# Maryland Sports Betting Taxes: 2026 Rules

> Maryland sports betting tax in 2026: W-2G rules, 24% federal withholding, MD 9.5%/8.75%, 90% loss rule, forms 502/505, and PV payments.

- Source: https://toolsgambling.com/blog/maryland-sports-betting-tax
- Author: Evgeniy Volkov (ToolsGambling)
- Published: 2026-03-23
- Updated: 2026-10-06
- Cite as: "Maryland Sports Betting Tax Guide (2026)", ToolsGambling, https://toolsgambling.com/blog/maryland-sports-betting-tax

Sports betting winnings are taxable ordinary income. In calendar year 2026, a sportsbook may automatically withhold **24% federal tax** and **9.5% Maryland tax for residents** or **8.75% for nonresidents** on a qualifying payment, but that withholding is **not your final tax bill**. Your actual Maryland tax is computed on your full return using the state's **2% to 6.5%** rates plus a **local resident rate of 2.25% to 3.30%** or the **2.25% special nonresident tax**. No form does not mean no tax.

This guide is aimed at a recreational U.S. tax resident reporting 2026 gambling income, usually on returns filed in 2027. Here, a Maryland nonresident generally means a U.S. resident of another state, not a nonresident alien.

## Withholding and final tax are different

Withholding is only a prepayment. For a Maryland sports bettor in 2026, you need to separate **federal withholding**, **Maryland withholding at payout**, and your **actual tax liability on the annual return**. Maryland withholding rates are confirmed in the official [2026 Withholding Guide](https://www.marylandcomptroller.gov/content/dam/mdcomp/tax/instructions/withholding/2026/withholding-guide.pdf).

| What it is | 2026 rate | When it applies |
|---|---:|---|
| Federal regular withholding | 24% | If the sports-wagering withholding rule is triggered |
| Maryland withholding, resident | 9.5% | On a qualifying payment when withholding applies |
| Maryland withholding, nonresident | 8.75% | On a qualifying payment when withholding applies |
| Final Maryland state income tax | 2%–6.5% | Calculated on the full return |
| Maryland local tax for residents | 2.25%–3.30% | Based on home county/city rules |
| Special nonresident tax | 2.25% | Used instead of resident local tax |

Do **not** add Maryland's 9.5% withholding rate to Maryland's progressive income-tax rate as if they were two separate state taxes. The withholding is a credit on your return. Also do not confuse player taxes with operator taxes: Maryland taxes sportsbook operators separately at **20% for mobile** and **15% for retail**, but that does not change your personal tax rates. See Maryland law on operator taxes at the [General Assembly site](https://mgaleg.maryland.gov/mgawebsite/Laws/StatuteText?article=gsg&section=9-1E-12&enactments=false).

[![Official Maryland Withholding Guide 2026 excerpt showing 9.50% resident withholding and 8.75% nonresident withholding on gambling winnings](https://toolsgambling.com/media/article/2026/10/1eaa4e82ba3af126b64920c43d2f0372.webp)](https://toolsgambling.com/media/article/2026/10/1eaa4e82ba3af126b64920c43d2f0372.webp)
*Official Maryland Withholding Guide 2026: gambling-winnings withholding is 9.50% for residents and 8.75% for nonresidents. No county tax is added to withholding at payout.*

**Maryland Sports Betting Withholding Rates**

|  | Type |
|---|---:|
| Federal regular withholding | 24 |
| Maryland resident withholding | 9.5 |
| Maryland nonresident withholding | 8.75 |

| Withholding type | Rate |
|---|---:|
| Federal regular withholding | 24% |
| Maryland resident withholding | 9.5% |
| Maryland nonresident withholding | 8.75% |

## What counts as sports-betting winnings

For one winning sports bet, taxable winnings are generally **gross payout minus your stake**. Your returned stake is not extra income. Losing bets are separate losses; they do not automatically reduce the income from a winning ticket.

Example:
- stake: **\$20**
- gross payout: **\$8,020**
- taxable winnings on that bet: **\$8,000**

Do not use deposits, withdrawals, or year-end account balance as a tax shortcut. "I deposited \$2,000 and withdrew \$1,300" is not how gambling income is measured for tax reporting.

