Tax Breaks

The Most-Overlooked Tax Deductions

Here are the top 19 breaks -- including six new ones -- that you shouldn't pass up.

By Kevin McCormally, Editorial Director, Kiplinger.com

November 2009
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Every year, the IRS dutifully reports the most common blunders that taxpayers make on their returns. And every year, at or near the top of the “oops” list is forgetting to enter their Social Security number at the top of the tax form -- or making a mistake when entering those nine digits.

Review our breaks as a slide show.



No doubt about it: The opportunity to make mistakes is almost unlimited, and missed deductions can be the most costly. About 46 million of us itemize on our 1040s -- claiming nearly $1 trillion worth of deductions. That’s right: $1,000,000,000,000, a number rarely spoken out loud until Congress started debating economic-stimulus plans to combat the Great Recession.

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Another 85 million taxpayers claim more than a half-trillion dollars’ worth using standard deductions—and some of you who take the easy way out probably shortchange yourselves. (If you turned 65 in 2009, remember that you now deserve a bigger standard deduction than the younger folks.)

Yes, friends, tax time is a dangerous time. It’s all too easy to miss a trick and pay too much. Years ago, the fellow who ran the IRS at the time told Kiplinger's Personal Finance magazine that he figured millions of taxpayers overpaid their taxes every year by overlooking just one of the money-savers listed below:

1. State sales taxes. Although all taxpayers have a shot at this write-off, it makes sense primarily for those who live in states that do not impose an income tax. You must choose between deducting state and local income taxes or state and local sales taxes. For most citizens of income-tax states, the income tax is a bigger burden than the sales tax, so the income-tax deduction is a better deal.

The IRS has tables that show how much residents of various states can deduct. But the tables aren’t the last word. If you purchased a vehicle, boat or airplane, you get to add the state sales tax you paid to the amount shown in the IRS tables for your state, to the extent that the sales-tax rate you paid doesn’t exceed the state’s general sales-tax rate. (Download IRS tables in .pdf format here).

The same goes for any homebuilding materials you purchased. These items are easy to overlook, but they could make the sales-tax deduction a better deal even if you live in a state with an income tax. The IRS even has a calculator on its Web site to help you figure the deduction, which varies depending on the state where you live and your income level.

2. Reinvested dividends. This isn't really a deduction, but it is a subtraction that can save you a bundle. And this is the break that former IRS commissioner Fred Goldberg told Kiplinger's a lot of taxpayers miss.

If, like most investors, your mutual fund dividends are automatically used to buy extra shares, remember that each reinvestment increases your tax basis in the fund. That, in turn, reduces the taxable capital gain (or increases the tax-saving loss) when you redeem shares. Forgetting to include the reinvested dividends in your basis results in double taxation of the dividends -- once when you receive them and later when they’re included in the proceeds of the sale. Don’t make that costly mistake. If you’re not sure what your basis is, ask the fund for help.

3. Out-of-pocket charitable contributions. It’s hard to overlook the big charitable gifts you made during the year, by check or payroll deduction (check your December pay stub). But the little things add up, too, and you can write off out-of-pocket costs incurred while doing good works. For example, ingredients for casseroles you prepare for a nonprofit organization’s soup kitchen and stamps you buy for your school’s fundraising mailing count as a charitable contribution. If you drove your car for charity in 2009, remember to deduct 14 cents per mile.

4. Student-loan interest paid by Mom and Dad. Generally, you can only deduct mortgage or student-loan interest if you are legally required to repay the debt. But if parents pay back a child’s student loans, the IRS treats the money as if it was given to the child, who then paid the debt. So, a child who’s not claimed as a dependent can qualify to deduct up to $2,500 of student-loan interest paid by Mom and Dad. And he or she doesn’t have to itemize to use this money-saver.

