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Reviewed by: William McLee
Reviewed date:
December 23, 2025

Form 1040 Schedule D (2014 Tax Year) – Accurate IRS Checklist

Year-Specific Context for 2014

Schedule D for 2014 reflects two significant developments: the redesign of Form 1099-B with boxes aligned to the Form 8949 column structure for improved matching and the initial application of the Net Investment Income Tax (NIIT) at 3.8% to certain investment income exceeding statutory threshold amounts. The NIIT was added to the Affordable Care Act and applies to taxpayers whose modified adjusted gross income exceeds $200,000 for single filers, $250,000 for married filing jointly, or $125,000 for married filing separately.

The ACA shared responsibility payment penalty applied to individuals lacking qualifying health coverage for 2014, requiring verification of health insurance status or payment of the shared responsibility amount on Form 8965 if required. capital gain rates for 2014 remained at 0%, 15%, and 20% for long-term gains, depending on the ordinary income tax bracket, with special rates of 25% for unrecaptured Section 1250 gains and 28% for collectible gains.

Form-Specific Limitations for 2014

Schedule D (Form 1040) is restricted to U.S. individual taxpayers filing Form 1040 or Form 1040NR. Nonresident aliens use Form 1040NR, accompanied by Schedule D, subject to special rules for effectively connected income. Capital gains not effectively connected with a U.S. trade or business may be subject to different tax treatment or exemption under tax treaties. Corporations file Schedule D with Form 1120 instead; partnerships and S corporations report capital gains and losses on Schedule K-1 (Form 1065 or Form 1120-S), which flow through to individual partners or shareholders.

Traders in securities must make a mark-to-market election under Section 475(f) by the due date of the prior year’s return (not including extensions) to treat gains and losses from securities held at year's end as ordinary income rather than capital gains. Without this election, securities transactions are reported on Schedule D as capital gains or losses. Capital losses are deductible only against capital gains, plus $3,000 ($1,500 if married filing separately) per year. Excess losses carry forward indefinitely to future years, retaining their character as short-term or long-term. Wash sale losses are not deductible and must be added to the basis of replacement securities purchased within the 30-day window before or after the sale.

Form Changes for 2014

The 2014 Schedule D introduced an important streamlined reporting option for specific covered securities. Before 2014, taxpayers with multiple basis-reported transactions typically listed each separately on Form 8949. Beginning in 2014, taxpayers may report summary totals directly on Schedule D, line 1a for short-term covered transactions and 8a for long-term covered transactions, if the transactions are reported on Form 1099-B with the basis reported to the IRS, and no adjustments are required. This eliminates the requirement to complete Form 8949 for these straightforward transactions, reducing the paperwork burden for many taxpayers with covered securities.

Form 1099-B underwent a significant redesign for 2014. Prior versions contained information in boxes that were not aligned with the Form 8949 columns, requiring taxpayers to match the data between the forms manually. Beginning in 2014, Form 1099-B boxes are numbered to correspond with specific lines and columns on Form 8949, substantially reducing reporting errors and simplifying the data entry process. This redesign improved coordination between broker reporting and taxpayer reporting, making it easier to accurately transfer information from Form 1099-B to Form 8949 and Schedule D.

10-Step Checklist–2014 Schedule D Filing Compliance

Step 1: Gather Required Documents

Collect all 2014 Form 1099-B or substitute statements from brokers showing proceeds, basis, and whether basis was reported to the IRS. Obtain Form 1099-S for real estate dispositions, Form 1099-DIV with capital gain distributions in box 2a, Form 1099-R if you received distributions from retirement accounts that may have capital gain treatment, and Forms K-1 from partnerships, S corporations, estates, or trusts showing your share of capital gains or losses.

Retain supporting documentation showing cost basis, acquisition dates, and disposition dates for all capital assets sold in 2014. Documentation may include purchase confirmations, reinvested dividend statements, and records of stock splits or mergers affecting basis. Organize documents by transaction type and holding period to facilitate accurate completion of Form 8949.

Step 2: Complete Form 8949 Before Schedule D

Before entering any amounts on Schedule D lines 1b, 2, 3, 8b, 9, or 10, complete Form 8949, Sales and Other Dispositions of Capital Assets, use a separate Form 8949 Part I for each applicable short-term box: Box A for short-term transactions reported on Form 1099-B with basis reported to the IRS, Box B for short-term transactions reported on Form 1099-B without basis reported to the IRS, or Box C for short-term transactions not reported to you on Form 1099-B.