If the winnings are freely available in your sportsbook balance and you can use them, they are generally treated as received income even if you do not cash out to your bank yet, under the federal constructive-receipt rule in [26 CFR § 1.451-2](https://www.ecfr.gov/current/title-26/section-1.451-2). Restricted bonus funds can be different.

## When a W-2G is issued and when tax is withheld automatically

For sports wagering in 2026, a payment is generally reportable on Form W-2G if **the gross payout is at least \$2,000** **and** **the gross payout is at least 300 times the wager**. Regular federal withholding at 24%, and Maryland withholding tied to that federal rule under [Tax-General § 10-905](https://mgaleg.maryland.gov/mgawebsite/Laws/StatuteText?article=gtg&section=10-905&enactments=false), generally apply only if **net winnings exceed \$5,000** **and** **the gross payout is at least 300 times the wager**.

The key tests are:
- **W-2G reporting:** `gross payout >= $2,000` and `gross payout >= 300 × wager`
- **regular 24% withholding:** `net winnings > $5,000` and `gross payout >= 300 × wager`
- **exactly \$5,000 net winnings** does **not** trigger regular withholding
- these are **per-payment** tests, not annual-total tests
- identical wagers from the same payer can be aggregated under IRS rules
- if your taxpayer identification details are missing or incorrect, separate backup-withholding rules may matter

These 2026 sports-wagering rules are in the IRS [Instructions for Forms W-2G, Rev. Jan. 2026](https://www.irs.gov/instructions/iw2g) and the 2026 [Form W-2G](https://www.irs.gov/pub/irs-pdf/fw2g.pdf). The old \$600 sports threshold is obsolete for calendar 2026.

[![IRS Instructions for Forms W-2G, January 2026, showing the sports-wagering 300x rule and withholding only when net winnings exceed \$5,000](https://toolsgambling.com/media/article/2026/10/afe1e088426a9f35c2c1a3dd108782a3.webp)](https://toolsgambling.com/media/article/2026/10/afe1e088426a9f35c2c1a3dd108782a3.webp)
*IRS Instructions for Forms W-2G, January 2026: this excerpt shows the 300x rule and withholding only when net winnings exceed \$5,000. The separate \$2,000 reporting threshold is verified in the same IRS instructions, even though it is not visible in this crop.*

## Same profit, different withholding: practical examples

The same profit can produce a very different payout at the counter because sports wagering also uses the **300x gross-payout test**.

### Example 1: \$20 stake, \$8,020 payout

This bet produces **\$8,000** of winnings, and the gross payout is **401 times** the stake, so both W-2G reporting and regular withholding apply, assuming normal withholding rules apply and this is not a backup withholding situation.

| Item | Maryland resident | Maryland nonresident |
|---|---:|---:|
| Stake | \$20 | \$20 |
| Gross payout | \$8,020 | \$8,020 |
| Profit before tax | \$8,000 | \$8,000 |
| W-2G issued | Yes | Yes |
| Federal withholding 24% | \$1,920 | \$1,920 |
| Maryland withholding | \$760 | \$700 |
| Total withheld | \$2,680 | \$2,620 |
| Cash payout received | \$5,340 | \$5,400 |
| Profit after withholding | \$5,320 | \$5,380 |

The cash payout includes the returned \$20 stake.

### Example 2: \$100 stake, \$8,100 payout

This bet also produces **\$8,000** of winnings, but the gross payout is only **81 times** the stake, so the sports-wagering 300x test fails. That means **no W-2G** and **no regular automatic federal or Maryland withholding** under this rule.

| Item | Maryland resident | Maryland nonresident |
|---|---:|---:|
| Stake | \$100 | \$100 |
| Gross payout | \$8,100 | \$8,100 |
| Profit before tax | \$8,000 | \$8,000 |
| W-2G issued | No | No |
| Federal withholding 24% | \$0 | \$0 |
| Maryland withholding | \$0 | \$0 |
| Cash payout received | \$8,100 | \$8,100 |
| Profit after withholding | \$8,000 | \$8,000 |

The tax liability still exists. You still report the winnings on your federal return and your Maryland return, and you may need a Maryland PV payment during the year.