5. Moving expenses to take your first job. Here’s an interesting dichotomy: Job-hunting expenses incurred while looking for your first job are not deductible. But moving expenses to get to it are. And you get this write-off even if you don’t itemize. If you moved more than 50 miles, you can deduct the cost of getting yourself and your household goods to the new area -- including 24 cents per mile for driving your own vehicle for a 2009 move -- plus parking fees and tolls. The same holds true for any new job you take.

6. Military reservists’ travel expenses. Members of the National Guard or military reserve may tap a deduction for travel expenses to drills or meetings. To qualify, you must travel more than 100 miles from home and be away from home overnight. If you qualify, you can deduct the cost of lodging and half the cost of your meals, plus 55 cents per mile for 2009 for driving your own car to get to and from drills. In any event, add parking fees and tolls. You get this deduction regardless of whether you itemize.

7. Child-care credit. A credit is so much better than a deduction; it reduces your tax bill dollar for dollar. So missing one is even more painful than missing a deduction that simply reduces the amount of income that’s subject to tax.

If you pay your child-care bills through a reimbursement account at work, it's easy to overlook the child-care credit. Although only $5,000 in expenses can be paid through a tax-favored reimbursement account, up to $6,000 (for the care of two or more children) can qualify for the credit. So, if you run the maximum through a plan at work but spend even more for work-related child care, you can claim the credit on as much as $1,000 of additional expenses. That would cut your tax bill by at least $200.

8. Estate tax on income in respect of a decedent. This sounds complicated, but it can save you a lot of money if you inherited an IRA from someone whose estate was big enough to be subject to the federal estate tax.

Basically, you get an income-tax deduction for the amount of estate tax paid on the IRA assets you received. Let’s say you inherited a $100,000 IRA, and the fact that the money was included in your benefactor's estate added $45,000 to the estate-tax bill. You get to deduct that $45,000 on your tax returns as you withdraw the money from the IRA. If you withdraw $50,000 in one year, for example, you get to claim a $22,500 itemized deduction on Schedule A. That would save you $6,300 in the 28% bracket.

9. State tax paid last spring. Did you owe tax when you filed your 2008 state tax return in the spring of 2009? Then, for goodness’ sake, remember to include that amount in your state-tax deduction on your 2009 return, along with state income taxes withheld from your paychecks or paid via quarterly estimated payments.

10. Refinancing points. When you buy a house, you get to deduct in one fell swoop the points paid to get your mortgage. When you refinance a mortgage, though, you have to deduct the points over the life of the loan. That means you can deduct 1/30th of the points a year if it’s a 30-year mortgage. That’s $33 a year for each $1,000 of points you paid -- not much, maybe, but don’t throw it away.

Even more important, in the year you pay off the loan -- because you sell the house or refinance again -- you get to deduct all as-yet-undeducted points. There’s one exception to this sweet rule: If you refinance a refinanced loan with the same lender, you add the points paid on the latest deal to the leftovers from the previous refinancing--and deduct the amount gradually over the life of the new loan.

11. Jury pay turned over to your employer. Many employers continue to pay employees’ full salary while they serve on jury duty, and some require employees to turn over their jury pay to the company coffers. The only problem is that the IRS demands that you report those fees as taxable income. To even things out, you get to deduct the amount you pay to your employer.

But how do you do it? There’s no line on the Form 1040 labeled Jury fees. Instead the write-off goes on line 36, which purports to be for simply totaling up the deductions that get their own lines. Add your jury fees to the total of your other write-offs and write “jury pay” on the dotted line.

12. Property-tax deduction for nonitemizers. This break, new in 2008, also works in 2009, but millions of taxpayers who claim the standard deduction may miss it. Normally, to write off property taxes, you must itemize deductions. But this new rule lets homeowners who don’t itemize boost their standard-deduction amount -- by up to $500 if they’re single and up to $1,000 if they’re married and file a joint return -- to account for property taxes paid during 2009. You’ll need to include extra paperwork -- a Schedule L -- with your 2009 tax return to get this break.

