Can I Deduct a Loss from Selling My Rental Property that Was Previously My Primary Residence?
Title: Can I Deduct a Loss from Selling My Rental Property that Was Previously My Primary Residence? 1 I'm trying to figure out if I can take a loss on a rental property I just sold. The complication is that it used to be my main home until June 2023, when I moved out and started renting it. The market took a dive in my area, and I ended up selling it for about $43,000 less than I paid originally. I know you can't deduct losses on primary residences, but since it was a rental when I sold it, does that change things? Also, should I be using a different cost basis from when I converted it to a rental versus my original purchase price? The property was worth less when I started renting it out compared to when I bought it. I've been getting conflicting advice from friends and family, so I'm hoping someone here can clear this up for me!
19 comments


Riya Sharma
8 You're dealing with what's called a "conversion property" (from personal to rental), and there are specific rules for this situation. Since the property was converted from your primary residence to a rental, you need to establish the "basis" of the property at the time of conversion. For tax purposes, when you convert a primary residence to a rental, your new basis is the LOWER of: 1) your original cost basis (what you paid plus improvements) or 2) the fair market value at the time of conversion. This is important because if the property had already declined in value when you converted it to a rental, you can't claim that portion of the loss. So if the property was already worth less when you converted it in June 2023, that lower value becomes your new starting point for calculating rental property losses. You can then deduct losses that occurred after the conversion, but not the losses that happened while it was your primary residence.
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Riya Sharma
•3 This makes sense, but I'm still confused about the timeline. If I bought at $300k, it was worth $250k when I converted it to a rental, and sold for $240k, do I only get to deduct the $10k difference between rental conversion and sale? What happens to that other $50k loss?
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Riya Sharma
•8 You're exactly right with your example. If you bought at $300k, but the property was only worth $250k when you converted it to rental use, your rental basis would be $250k. If you then sold for $240k, you could only deduct the $10k loss that occurred during the rental period. The $50k loss that happened while it was your primary residence is considered a personal loss, and unfortunately, personal losses are not deductible under tax law. It's one of those situations where the timing of conversion and sale can significantly impact your tax situation.
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Riya Sharma
12 Hey there, I went through something similar last year with a condo I used to live in. I was totally lost with all the conversion rules and basis adjustments until I tried taxr.ai (https://taxr.ai). It's basically an AI tool that analyzes all your rental property documents and explains exactly how to handle the property conversion for taxes. I uploaded my purchase docs, the appraisal from when I converted it to a rental, and my sale documents. It showed me exactly how to calculate my adjusted basis and what portion of my loss was deductible. It even explained how to report it correctly on my tax forms. Saved me from making a costly mistake on my taxes!
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Riya Sharma
•16 Did it actually give you specific advice about your situation or just general information? I've tried tax tools before that claim to be personalized but end up just reciting IRS publications.
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Riya Sharma
•19 How does it handle depreciation recapture? I converted my home to a rental 3 years ago and I'm worried about how that affects my basis calculations. Does it factor in improvements made during the rental period too?
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Riya Sharma
•12 It gave me specific advice based on my documents, not just generic info. It actually caught that I had made improvements during the rental period and explained how to add those to my basis, which I wouldn't have known to do. For depreciation recapture, it walked me through exactly how much depreciation I needed to recapture based on my specific timeline and showed me which forms to use. It even calculated the different tax rates that applied to the depreciation recapture versus the capital loss portions.
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Riya Sharma
19 Just wanted to update after trying taxr.ai for my rental property situation. I was skeptical at first, but it really did help me understand my basis calculations. I had done some renovations right before converting my property to a rental, and I wasn't sure how to account for those. The tool identified exactly which improvements could be added to my basis and which had to be depreciated. The most helpful part was explaining how depreciation worked for a converted property. I had been calculating depreciation wrong for 2 years! It showed me how to correct my previous returns and set things right going forward. Definitely worth checking out if you're dealing with a rental conversion.
