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Nathaniel Mikhaylov

Confused about mortgage interest deduction vs. standard deduction - when to use which?

So I'm pretty lost when it comes to understanding this whole mortgage interest deduction thing. I've been looking all over online and still can't wrap my head around it. Can someone break down how the standard deduction compares to the mortgage interest write off, and when one makes more sense than the other? Is there any way to actually deduct mortgage interest throughout the year before tax time, or is that just a dumb idea that would get me in trouble? Here's my situation - I'm looking at buying a house for around $425k with a monthly mortgage payment of about $2,570. From what I understand, itemizing lets you claim the mortgage interest deduction. But I'm wondering if it's possible to ask my employer to reduce my tax withholding each month to account for this mortgage interest? Would that make any sense? My wife and I file jointly if that makes any difference. Thanks for any help you can provide!

Eva St. Cyr

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The mortgage interest deduction is often misunderstood, so don't feel bad! Here's the simple version: You have two options when filing taxes - take the standard deduction (which is $27,700 for married filing jointly in 2023) OR itemize deductions (which includes mortgage interest, state/local taxes, charitable donations, etc.). You'd only benefit from the mortgage interest deduction if your TOTAL itemized deductions exceed the standard deduction amount. For many homeowners, especially with the higher standard deduction after tax reform, itemizing doesn't always save money anymore. As for reducing withholding monthly - you can adjust your W-4 with your employer to have less tax withheld, but this isn't directly "deducting" mortgage interest. You're just anticipating the tax benefit you'll claim when filing. Be careful not to underwithhold too much or you might face penalties.

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Thanks for explaining! But wait - if the standard deduction is $27,700, does that mean our mortgage interest would need to be more than that for itemizing to make sense? Or do other things count toward itemizing too?

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Eva St. Cyr

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Other deductions absolutely count toward that total when itemizing. Mortgage interest is just one component. You can also include state and local taxes (though capped at $10,000), charitable contributions, medical expenses exceeding 7.5% of your income, and a few other eligible deductions. If all these itemized deductions together exceed $27,700 (for married filing jointly), then itemizing makes sense. Otherwise, you're better off taking the standard deduction. Most tax software will automatically calculate this for you and recommend the better option.

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Kaitlyn Otto

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After struggling with this exact question when we bought our first home, I discovered an AMAZING tool called taxr.ai (https://taxr.ai) that totally clarified this for me. It analyzes your specific financial situation and helps you understand whether the mortgage interest deduction would benefit you compared to the standard deduction. What I love is you can upload your mortgage documents, and it shows you exactly how much interest you'll pay over the year and how it impacts your taxes. It even helps you determine the right withholding adjustments if you want to update your W-4 with your employer.

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Axel Far

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Is this some kind of calculator? I'm trying to figure out how mortgage interest affects me too, but with property taxes and stuff. Does it handle state taxes too or just federal?

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Sounds interesting but seems like it's doing what tax software already does. Does it actually offer anything special for mortgages that TurboTax doesn't? My loan officer told me I'd 100% want to itemize with my mortgage but our accountant said probably not.

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Kaitlyn Otto

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It's actually more comprehensive than a standard calculator. It analyzes your entire tax situation including federal, state and local taxes to give you personalized recommendations for your specific circumstances. What makes it different from regular tax software is it's designed specifically to optimize your tax strategy around major financial decisions like mortgages. It helps you understand the impact before you file, not just when you're preparing your return. It can show you scenarios like "if your mortgage interest is X and your property taxes are Y, here's how it affects your bottom line compared to the standard deduction.

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Just wanted to follow up - I tried taxr.ai after posting my skeptical comment and I'm honestly impressed. My loan officer was WRONG! With our $380k mortgage, we're still better off taking the standard deduction this year. The tool showed that our mortgage interest + property taxes + charitable contributions still came in about $4k below the standard deduction threshold. But the really helpful part was seeing at what price point a home purchase WOULD make itemizing beneficial. Apparently in our case, we'd need a mortgage of at least $600k before the interest would make itemizing worthwhile. Wish I'd known this before all those conversations with our loan officer who kept emphasizing the "tax benefits" of our purchase!