13. Casualty-loss deduction for nonitemizers. For 2009, taxpayers who claim the standard deduction can add casualty losses to their standard-deduction amounts -- if the loss occurred in a presidentially designated disaster area. Also, the casualty-loss deduction for losses in presidentially declared disaster areas is not subject to the usual reduction equal to 10% of your adjusted gross income. If you suffered such a loss, be sure you let Uncle Sam help you out by lowering your tax bill. As with the property-tax deduction for nonitemizers, you’ll need to file a Schedule L with your return to pump up your standard deduction to include the loss.

14. Hope credit for college juniors and seniors. Parents of college kids know the $2,000 Hope credit is just for the first two years of college; after that, the lower Lifetime Learning credit applies. But wait! That’s not how it works for 2009. Instead, the credit has been renamed, increased and expanded. It’s now called the American Opportunity Credit, and it will rebate up to $2,500 for each qualifying student for the first four years of college. The full credit is available to individuals whose modified adjusted gross income is $80,000 or less, or $160,000 or less for married couples filing a joint return. The credit is phased out for taxpayers with incomes above those levels. The income limits are higher than last year’s. (More on the American Opportunity Credit here.)

15. Making Work Pay credit. You’ve probably been enjoying the fruits of this credit via reduced payroll tax withholding since spring 2009. But to lock in your savings–by reducing your tax bill by $400 if you’re single or $800 if you’re married and file a joint return–you’ll need to actually claim the credit on your 2009 tax return—and you’ll use brand-new Schedule M to do so. The credit is equal to 6.2% of your earned income, capped at $400 or $800. For single filers, it starts phasing out at $75,000 of adjusted gross income and dries up at $95,000. The phase-out zone for couples is $150,000 to $190,000.

16. Sales-tax deduction for new vehicles. If you bought a new car, truck, motorcycle or motor home after February 16, 2009, and before the end of the year, you can deduct the sales tax paid -- up to a maximum purchase price of $49,500 per vehicle -- either as an itemized deduction or, if you claim the standard deduction, as a supercharged standard deduction. The benefit begins phasing out for married couples with adjusted gross income over $250,000 and singles with AGI over $125,000, and it is completely gone for single filers with AGI of $135,000 or more and joint filers with AGI of at least $260,000. Nonitemizers need to file a Schedule L with their return to get the benefit; itemizers who elect to deduct state income taxes will claim the car sales tax as a separate itemized deduction.

17. Credit for energy-saving home improvements. The tax credit equal to 10% of the cost of energy-saving home improvements is increased to 30% for 2009 and 2010, up to a maximum of $1,500 in the two-year period. The credit applies to biomass fuel stoves, qualifying skylights, windows and outside doors, and high-efficiency furnaces, water heaters and central air conditioners. The dollar limit on a particular type of improvement, such as the $200 cap on the credit for windows, has been repealed, so don’t limit yourself to the old rules. Finally, there’s also no dollar limit on the credit for qualified residential alternative energy equipment, such as solar hot water heaters, geothermal heat pumps and wind turbines. Your credit can be 30% of the total cost of such systems.

18. Break on the sale of demutualized stock. Taxpayers won an important court battle with the IRS in 2009 over the issue of demutualized stock. That’s stock that a life insurance policyholder receives when the insurer switches from being a mutual company owned by policyholders to a stock company owned by stockholders. The IRS’s longstanding position was that such stock had no tax basis, so that when the shares were sold, the taxpayer owed tax on 100% of the proceeds of the sale. But after a long legal struggle, a federal court ruled that the IRS was wrong. The court didn’t say what the basis of the stock should be, but many experts think it’s whatever the shares were worth when they were distributed to policyholders. If you sold stock in 2009 that you received in a demutualization, be sure to claim a basis to hold down your tax bill.

