Tax Deduction Wisdom - Should You Itemize?

Learn whether itemizing your deductions makes sense, or if you should simply take the no-questions-asked standard deduction. The standard deduction is always easier, but for one out of every four taxpayers, itemizing pays off with a lower tax bill. Browse this quick tax deduction overview to avoid paying more taxes than you actually owe.

Compare and perhaps save

Tax season pressure may tempt you to accept the standard tax deduction, rather than exploring the potential benefit of itemizing your deductions.

To figure out whether itemizing would be profitable for you, you need to determine whether the allowable expenses you paid during the year – for things like home mortgage interest and property taxes, state income or sales taxes, medical expenses, charitable donations, etc.—exceed the standard deduction for your filing status. Here are the basic numbers to beat for 2011 returns:

Those are the numbers for most of us, but some people get even higher standard deductions. If you're 65 or older or blind, you get to increase your standard tax deduction by the amount listed below. 
 

Single or Head of Household: 65 or older $1,450
Blind $1,450
Both 65 or older and blind $2,900
Married, Widow or Widower: One spouse 65 or older, or blind $1,150
One spouse 65 or older, and blind $2,300
One spouse 65 or older, and both blind $3,450
Both spouses 65 or older $2,300
Both spouses 65 or older, and one blind $3,450
Both spouses 65 or older, and both blind $4,600
 

Now consider how well you will do with itemized deductions in the following areas:

If you own a home

Many taxpayers take the standard deduction rather than itemizing their tax deductions, even though some taxpayers with mortgages or home equity loans could have saved money by itemizing. If you have a mortgage or home equity loan on your home, fill out Schedule A to see if your itemized tax deductions are larger than the standard tax deduction to which you're entitled.

In January, your mortgage lender should provide you with the amount of mortgage interest you paid during the previous year. Look for Form 1098, Mortgage Interest Statement in the mail. If you paid points as part of financing your home, the points will also be shown on that form. Tip: Mortgage lenders sometimes attach Form 1098 to your December or January mortgage bill.

Here's a quick rule of thumb: Compare your mortgage interest (plus any points paid on the purchase of your residence) with your standard deduction. If you have refinanced your mortgage, points on the refinancing are deducted gradually over the life of the loan—1/30th a year on a 30-year mortgage, for example. Don't forget to add each year's share to your deductions. For more information, consult IRS Publication 936: Home Mortgage Interest Deduction.

If the interest you paid on your mortgage is larger than your standard tax deduction, you definitely benefit by itemizing -- and all the rest of your deductible expenses (including real estate taxes, state and local income taxes, and charitable donations) are frosting on the cake.

If you closed on a home mortgage in 2011 and had to pay Private Mortgage Insurance (PMI), the premiums you paid in 2011 can be deducted if your adjusted gross income falls below a certain level. This new write-off phases out as income rises between $100,000 and $109,000 (except on married filing separate returns, for which the phase out level is $50,000 to $54,500). If you're paying PMI on a mortgage issued before 2007, you're out of luck on this one. This deduction, which applies only to mortgages used to purchase a home (rather than refinance), is effective through December 31, 2011.

State and local taxes

Even if you don't own a home, itemizing can pay off handsomely. Look at the income taxes that you paid to your state, and to your city or county, if applicable. Income taxes you pay to these governments are deductible. Add up the state and city taxes shown on your W-2s and compare the total to your standard deduction.

If you made estimated tax payments to your state or local government (including any 2010 refund you had applied to your 2011 tax bill), be sure to total those amounts. And don't forget to add in any money you sent with your 2010 state and local tax returns in the spring of 2011.

Charitable donations

You can deduct charitable donations only if you itemize your deductions. Add up the money you donated to organizations like the Red Cross, churches, synagogues, mosques and other nonprofit organizations.

If you donated things like clothing, furniture or other household items, you need to determine their value. One way is to find out what your local thrift shop is charging for similar items, or you could use a software program like ItsDeductible that does this work for you.

Make sure you use good judgment and that you don't overvalue your donations.

Also, note that the law now demands more substantiation than in the past to back up charitable deductions. Under the old rules, taxpayers needed a receipt to back up any charitable contribution of $250 or more (a cancelled check was not sufficient). That's still the case for contributions of $250 or more. But now you also need a receipt or a cancelled check to back up deductions for smaller donations as well.

Medical expense deductions

Although medical expenses are deductible, very few taxpayers get to deduct them. Why not? Because you get to deduct such costs only to the extent that unreimbursed expenses exceed 7½ percent of your Adjusted Gross Income. So if your AGI is $50,000, for example, the first $3,750 ($50,000 x 0.075) effectively don't count. Before you go through all of your doctors' bills and prescription receipts, do a quick calculation based on your income to make sure your time will be well spent.

Deductible medical expenses include doctor and dentist fees, chiropractor fees, lab fees, contact lenses, glasses, prescription drugs and medical supplies.

If you have a question about a particular medical expense, consult IRS Publication 502: Medical and Dental Expenses.

You can deduct the premiums you pay for health insurance coverage, unless your employer pays for your coverage through a payroll deduction using pre-tax dollars. If so, you've already received a tax benefit for your premium payments, so don't deduct those premiums on your tax return. If you're not sure, consult your employer's benefits department.

Miscellaneous tax deductions

Most of the remaining deductions are subject to a limitation similar to, but less stringent than, the one for medical expenses.

  1. Review the miscellaneous deductions listed below.
  2. Add up the ones you can take.
  3. Calculate 2 percent of your Adjusted Gross Income.
  4. Compare the two figures.

You get a deduction to the extent that the total of miscellaneous deductions exceeds 2 percent of your Adjusted Gross Income.

If the total falls short of 2 percent of your Adjusted Gross Income, you can't deduct any of these items.

Examples of qualifying miscellaneous expenses that you could deduct include:

Miscellaneous deductions not subject to the 2 percent rule

There are a few miscellaneous expenses that guarantee tax savings to itemizers because they are deductible without regard to the 2 percent threshold. These three are most likely to be of any benefit:

There are many other expenses that you can deduct. For example, if you're involved in estates, trusts and investments, or if you have significant job-related expenses, it's worth your time to investigate a bit further. For more information, see IRS Publication 529: Miscellaneous Deductions.

TurboTax can help you decide whether you should itemize your deductions. Simply enter all of your information when prompted, and let the program determine if it's better for you to itemize or take the standard deduction.