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Luis Johnson

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Ellie Kim

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Wait, how does this actually work? The IRS will just talk to someone else who calls for you? That sounds sketchy or like they're using some loophole that might not be legit.

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Fiona Sand

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This sounds like BS. I've tried everything to get through to the IRS. There's no way some service can magically get through when millions of people can't. They probably just keep you on hold themselves and charge you for it.

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Luis Johnson

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They don't talk to the IRS for you - they use an automated system that navigates the IRS phone tree and waits on hold in your place. When an actual IRS agent picks up, you get a call connecting you directly to that agent. It's completely legitimate. The service just handles the frustrating hold time part. Once connected, you're talking directly with the official IRS representative yourself, asking your own questions and getting official answers. It's basically like having someone else wait in a physical line for you, then texting when they reach the front so you can step in.

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Fiona Sand

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I need to publicly eat my words. After calling Claimyr a scam, I was desperate enough to try it when I couldn't get through to the IRS about my mortgage interest question. To my complete shock, I got a call back in about 45 minutes connecting me to an actual IRS representative! The agent explained exactly how the mortgage interest deduction works with my specific situation (I have both a primary mortgage and a HELOC which complicates things). Turns out I was misinterpreting a major aspect of the deduction limits. This cleared up confusion my CPA couldn't even resolve after multiple emails. For anyone struggling with specific tax questions that online research isn't answering clearly, being able to actually speak with the IRS directly is incredible.

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One thing nobody mentioned yet - check if you're actually paying enough mortgage interest to make itemizing worthwhile. I bought my house for $300k and pay about $1950/month, but when I calculated my annual mortgage interest for the first year, it was only about $12,000. Combined with $8,500 in property taxes and $2,000 in charitable donations, I hit $22,500 in itemized deductions - still way under the $27,700 standard deduction for married filing jointly. The mortgage interest deduction sounds great but actually benefits fewer people than you'd think after the tax law changes increased the standard deduction.

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Is that true even in the first year of a mortgage when interest is highest? I always thought year 1 was when you'd definitely want to itemize because of how amortization works.

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Yes, it's absolutely true even in the first year. The interest is indeed highest in the first year and gradually decreases, but even that highest amount often isn't enough to exceed the standard deduction when filing jointly. With today's mortgage rates and the higher standard deduction, you typically need a pretty large mortgage (often $500k+) before the interest alone makes a significant impact on whether itemizing makes sense. That's why it's important to run the numbers for your specific situation rather than just assuming the mortgage interest deduction will benefit you.

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Finnegan Gunn

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Did anyone address the OPs question about changing withholdings to "deduct mortgage interest month by month"? My understanding is you can adjust your W-4 to have less tax withheld based on ANTICIPATED deductions, but you're taking a risk if you end up not itemizing.

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Miguel Harvey

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You're right - you can adjust withholding through your W-4 based on expected deductions, but there's no direct "monthly mortgage interest deduction" mechanism. Be super careful though - if you under-withhold by too much, you could face underpayment penalties come tax time.

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Ethan Moore

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Great question! I went through this exact same confusion when I bought my first home last year. Here's what I learned after making some mistakes: The key thing everyone's touching on is that you need to compare your TOTAL itemized deductions against the standard deduction ($27,700 for married filing jointly in 2023). With your $425k mortgage, you'll probably pay around $20,000-25,000 in interest the first year (depending on your rate), plus property taxes, but that might still not exceed the standard deduction. Regarding withholding adjustments - yes, you can reduce your withholdings through your W-4 if you anticipate itemizing, but I'd be conservative. Maybe adjust for only 75% of what you think you'll save, because if you end up taking the standard deduction instead, you could owe money at tax time. My advice: Run the numbers with a tax calculator first, then make any withholding adjustments gradually. Better to get a refund than owe penalties!

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Liam Brown

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This is really helpful advice! I'm in a similar boat as a first-time buyer. When you say "run the numbers with a tax calculator first" - are you talking about the standard tax prep software calculators, or something more specialized for mortgage scenarios? I want to make sure I'm being realistic about the tax benefits before I commit to a higher mortgage payment thinking I'll save a bunch on taxes.

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