19. Home-buyer credit. We put this last on the list because it’s hard to imagine any taxpayer missing this big a tax break. But the rules changed late in the year, so snafus are certain. For most of the year, only first-time home buyers qualified for this credit. A “first-time buyer” is defined as someone who didn’t own a home in the three years leading up to the purchase of a new home. But big changes apply to homes purchased after November 6, 2009. First, in addition to the $8,000 credit for first-time home buyers, there’s a $6,500 credit for longtime homeowners, those who continuously owned a home for at least five of the eight years leading up to the purchase of a new home. The new law also increases how much buyers may earn and still claim the credit. For deals closed before November 7, the right to the first-time buyer credit gradually disappears as adjusted gross income rises between $75,000 and $95,000 on single returns and between $150,000 and $170,000 for married couples who file jointly. For purchases after November 6, the phase-out zones–for both the $8,000 credit and the $6,500 credit -- are $125,000 to $145,000 for singles and $225,000 to $245,000 for married couples. More questions? See FAQs on the Home Buyer Tax Credits.

For clear, concise year-round tax-saving help for non-experts as well as tax professionals from The Kiplinger Tax Letter, click here.

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Reader Comments (43)

Posted by: S. Peaden at 11/26/2009 11:15:30 AM

Does the O% capital-gians rate apply to married couples with taxable income of $65,100 or less for 2009?

Posted by: Kurt Witbrod at 12/15/2009 07:42:49 AM

Dental work [Dentures]/ Is it a write off ?

Posted by: Loretta Butler at 12/17/2009 05:50:53 PM

My husband and I have a taxable income less than $60,000. Will we have 0% tax on capital gains of longheld stock?

Posted by: jenny at 12/28/2009 04:55:44 PM

19 is wrong per the irs web page...But the new law also provides a long-time resident credit of up to $6,500 to others who do not qualify as first-time homebuyers. To qualify this way, a buyer must have owned and used the same home as a principal or primary residence for at least five consecutive years of the eight-year period ending on the date of purchase of a new home as a primary residence.

Posted by: Barb at 12/28/2009 04:57:54 PM

Barb - Please take a second & read thru this info regardung tax deductions. Me

Posted by: SusanBAnthony at 12/28/2009 07:37:03 PM

It doesn't make sense to give a one-person household a $500 income credit for local real estate taxes and a two-person household $1000. The local tax burden is the same and two can live as cheaply as one. A person should not be twice penalized because they cannot find a suitable marriage partner.

Posted by: Angela at 12/28/2009 07:37:51 PM

Do you get tax breaks for gambling? And what about winnings?

Posted by: Lavonda at 12/28/2009 09:19:29 PM

I was a first time home buyer in June of '06. Am I eligible for a tax break this year?

Posted by: rob at 12/28/2009 11:20:40 PM

why didnt the goverment make it for people buyign new homes in all 2009 for long time buyers and not only from 11-6 2009

Posted by: kelly at 12/29/2009 11:16:14 AM

Kurt your dental work is an itemized deduction under Medical Expenses (along with any other qualified medical costs), but only the amount the exceeds 7.5% of your AGI will be used as the deducation.

Posted by: steve at 12/29/2009 12:15:05 PM

I work 2hrs from home and stay in a travel trailer during the week M-F can I take expense off my taxes

Posted by: R. Wilber at 12/31/2009 03:48:05 PM

If you have a state tax refund,and itimize, go back to Sch A and deduct it from state taxes paid. If you let it ride into next years tax it will increase the amount of any worksheets that use your AGI for determining a taxable amount, such as SSA, EIC and etc.

Posted by: WARREN BROWN at 01/01/2010 08:07:18 AM

what if you bought a new car in January 2009, can you get the sales tax credit?

Posted by: david at 01/02/2010 06:44:04 PM

can i deduct the cost of paying for my two boys, their health insurance, their college tuition,and the fact that i pay for their rent and utilites from my 2009 taxes? I am separated from my wife who pays nothing toward two boys college tuition, their health insurance, or for their rent and utilities.

Posted by: david nelson at 01/03/2010 04:47:48 PM

i am separated from my and i am the only one paying for my two boys: health insurance, college tuition (books,etc). i am also paying for their rent and utilities. my two boys are full time students and are currently working low income jobs. my question is, is there any way for me to deduct any of this from my 2009 tax?

