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How To Reduce Your Tax Bill With Itemized Deductions

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June 4, 2024

This article is Tax Professional approved

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This article was updated on Nov. 19, 2024 with the standard deduction for the 2025 tax season.

Of the many measures that business owners take to reduce their tax liability, itemizing deductions is perhaps the most familiar.

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Highlights

  • Taxpayers have the option of either taking the standard deduction, which is a specific, set number each year, or itemizing deductions, which means adding up your actual deductible expenses.
  • Itemizing deductions is a good idea if you believe your actual expenses will add up to a larger deduction than the standard deduction.
  • Common deductible expenses include medical and dental expenses, state and local taxes, and charitable contributions.

What are itemized deductions?

Itemized deductions are essentially a list of expenses you can use to reduce your taxable income on your federal tax return. They include medical expenses, taxes, the interest you pay on your home mortgage, and donations to charity. Taxpayers who itemize add up all of their deductible expenses and subtract the total from their adjusted gross income to reach their taxable income.

How do you itemize deductions?

You itemize deductions on Schedule A of Form 1040.

When you file your federal income tax with Form 1040, U.S. Individual Tax Return, you have the option of itemizing deductions or taking the standard deduction—an amount predetermined by the IRS, based on your filing status.

Typically, if your total itemized deductions are greater than the standard deduction available for your filing status, you’ll opt to itemize.

However, it’s important to note that there are a couple of circumstances in which taxpayers don’t have a choice on whether to itemize or claim the standard deduction. Nonresident aliens are required to itemize and married couples who file separately have to choose the same method—one can’t itemize while the other claims the standard deduction.

Common itemized tax deductions

  • Medical and dental expenses
  • State and local taxes (income tax or sales taxes)
  • Real estate mortgage interest
  • Gifts by cash or check
  • Casualty and theft losses from a federally declared disaster

Assuming you can itemize, to do so you’ll need to keep track of what you spent during the tax year and keep documentation, such as receipts, bank statements, medical bills, and acknowledgment letters from charities.

You’ll also need to keep the following rules and limitations in mind:

  • Medical and dental expenses. You can only deduct out-of-pocket medical expenses that exceed 7.5% of your adjusted gross income.
  • State and local income taxes and property taxes. The TCJA capped the deduction for state and local taxes at $10,000. Under prior rules, the deduction for state and local taxes was unlimited.
  • Home mortgage interest. If your home was purchased prior to December 16, 2017, you can deduct interest paid on your home mortgage debt of up to $1,000,000. If purchased after December 16, 2017, you can deduct interest paid on the first $750,000. To qualify, the mortgage must have been used to “buy, build, or substantially improve” your home. In other words, home equity debt that was not used for home renovation and remodeling is not eligible.
  • Charitable contributions. You can claim a deduction for cash or property donated to a qualified tax-exempt organization.
  • Casualty and theft losses. You can deduct losses from a federally declared disaster.

If you’ve been itemizing for a while, you might notice a few deductions missing from that list. Recent tax reform eliminated some miscellaneous itemized deductions, including investment fees, job expenses, and tax preparation fees. The good news is these expenses are still deductible for businesses. The change only impacted individual returns.

How deductions impact your tax bracket

Itemized deductions lower your taxable income, which usually means they allow you to pay less taxes. But that depends on your tax bracket.

Let’s say you’re an individual taxpayer, and you made $100,000 of taxable income last year. That puts you in the 24% tax bracket.

But if you claim $20,000 in itemized deductions, your new taxable income is $80,000 moving you down to the 22% tax bracket.

If you only claimed $10,000 in deductions, you would still pay less taxes, but you’d still pay the 24% tax rate.

How do you itemize deductions?

You itemize deductions on Schedule A of Form 1040, which looks like this:

What is the standard deduction?

The standard deduction is a flat amount that the IRS allows you to deduct—no matter how many deductible expenses you have. The standard deduction available to you depends on your filing status.

For the 2023 and 2024 tax years, the available standard deductions are as follows:

Filing Status 2023 Standard Deduction 2024 Standard Deduction
Single $13,850 $14,600
Married Filing Jointly $27,700 $29,200
Married Filing Separately $13,850 $14,600
Head of Household  $20,800 $21,900

For 2017 tax returns, the standard deduction was just $6,350 for single people and $12,700 for married couples filing joint returns. The new tax law (Tax Cuts and Jobs Act) nearly doubled the standard deductions for all filing statuses, so many more people will see a lower tax bill with the standard deduction than they would get from itemizing.