Use a separate Form 8949 Part II for each applicable long-term box: Box D for long-term transactions reported on Form 1099-B with basis reported to the IRS, Box E for long-term transactions reported on Form 1099-B without basis reported to the IRS, or Box F for long-term transactions not reported to you on Form 1099-B. Do NOT complete Form 8949 if your only transactions are covered securities (Box A short-term or Box D long-term) with basis reported to the IRS and no adjustments—report these directly on Schedule D line 1a or line 8a instead using the Exception 1 aggregation rule.

Step 3: Report Short-Term Capital Gains and Losses (Part I)

Enter totals from Form 8949 Part I with Box A checked on Schedule D line 1b, Part I with Box B checked on line 2, and Part I with Box C checked on line 3. On line 1a, enter aggregated proceeds in column (d) and aggregated basis in column (e) for Form 1099-B covered transactions with basis reported to the IRS if Exception 1 applies and no adjustments are needed. Enter short-term capital gains from Form 6252 (installment sales) or Forms 4684 (casualties and thefts), 6781 (Section 1256 contracts), or 8824 (like-kind exchanges) on line 4.

Enter net short-term capital gain or loss from Schedule K-1 received from partnerships, S corporations, estates, or trusts on line 5. Enter short-term capital loss carryover from 2013, obtained from line 8 of your prior-year Capital Loss Carryover Worksheet, on line 6. Combine lines 1a through 6, column (h), and enter the total on line 7. This represents your net short-term capital gain or loss for 2014.

Step 4: Report Long-Term Capital Gains and Losses (Part II)

Enter totals from Form 8949 Part II with Box D checked on Schedule D line 8b, Part II with Box E checked on line 9, and Part II with Box F checked on line 10. On line 8a, enter aggregated proceeds in column (d) and aggregated basis in column (e) for Form 1099-B covered transactions with basis reported to the IRS if Exception 1 applies and no adjustments are needed. Enter long-term capital gains from Form 4797 (sales of business property), Form 2439 (undistributed long-term capital gains from regulated investment companies), Form 6252 (installment sales), or Forms 4684, 6781, or 8824 on line 11.

Enter net long-term capital gain or loss from Schedule K-1 on line 12. Enter total capital gain distributions from Form 1099-DIV box 2a on line 13, regardless of your holding period in the underlying fund. Enter long-term capital loss carryover from 2013, obtained from line 13 of your prior-year Capital Loss Carryover Worksheet, on line 14. Combine lines 8a through 14, column (h), and enter the total on line 15. This represents your net long-term capital gain or loss for 2014.

Step 5: Reconcile Overall Gain or Loss (Part III, Line 16)

Combine line 7 (net short-term capital gain or loss) and line 15 (net long-term capital gain or loss) from column (h) and enter the result on line 16. This amount represents your total net capital gain or loss for 2014. If line 16 shows an increase, proceed to line 17 to determine if you need to complete special worksheets for capital gains taxed at different rates.

If line 16 shows a loss, skip to line 21 to apply the annual capital loss deduction limitation. If line 16 is zero, enter zero on Form 1040 line 13 and skip to line 22. The amount on line 16 ultimately flows to Form 1040 line 13 and affects your total tax liability.

Step 6: Complete Capital Gain Worksheets if Required

If both lines 15 and 16 are gains AND you sold collectibles subject to the 28% rate, sold depreciable real property with unrecaptured Section 1250 gain subject to the 25% rate, or excluded gain on qualified small business stock under Section 1202, complete the applicable worksheets. Use the 28% Rate Gain Worksheet to calculate collectibles gains, including art, antiques, gems, stamps, coins, and precious metals, and enter the result on line 18.

Use the Unrecaptured Section 1250 Gain Worksheet to calculate the portion of gain attributable to depreciation on real property, and join the result on line 19. If line 18 or line 19 contains an amount, you must complete the Schedule D Tax Worksheet found in the Form 1040 instructions (do not complete the Qualified Dividends and Capital Gain Tax Worksheet). If both lines 18 and 19 are zero or blank, proceed to line 20.

