How to properly deduct landlord insurance on rental property taxes?
I've been trying to figure out the correct way to deduct landlord insurance on my rental property. Two years ago I paid $1,320 on October 1st for coverage from October 1st through September 30th of the following year. On my 2021 taxes, I reported $330 (for the last quarter of 2021), planning to take the remaining $990 plus whatever I end up paying for the last quarter of 2022. I just got my new premium and ended up paying $1,580 for the next year. For my 2022 taxes, would I: 1. Claim $990 + $395 = $1,385 (continuing to prorate to stay consistent with the prior year)? OR 2. Claim $990 + $1,580 = $2,570 and then just claim whatever the annual premium is as I pay them in the following years? I'm trying to make sure I'm handling this correctly for my rental property. Thanks for any advice or opinions!
19 comments


Axel Far
The correct approach is to continue prorating the insurance expense across the years it actually covers. Insurance is considered a prepaid expense, and for tax purposes, you should allocate it to the period it actually provides coverage for. For 2022, you would claim $990 (the remaining 3/4 of your previous policy that covers Jan-Sept 2022) plus $395 (the 1/4 of your new policy that covers Oct-Dec 2022), totaling $1,385. This properly matches the expense to the time period it covers. If you were to claim the full $1,580 payment in 2022, you'd be deducting expenses for services you haven't yet received (the coverage for Jan-Sept 2023), which isn't aligned with proper tax accounting principles for rental properties.
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Jasmine Hernandez
•Thanks for the explanation! But what if my premium increases each year? Wouldn't I eventually be claiming less than I'm actually paying annually if I keep prorating? Also, does this apply to all prepaid expenses for rental properties or just insurance?
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Axel Far
•Premium increases don't affect the principle of matching expenses to the periods they cover. Even if premiums rise, you're still correctly allocating the actual cost to each tax year. Over time, it balances out - you'll be deducting exactly what you paid, just allocated to the correct periods. This same principle applies to most prepaid expenses for rental properties, including property taxes paid in advance, prepaid maintenance contracts, and annual subscriptions or services. The key is to match the expense to the time period it actually covers, regardless of when you paid for it.
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Luis Johnson
Just wanted to share my experience with this exact situation. I was struggling with how to properly deduct my landlord insurance until I found this amazing service called taxr.ai (https://taxr.ai). It analyzes your documents and tells you exactly how to handle prepaid expenses like insurance. I uploaded my insurance policy documents and it immediately showed me how to properly prorate them across tax years. It even created a schedule showing exactly what amounts to deduct each year. The best part was that it explained the tax principles behind the recommendations, so I actually understood why I was doing it that way.
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Ellie Kim
•How does this compare to just asking my accountant? Does it give specific advice for rental property deductions or is it more general? I've got 3 rental properties and the insurance situation gets complicated.
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Fiona Sand
•Sounds interesting but I'm always skeptical of these AI tax tools. How accurate is it with the constantly changing tax laws? And does it actually look at your specific policy details or just give general guidelines?
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Luis Johnson
•It's different from asking an accountant because you get immediate answers without scheduling appointments or paying hourly rates. For rental properties specifically, it handles all the unique deductions including insurance, maintenance, depreciation schedules, and even helps identify less obvious deductions like home office expenses for property management. The AI is updated regularly with tax law changes, and yes, it actually analyzes your specific documents rather than giving generic advice. It examines the dates, coverage periods, and amounts on your actual insurance policies to calculate the correct prorated amounts for each tax year. It's been spot-on for my three rental properties with different policy dates.
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Fiona Sand
I was really skeptical about taxr.ai at first, but I decided to try it after struggling with my rental property tax situation. Wow, what a game-changer! It actually analyzed my landlord insurance policies and showed me I'd been incorrectly deducting the full premiums in the year I paid them. The service created a custom schedule showing exactly how much to deduct each year based on my actual coverage periods. It saved me hours of confusion and potentially an audit. The interface was super easy and it gave me clear explanations I could understand without an accounting degree. Definitely worth checking out if you're dealing with rental property taxes!