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Riya Sharma
5 I had a similar situation last year and spent WEEKS trying to get through to someone at the IRS who could answer my questions about rental property loss limitations. I kept getting disconnected or waiting for hours. Finally found Claimyr (https://claimyr.com) and watched their demo at https://youtu.be/_kiP6q8DX5c. They got me connected to an actual IRS agent within about 20 minutes. The agent walked me through exactly how to handle my converted property situation and confirmed I was calculating my basis correctly. It was such a relief to get an official answer directly from the IRS instead of guessing or getting conflicting advice online. They basically call the IRS for you and then connect you when they reach an agent.
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Riya Sharma
•17 Wait, so this service just calls the IRS for you? Couldn't you just call them yourself? Seems like a weird middleman service.
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Riya Sharma
•14 I'm skeptical. The IRS is notoriously impossible to reach. Are you saying this actually works? How much does it cost? Seems too good to be true honestly.
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Riya Sharma
•5 It's not just calling for you - they have some kind of system that navigates all the IRS phone menus and holds your place in the queue. I tried calling myself multiple times and either got disconnected after 2+ hours on hold or was told to call back another day due to high call volume. They don't just connect you to any random IRS person - they get you to the right department based on your specific issue. For my rental property question, I got connected to someone who actually specialized in investment properties. I was connected in about 20 minutes versus the multiple failed attempts on my own.
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Riya Sharma
14 Okay I feel like I need to eat my words. After being totally skeptical about Claimyr, I actually tried it for an issue with my rental property depreciation. I had already spent 3 days trying to reach someone at the IRS with no luck. I was connected to an IRS representative in about 25 minutes, and they were able to answer all my questions about my converted property. They confirmed I was calculating my basis correctly and gave me peace of mind about my deduction. The agent even explained the correct way to report it on Form 4797 vs Schedule E, which I was confused about. If you're struggling to get answers directly from the IRS, it's definitely worth trying.
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Riya Sharma
10 One thing to watch out for with converted properties - if you lived in it for 2 out of the last 5 years before selling, you might actually be better off treating it as a primary residence for the Section 121 exclusion (up to $250k/$500k gain exclusion) rather than taking a small rental loss. Obviously not applicable if you have a true loss, but something to consider if your area has appreciated.
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Riya Sharma
•3 But that only applies if you have a gain, right? The OP is talking about a loss situation, so the primary residence exclusion wouldn't help.
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Riya Sharma
•10 You're absolutely right. I should have been clearer. The Section 121 exclusion only helps if you have a gain on the sale. Since the original poster has a loss, they would want to maximize the deductible portion of that loss by properly calculating their basis as a rental property. My comment was more general advice for others who might be in a similar conversion situation but with properties that have appreciated instead of declined in value. In those cases, it's sometimes more advantageous to use the primary residence exclusion rather than dealing with depreciation recapture and rental property treatment.
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Riya Sharma
22 Has anyone used the "safe harbor" method for determining FMV at conversion? My accountant mentioned something about using the tax assessment value but I'm not sure if that's reliable in my area since assessments are pretty out of sync with market values.
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Riya Sharma
•8 Tax assessments can be problematic for establishing FMV because, as you noted, they're often not aligned with actual market values. The most reliable method is getting a formal appraisal at the time of conversion, but that's not always practical if you've already converted the property. You can also use comparable sales from around the time of conversion, but be prepared to document your methodology if questioned. Some people use the insurance replacement value, but that often includes land value which may skew your numbers. If you're working with an accountant, they might have access to historical property value data that could help establish a reasonable FMV.
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Ethan Campbell
I went through this exact same situation two years ago when I converted my primary residence to a rental property. The key thing to understand is that you absolutely can deduct rental property losses, but only the portion that occurred after conversion. Here's what you need to do: Get a solid valuation of your property as of June 2023 when you converted it to rental use. This becomes your new basis for the rental property. Any decline in value that happened while you lived there is considered a personal loss and isn't deductible. Make sure you've been taking depreciation deductions during the rental period too - if you haven't, you'll still need to account for "allowed or allowable" depreciation when you calculate your final loss. Also keep detailed records of any improvements you made during the rental period, as these can be added to your basis. The IRS is pretty strict about the conversion rules, so documentation is key. If you're unsure about the fair market value at conversion, consider getting a retroactive appraisal or use comparable sales data from that time period.
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