Posted by: Ryan at 01/03/2010 08:22:16 PM

If I help out on the family farm for a few weeks out of the year can I write off the travel expense for the job? even if i dont get paid for my work? it is 400 miles away give or take.

Posted by: Lupe Ornelas at 01/03/2010 08:57:00 PM

What do I need to provide as proof of educational travel in order to deduct my trip expenses?

Posted by: kevin mccormally at 01/04/2010 01:09:31 PM

Kevin McCormally of Kiplinger here, with an answer for S. Peaden. It's even better than you suggest. The 0% rate for long-term capital gains applies to married couples who file a joint return with 2009 taxable income under $67,900. That's the top of the 15% bracket and the 0% rate for gains applies to taxpayers in the 10% and 15% brackets. If your gain pushes you above that level, the excess gain will be taxed at 15%.

Posted by: Tony DiBaggio at 01/04/2010 01:11:08 PM

We had extensive foundation work done on a home we rent out. Is there a max expense we can take on the rented house? Also must foundation repair work be depreciated or can it be taken as an expense in the year work was complted. Thanks

Posted by: kevin mccormally at 01/04/2010 01:11:43 PM

Kevin McCormally of Kiplinger here with an answer for Kurt Witbrod. Yes, the cost of dentures is a deductible medical expense. Such expenses are deductible on Schedule A if you itemize deductions; you get a tax benefit only to the extent that the total of your unreimbursed expenses exceeds 7.5% of your adjusted gross income. If your AGI is $50,000, for example, the first $3,750 of your medical expenses don't count.

Posted by: kevin mccormally at 01/04/2010 01:13:19 PM

Kevin McCormally of Kiplinger here, with an answer for Loretta Butler. Yes, the 0% rate for 2009 long-term gains applies to taxpayers in the 10% and 15% bracket. The 15% bracket on joint returns ends at $67,900 for 2009, so any gains under that amount would be taxed at 0%. Any long-term gains that push your income above that level would be taxed at 15%.

Posted by: kevin mccormally at 01/04/2010 01:21:02 PM

Kevin McCormally of Kiplinger here, with an response for Jenny. I'm not sure what you're saying is incorrect. Our discussion of number 19 discusses the expansion of the credit to add $6,500 for long-time residents.

Posted by: kevin mccormally at 01/04/2010 01:27:24 PM

Kevin McCormally of Kiplinger here, with answer for Angela. You report gambling winnings as "other income" on the face of the Form 1040. Gambling losses are deductible, but only by folks who itemize deductions on Schedule A and then only to the extent that you report gambling winnings.

Posted by: kevin mccormally at 01/04/2010 01:28:26 PM

Kevin McCormally of Kiplinger here, with an answer for Lavonda. Sorry, but the first-time buyer credit was first available for purchases after April 8, 2008. Since you bought your first home before then, you're out of luck.

Posted by: kevin mccormally at 01/04/2010 01:31:09 PM

Kevin McCormally at Kiplinger here, with an answer for WARREN BROWN. Sorry, but the new deduction for sales taxes paid on new vehicles is available only for purchases after February 16. If you bought in January, the only way to deduct the taxes is if you choose to deduct state sales taxes rather than state income taxes on your tax return. If that works out better for you, you can add the tax paid on your new car to the estimated amounts offered in IRS tables.

Posted by: kelly at 01/05/2010 08:08:37 AM

I purchased a home and 6 acres doing payments to an individual. We just finished paying on it in March of this year. The deed was done by the court in March. Can I claim this purchase for the first time home buyers credit?

Posted by: Ali Samana at 01/05/2010 04:04:32 PM

I am surprised at the amount of people asking for tax advice on a random forum. You need a good CPA or a tax attorney for those questions...