### 2026 boundary cases

These edge cases matter because W-2G reporting and regular withholding do not use the same threshold. The table below shows when you may have a taxable win with no W-2G, a W-2G with no regular withholding, or both.

| Stake | Gross payout | Net winnings | 300x met | W-2G | Regular 24% withholding |
|---:|---:|---:|:---:|:---:|:---:|
| \$5 | \$2,000 | \$1,995 | Yes | Yes | No |
| \$10 | \$5,010 | \$5,000 | Yes | Yes | No |
| \$10 | \$5,011 | \$5,001 | Yes | Yes | Yes |

For the last case:
- federal withholding: **\$1,200.24**
- Maryland resident withholding: **\$475.10**
- Maryland nonresident withholding: **\$437.59**

The practical takeaway is simple: **not every sports-betting win over \$5,000 is withheld automatically**. The 300x gross-payout condition still has to be met.

## Your final tax depends on the whole annual return

Your overall annual tax is computed on your full return after considering filing status, other income, deductions, credits, and any allowable loss deduction. If you compare your return **with** the gambling winnings to your return **without** them, that difference shows the **incremental tax caused by the winnings**. Withholding is just a payment credit.

For example, assume an extra **\$8,000** of taxable gambling income falls entirely inside:
- the **22% federal bracket**
- **4.75% Maryland state tax**
- **3.2% Montgomery County local tax**

Hold other deductions, exemptions, and credits constant. This is only an incremental example, not a full-return calculation.

Then the incremental tax would be:
- federal: **\$1,760**
- Maryland state: **\$380**
- local: **\$256**
- total: **\$2,396**

If this was the same win as Example 1, a Maryland resident already had **\$2,680** withheld. The difference is **\$284** of excess withholding in this illustration. That does **not** guarantee a refund. Your real return can differ because of bracket movement, itemizing, losses, credits, exemptions, filing status, and other income.

County or local Maryland tax depends on **where you live**, not where the sportsbook operates. A few 2026 examples from the Maryland [PV Worksheet](https://www.marylandcomptroller.gov/content/dam/mdcomp/tax/forms/worksheets/2026-pv-worksheet.pdf):
- **Montgomery County:** 3.2%
- **Kent County:** 3.3%
- **Dorchester County:** 3.3%
- **Worcester County:** 2.25%
- **Anne Arundel** and **Frederick** use graduated local rules, so check the current worksheet

Do not add county tax to Maryland's 9.5% withholding rate and call the result "withholding." County tax generally shows up in the annual calculation, not at payout.

## Gambling losses in 2026: the 90% rule applies

For recreational bettors in tax year 2026, the federal gambling-loss deduction is limited to:

`deduction = min(0.9 × documented losses, winnings)`

That means you first take **90% of documented annual losses**, then compare that number with annual winnings. This is not the same as loosely saying "90% of the smaller number" without the formula. The current rule is shown in IRS [Publication 505](https://www.irs.gov/publications/p505).

[![IRS Publication 505 2026 excerpt showing the gambling-loss deduction formula as the lesser of 90% of losses or winnings](https://toolsgambling.com/media/article/2026/10/082914ff554fcae5ffe908c11945e145.webp)](https://toolsgambling.com/media/article/2026/10/082914ff554fcae5ffe908c11945e145.webp)
*IRS Publication 505 for 2026 states the new gambling-loss formula directly: the deduction is the lesser of 90% of documented losses or total winnings.*

### 2026 loss-rule examples

In short, the 2026 federal rule for a recreational gambler limits the loss deduction to `min(0.9 × documented losses, winnings)`, and it only helps if you itemize. The table below shows the deduction cap, not the final tax savings.

| Annual winnings | Annual losses | Cash result | 2026 deduction | Winnings minus deduction |
|---:|---:|---:|---:|---:|
| \$10,000 | \$10,000 | \$0 | \$9,000 | \$1,000 |
| \$10,000 | \$11,000 | -\$1,000 | \$9,900 | \$100 |
| \$10,000 | \$12,000 | -\$2,000 | \$10,000 | \$0 |
| \$30,000 | \$20,000 | \$10,000 | \$18,000 | \$12,000 |

Important points:
- the remaining amount is **taxable income before other deductions**, not a flat 10% tax bill
- you cannot report only your annual net gambling result
- losses do not directly offset salary or other ordinary income on Schedule 1
- the loss deduction is an **itemized deduction**

## You must itemize to deduct losses, and Maryland has its own limits

If you take the federal standard deduction, you do not get a separate gambling-loss deduction. For a recreational bettor, the usual structure is:
- report all winnings in income on the federal return
- claim allowable losses separately on **Schedule A** if you itemize
- apply the 2026 formula `min(0.9 × losses, winnings)`