With the higher standard deductions, taking steps to lower your tax bill might be a little more complicated than it was before. Pre-paying your state and local taxes or making a donation to charity might not be enough to push you over the higher standard deduction hurdle. And if you live in a high-tax state, your combined state income taxes and property taxes may have already reached the $10,000 limit.

Should you take the standard deduction or itemize?

When you file your federal income tax with Form 1040, U.S. Individual Tax Return, you have the option of itemizing deductions or taking the standard deduction—an amount predetermined by the IRS, based on your filing status.

Typically, if your total itemized deductions are greater than the standard deduction available for your filing status, you’ll opt to itemize.

However, it’s important to note that there are a couple of circumstances in which taxpayers don’t have a choice on whether to itemize or claim the standard deduction. Nonresident aliens are required to itemize and married couples who file separately have to choose the same method—one can’t itemize while the other claims the standard deduction.

Itemized deductions vs. standard deduction

If the standard deduction amount for your filing status is greater than the amount of itemized deductions you’d be able to claim, then you should take the standard deduction. And vice versa.

To decide whether it’s worth it to claim itemized deductions rather than the standard deduction, you’ll need to know your filing status and have a rough estimate of your income and the itemized deductions you want to claim for the year. A good place to start is looking at your prior tax return.

To illustrate, say Mark and Sara are a married couple trying to decide whether they should itemize in 2024. They expect their 2024 income and deductions to be pretty similar to 2023, so they pull out their 2023 Form 1040 and look at Line 7 to see their adjusted gross income for 2023 was $100,000.

Let’s go down that list of itemized deductions to see whether Mark and Sara can benefit from itemizing in 2023.

Medical and dental expenses

Medical and Dental Expenses

As we mentioned previously, to benefit from claiming itemizing medical expenses, your total out-of-pocket medical and dental expenses must exceed 7.5% of your AGI in 2024.

For Mark and Sara, that means they would need more than $7,500 in expenses to benefit from deducting medical expenses. Mark and Sara have health insurance, are generally healthy, and didn’t have any major medical or dental procedures in 2024, so they estimate they won’t have more than $7,500 in medical expenses for 2024.

Itemized medical expenses: $0

State and local taxes

State and Local Taxes

Mark makes quarterly estimated tax payments of $5,000 per year for state income taxes. Sara stays home with their young daughter, so she doesn’t make estimated tax payments or have any state income taxes withheld from a paycheck.

They pay roughly $5,000 per year in property taxes on their home, and $200 in personal property taxes are paid with their vehicle registrations. Of the total $10,200 they pay in state and local taxes, Mark and Sara can claim $10,000. The additional $200 deduction is lost since the deduction for state and local taxes is capped at $10,000.

Itemized taxes: $10,000

Mortgage interest

Mortgage Interest

Mark and Sara pay roughly $8,000 per year in mortgage interest on their home. Their mortgage balance is well under $750,000, and they used 100% of the proceeds to buy their home, so Mark and Sara don’t have to worry about their mortgage interest deduction being limited.

Itemized mortgage interest: $8,000

Gifts to charity

Gifts to Charity

Mark and Sara donate approximately $600 in cash per year and another $300 worth of used clothing and household items to a charity thrift store.

Itemized charitable donations: $900

Adding up itemized deductions

Mark and Sara’s total estimated itemized deductions for 2024 are $18,900 ($10,000 in taxes, $8,000 in mortgage interest, and $900 in gifts to charity). As a married couple filing a joint return, the standard deduction available to them in 2024 is $29,200, so their itemized deductions are $10,300 less than the standard deduction. Unless Mark and Sara wind up paying bill medical bills in 2024 or want to increase their charitable giving drastically, they’re better off claiming the standard deduction for 2024.

Bottom line

If you run the numbers like Mark and Sara did above and your estimated itemized deductions are close to the available standard deduction for your filing status, you’ll probably want to keep records for any available itemized deductions just in case. At tax time, your tax professional can run the numbers both ways to see which method produces a lower tax bill.

This post is to be used for informational purposes only and does not constitute legal, business, or tax advice. Each person should consult his or her own attorney, business advisor, or tax advisor with respect to matters referenced in this post. Bench assumes no liability for actions taken in reliance upon the information contained herein.
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