Posted by: Sandy at 01/05/2010 04:33:48 PM

From NJ and caregiver for son age 26 in cycle accident pending cranial surgery. may i claim all my expenses when i get back home to NJ

Posted by: mel at 01/05/2010 04:45:16 PM

i pay 400.00 a month for childcare. my child care provider does not have a social security # and does not file a tax return. is there anyway to deduct/claim my childcare expenses without providing the IRS information on my childcare provider?

Posted by: Mary at 01/06/2010 06:56:45 PM

Was wondering if I might be able to claim the interest I pay on my trailer. I pay property tax and school tax on the site which I rent for it. It is my Summer Home..

Posted by: Bev Romasco at 01/07/2010 08:14:49 AM

I collect a small pension...taxes are taken out of it. I also only receive social security....I do not work.....do I still have to do taxes?

Posted by: Diana at 01/07/2010 12:05:14 PM

Can I claim my 21 year old unemployed daughter who lives with me on my taxes?

Posted by: kevin mccormally at 01/08/2010 04:03:14 PM

Kevin McCormally here with an answer for Diana. Is your daughter a full time student? If so, you can claim her as a dependent if she lived with your for more than half the year and did NOT provide more than half of her own support. (When figuring support, put on your side of the ledger the value of food and lodging you provide.) If she's not a full time student, then you can claim her only if you provided more than half of her support and her gross income from the year is under $3,650. You can find more information on dependents starting on page 26 of IRS Publication 17: http://www.irs.gov/pub/irs-pdf/p17.pdf

Posted by: kevin mccormally at 01/08/2010 04:08:29 PM

Kevin McCormally of Kiplinger's here...with an answer for Bev Romasco. Yes, you should file a return...even if you're not required to. The filing requirement depends on your income. A single person under age 65, for example, has to file if gross income for the year is over $9,350. A married couple, both of whom are 65 or older, don't have to file until gross income passes $20,900. (For this test, gross income does not count any Social Security benefits that are tax-free.) Even if you're income is below the threshold for filing, you need to file because taxes were withheld from your pension payments. If you don't owe tax, the only way to get your money back is to file and request a refund.

Posted by: Linda at 01/11/2010 12:36:39 AM

Are homecare costs or any part of them tax deductible?

Posted by: regina at 01/11/2010 11:25:12 AM

If a refund from NY was sent directly to cover taxes owed for CT can I still take that decution as having paid the state tax? Also if this happened the year before can I get that itemized as well?

Posted by: Helen Travis at 01/11/2010 04:04:09 PM

Can you use cat food for stray cats as a deductible?

Posted by: CALIFORNIA ARTS COUNCIL at 01/11/2010 05:49:20 PM

In California, we have a new rule: the fees one pays to purchase an Arts License Plate may be considered a charitable contribution to the California Arts Council. We've been wanting this for quite a while, and received the opinion of the Franchise Tax Board in November 2009.

Posted by: DALE WILSEY at 01/12/2010 01:14:55 PM

Is there a dollar amount or percentage for the value of college books (based on purchase price during semester taken) that can be deducted on Form 8283 (NonCash Charitable Contributions)? I have a library willing to take the two to three year books, but the library cannot give me a dollar value( which the costs for the books exceeds $ 1000.00)

Posted by: Didi at 01/12/2010 02:37:42 PM

I am being told that If I am self-employed that I cannot claim the interest and taxes spent on my home. Why is that if the house is under my name? So, I am loosing $? I m a Full Time Student and my income actually is child support But I do not pay taxes on that $ there for I state self employed and my so-called business is NOT a corporation I just DBA it. How can I get around this if there is any truth in this?....Thanks.

Posted by: Jeff at 01/14/2010 02:13:21 PM

Can you write off the cost of having your septic tank drained?

Posted by: camie at 01/14/2010 05:59:42 PM

if i bought a house in 2005 and didnt get the first time home buyer break can i get it now

Posted by: Lisa at 01/14/2010 08:30:32 PM

I pruchased a second home in July 2009, can I get any type of tax credit like the other home buyers?