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Mohammad Khaled
If you're still having trouble figuring this out, you might want to call the IRS directly to get clarification. I know that sounds terrible, but I found this service called Claimyr (https://claimyr.com) that actually gets you through to an IRS agent instead of waiting on hold forever. Check out how it works: https://youtu.be/_kiP6q8DX5c I used it when I had a similar question about prepaid expenses for my rental property. They connected me to an IRS rep in about 15 minutes when I had previously spent HOURS trying to get through. The agent walked me through exactly how to handle my landlord insurance deductions and confirmed I needed to prorate them across the coverage years.
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Alina Rosenthal
•Wait, there's actually a way to talk to a real person at the IRS without waiting for 3 hours? How exactly does this work? Sounds too good to be true honestly.
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Fiona Sand
•Yeah right. I'll believe this when I see it. I've literally never gotten through to the IRS no matter what time or day I call. If this actually works I'll eat my hat.
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Mohammad Khaled
•It uses a system that navigates the IRS phone tree and waits on hold for you. When an agent answers, you get a call connecting you directly to them. You don't have to do anything except wait for your phone to ring when an agent is available. It's basically like having someone else wait on hold for you. The service monitors the call and when a human finally answers, it immediately calls your phone and connects you. I was skeptical too, but it actually works - I've used it twice now. The IRS agent I spoke with was super helpful and gave me the official guidance on prorating insurance premiums for rental properties.
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Fiona Sand
I have to publicly eat my words here. After my skeptical comment, I decided to try Claimyr out of desperation because I had a pressing question about my rental property deductions. I fully expected it to be a waste of money, but I was SHOCKED when my phone rang and I was talking to an actual IRS agent about 20 minutes later. The agent confirmed exactly what others have said here - landlord insurance should be prorated over the coverage period, not fully deducted when paid. She even sent me to the specific IRS publication that explains this rule. I've been doing my rental property taxes wrong for years! Would have never known if I hadn't actually gotten through to ask. Consider me completely converted.
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Finnegan Gunn
I've been a landlord for 15 years and I always use Schedule E to report my rental income and expenses. For insurance, I follow the 12-month rule. If your insurance policy is for 12 months or less, you can deduct it in the year you pay it, EVEN if it covers months in the next year. So in your case, you could just deduct the full premium in the year you pay it. That's what my CPA has me do and we've never had issues with the IRS. Makes bookkeeping WAY simpler too.
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Miguel Harvey
•Are you sure about that? I thought the 12-month rule had exceptions for rental properties reported on Schedule E. Doesn't it depend on whether you're using cash or accrual accounting method?
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Finnegan Gunn
•You're right to ask about this. The 12-month rule does apply to many prepaid expenses, but it's subject to additional requirements. For it to apply, the payment can't extend more than 12 months beyond the end of the tax year, AND it can't exceed what would normally be deductible in that timeframe. For rental properties specifically, if you're using the cash method (which most individual landlords do), you can often use this simplified approach. However, if you've been prorating in previous years, it's generally better to stay consistent with your accounting method. Switching methods without proper documentation could raise flags. Always best to consult with your specific tax advisor since individual situations vary.
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Ashley Simian
Has anyone used TurboTax for handling this kind of situation? I've got a similar issue with my rental property insurance but I'm not sure how to enter it correctly in the software.
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Oliver Cheng
•I use TurboTax for my rental properties. When you get to the Schedule E section, there's a field specifically for insurance. What I do is calculate the prorated amount for the tax year (like others have suggested) and enter just that amount. Then I keep a separate spreadsheet tracking my prepaid expenses so I know what to enter next year. The software doesn't have a specific way to track prepaid expenses across tax years, so you have to do that part yourself. In your case, you'd enter $1,385 for 2022 (the $990 + $395 calculation).
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Taylor To
Just a heads up that if you're ever audited, the IRS will want to see that you're handling prepaid expenses consistently year to year. Whatever method you choose, stick with it! Switching between methods without good reason is a red flag. I learned this from personal experience - had a rental property audit a few years back and they specifically looked at how I handled my insurance payments. They were fine with prorating but said I needed to be consistent with my approach.
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