Step 7: Answer Line 20 – Special Gain Categories

On line 20, answer whether lines 18 and 19 are both zero or blank. Answer “Yes” if neither line 18 nor line 19 contains an amount, indicating you have no collectibles gains or unrecaptured Section 1250 gain. Answer “No” if either line 18 or line 19 includes an amount. This question determines which tax worksheet you must use to calculate your tax on Form 1040.

If you answered “Yes” and you have qualified dividend income on Form 1040 line 9b, complete the Qualified Dividends and Capital Gain Tax Worksheet. If you answered “No,” complete the Schedule D Tax Worksheet regardless of whether you have qualified dividends.

Step 8: Apply Capital Loss Limitation (Line 21)

If line 16 shows a net capital loss, you may deduct only a limited amount against ordinary income. Enter on line 21 the smaller of: (a) the loss shown on line 16, or (b) $3,000 if single, married filing jointly, qualifying widow(er), or head of household, or $1,500 if married filing separately. This deductible loss amount is entered on Form 1040 line 13 as a negative number, reducing your total income.

Any capital loss exceeding the annual deduction limit carries forward to 2015. Complete the Capital Loss Carryover Worksheet provided in the 2014 Schedule D instructions to calculate your carryover amount, separating it into short-term and long-term components. Retain this worksheet with your tax records for use when preparing your 2015 return.

Step 9: Verify Line 22 – Qualified Dividend Requirement Reminder

Answer “Yes” on line 22 only if you reported qualified dividend income on Form 1040 line 9b in 2014. Qualified dividends are certain dividends from domestic corporations and qualified foreign corporations that meet specific holding period requirements. If you answered “Yes,” confirm that you completed the Qualified Dividends and Capital Gain Tax Worksheet in the Form 1040 instructions to calculate your tax using preferential rates for qualified dividends and long-term capital gains.

If you answered “No,” indicating you have no qualified dividends, mark “No” on line 22 and proceed to final assembly. This line serves as a verification checkpoint to ensure you used the correct tax calculation method.

Step 10: Attach, Sign, Date, and File

Attach all completed Form(s) 8949 to Schedule D in sequence. Attach Schedule D to Form 1040 or Form 1040NR following the schedule attachment order indicated by sequence numbers (Schedule D is sequence number 12). Ensure Schedule D is signed and dated on the same signature line as Form 1040 or Form 1040NR. Verify that the taxpayer's name, Social Security number, and filing status on Schedule D match exactly with those on Form 1040.

Include with your return copies of all Form 1099-B, Form 1099-S, Form 1099-DIV, Form 1099-R, and Schedule K-1 forms received, organized in the order they appear on your return. Do NOT include Form 8949 instructions with the filing; retain them for your records. Mail the complete return to the address shown on the IRS Where to File page for Form 1040 (2014), which varies by state and whether you are enclosing a payment. If you are a nonresident alien, use Form 1040NR with Schedule D and follow the specific rules in Form 1040NR instructions; do not file Form 1040.

2014-Specific Considerations

Net Investment Income Tax (NIIT) – Form 8960

Suppose your modified adjusted gross income (MAGI) exceeds $200,000 for single filers, $250,000 for married filing jointly or qualifying widow(er), or $125,000 for married filing separately. You have net investment income, including capital gains reported on Schedule D. In that case, you may owe an additional 3.8% Net Investment Income Tax.

Complete Form 8960 to calculate this tax, which is imposed on the lesser of your net investment income or the amount by which your MAGI exceeds the threshold for your filing status. Attach Form 8960 to your return if the tax applies. See Publication 550 (2014) for detailed information on what constitutes net investment income and how MAGI is calculated for NIIT purposes.

Capital Loss Carryover from 2013

If you had excess capital losses in 2013 that exceeded the annual deduction limit, enter the carryover amount on line 6 for short-term capital loss carryover or line 14 for long-term capital loss carryover of Schedule D for 2014. The carryover retains its character, whether it is short-term or long-term. Your 2013 tax return, Capital Loss Carryover Worksheet, or prior-year tax records should show the amount carried forward to 2014. Accurate carryover reporting ensures you receive the full tax benefit of losses sustained in prior years.

For professional assistance with your 2014 Schedule D capital gains and losses or any tax filing questions, contact our tax experts at (888) 260-9441.

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This checklist is for educational purposes only and does not constitute tax or legal advice. Always review official IRS instructions and consult a qualified professional for guidance.

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