer some questions about when you lived there and when you converted it to a rental. It then identifies all the important dates and figures from your documents automatically. For the fair market value at conversion, the system accepts several types of evidence - professional appraisals are best, but you can also use comparative market analyses, property tax assessments, or insurance valuations. The tool actually explains what documentation the IRS would consider strongest. In my case, I had a refinance appraisal that was done around the time I converted the property, and that worked perfectly.
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Nasira Ibanez
8 Just wanted to follow up and say I tried https://taxr.ai after seeing it mentioned here. It totally cleared up my confusion about the adjusted basis. I uploaded my documents and it produced a detailed report showing exactly how my basis changed when I converted the property from primary residence to rental. The coolest part was that it found a calculation error in my depreciation schedule that I hadn't caught. It turns out I was depreciating the entire property value including land (which isn't allowed). The tool separated the land value based on my county tax assessment and recalculated everything correctly. This apparently saved me from a potential audit flag! Definitely worth checking out if you're dealing with rental property sales, especially if there was a conversion involved.
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Nasira Ibanez
17 After reading this thread, I tried calling the IRS for clarification on my similar rental property situation. Spent THREE HOURS on hold only to be disconnected! Beyond frustrating. Then someone recommended https://claimyr.com where they get you in the IRS phone queue and call you when an agent is about to answer. You can see how it works here: https://youtu.be/_kiP6q8DX5c I was super skeptical but desperate after multiple failed attempts. I used their service and got a call back when I was next in line. Spoke with an actual IRS agent who confirmed everything about the basis calculation for converted properties and clarified my specific questions about depreciation recapture. Saved me hours of hold time and got the official answers I needed directly from the IRS.
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Nasira Ibanez
•11 Wait, how does this even work? Are they just sitting on hold for you? I'm confused how a third party service can somehow get you through to the IRS faster when everyone knows their wait times are insane.
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Nasira Ibanez
•19 This sounds like BS honestly. Why would the IRS prioritize calls from some random service over regular taxpayers? I've heard too many stories about these "miracle" tax services that end up doing nothing but taking your money.
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Nasira Ibanez
•17 They don't get you through faster - they just wait on hold so you don't have to. They use automated systems to monitor the hold queue and call you when you're about to be connected to an agent. It's basically like having someone else sit on hold for you. The IRS doesn't know or care that you're using the service - when the agent comes on the line, you're the one who talks to them directly. It's not about priority, it's about not wasting hours of your life listening to the same hold music and messages. I was also skeptical but after getting disconnected multiple times trying to do it myself, this was actually a huge time-saver.
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Nasira Ibanez
19 I need to eat my words here. After expressing skepticism about Claimyr, I decided to try it myself since I've been trying to reach the IRS for weeks about my rental property sale reporting. The service actually worked exactly as described. I got a notification when I was estimated to be connected in 10 minutes, then got the call connecting me directly to an IRS agent. The agent confirmed what others have said here - for converted properties, you use the lower of original cost or fair market value at conversion as your basis for calculating losses. She also explained that I needed to allocate the purchase price between land and building before calculating depreciation (using my county assessment percentages was acceptable). Everything I learned through the call is helping me correctly report my rental property sale. Definitely saved me from potentially misreporting this on my tax return.
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Nasira Ibanez
9 Has anyone here used a 1031 exchange to defer taxes when selling a rental property? I'm wondering if that's a better option than taking the loss. My property's value is down about 10% from when I bought it, but I'm planning to invest in another rental immediately.
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Nasira Ibanez
•14 1031 exchanges are for deferring gains, not losses. If you're genuinely facing a loss on the sale, it's usually more advantageous to claim that loss on your taxes now, rather than deferring through a 1031 exchange. A loss gives you a tax benefit in the current year, while a 1031 exchange would essentially carry your lower basis to the new property, giving you no immediate tax benefit. If you're planning to invest in another rental regardless, you might be better off taking the loss on this sale and then starting fresh with the new property's actual basis.
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Nasira Ibanez
22 Can someone explain what happens with the depreciation you've taken when you sell at a loss? I know if you sell at a gain, there's depreciation recapture, but what if you're already taking a loss?
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Nasira Ibanez
•5 Even if you sell at an overall loss, you still have to recapture the depreciation you've taken. The IRS considers depreciation and capital losses separately. So you might have a capital loss on the sale, but still owe taxes on the depreciation you previously deducted.
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Malik Jackson
This is a really comprehensive discussion about converted rental properties! I'm dealing with a similar situation where I converted my primary residence to a rental in 2021. One thing I'd add is that you should also keep detailed records of any improvements you made to the property both before and after conversion. Capital improvements made while it was your primary residence get added to your original basis, while improvements made after conversion to rental property are treated differently - they create separate depreciable assets with their own recovery periods. This can actually help reduce your taxable loss or increase your deductible loss depending on the timing. Also, don't forget about the home office deduction if you used part of your primary residence for business before converting it - that creates yet another layer of complexity in the basis calculations. I learned this the hard way when preparing my taxes last year!
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Samuel Robinson
•Great point about keeping detailed improvement records! I hadn't thought about the timing difference between improvements made as a primary residence versus as a rental. Do you know if there's a specific form or worksheet that helps track all these different basis adjustments? Also, regarding the home office deduction - does that mean if I had a home office while living there, I would have already been depreciating part of the house, which would complicate the conversion basis calculation even more?
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