Maryland generally follows the federal itemized-deduction framework, but it does not simply copy the federal result. If you itemize federally, you may elect Maryland itemization, and Maryland can still allow the Maryland standard deduction instead. In this setting, the federal 90% gambling-loss limitation affects the federal starting point, then Maryland excludes deducted state and local income taxes and applies its own reduction rules. Under [Tax-General § 10-218](https://mgaleg.maryland.gov/mgawebsite/Laws/StatuteText?article=gtg&section=10-218&enactments=false) and the 2026 [PV Worksheet](https://www.marylandcomptroller.gov/content/dam/mdcomp/tax/forms/worksheets/2026-pv-worksheet.pdf), itemized deductions can be reduced by **7.5% of FAGI over \$200,000** or over **\$100,000** for **MFS**. Here, **AGI** means adjusted gross income, **FAGI** means federal adjusted gross income, and **MFS** means married filing separately. So you should not assume the full federal gambling-loss deduction always produces the same Maryland benefit, and gambling losses do not reduce AGI by themselves.

For the general IRS reporting framework on winnings, losses, and records, see [IRS Topic No. 419](https://www.irs.gov/taxtopics/tc419).

## Maryland nonresidents: which forms and which local-type tax

A Maryland nonresident with Maryland-source sports-betting income typically files **Form 505** and **Form 505NR**. Instead of a resident county tax rate, Maryland generally applies the **2.25% special nonresident tax**. Maryland residents generally file **Form 502**.

Important nonresident points:
- wage reciprocity with DC, Virginia, West Virginia, and Pennsylvania does **not** exempt Maryland-source gambling winnings
- your home state may or may not allow a credit for Maryland tax paid
- that credit does **not** guarantee a full refund of Maryland withholding
- a **Maryland nonresident** is not the same as a **foreign nonresident alien** for federal tax purposes

Use Maryland's official [individual forms index](https://services.marylandcomptroller.gov/taxes/en/individual-tax-forms-and-instructions?id=kb_article_view&sysparm_article=KB0010016) and select the correct **tax year 2026** forms when the 2026 annual returns are released for 2027 filing. Do not rely on older 2025 line references. The current 2026 PV Worksheet is already available.

## How to prepare your annual filing correctly

For calendar-year 2026 winnings, use **tax year 2026** even if you file in 2027. The most common practical mistake is pulling forms or instructions for the wrong tax year.

### Step 1: Download every tax document the sportsbook offers

Get the documents from your actual sportsbook account, such as:
- W-2G forms
- transaction history
- annual win/loss statement, if offered
- bet and payout confirmations

Menus vary by operator, but sections often include **Account**, **Tax documents**, **Statements**, or **Transaction history**. Do not rely only on a year-end balance.

### Step 2: Keep your own log

At minimum, track:
- date
- operator
- state
- wager amount
- gross payout
- profit on each winning bet
- losses on losing bets
- federal and Maryland tax withheld

This helps you avoid double-counting W-2Gs, rebuild missing records, support a Schedule A loss deduction, reconcile large payouts, and match a W-2G Box 1 payout to your actual profit without counting the winning stake twice. It also helps you include non-W-2G wins without duplicating amounts already covered by W-2Gs.

### Step 3: Read the key boxes on Form W-2G

For this topic, the most useful fields are:
- **Box 1** — reportable winnings
- **Box 4** — federal income tax withheld
- **Box 14** — state winnings
- **Box 15** — state income tax withheld
- **Box 17** — local income tax withheld

[![Blank official Form W-2G crop showing Box 1, Box 4, Box 15, and Box 17 for reconciling winnings and tax withheld](https://toolsgambling.com/media/article/2026/10/068acb1e6d8daddbd5912ec3b5f0a420.webp)](https://toolsgambling.com/media/article/2026/10/068acb1e6d8daddbd5912ec3b5f0a420.webp)
*Blank official Form W-2G: these are the boxes most bettors use to reconcile reported winnings and withholding credits on federal and Maryland returns.*

### Step 4: Report federal winnings and losses in the right places

For a recreational bettor, winnings generally go on **Form 1040 / Schedule 1** as other income, and allowable gambling losses generally go on **Schedule A** if you itemize. Report winnings in full, not just your annual net account result.

### Step 5: Use the correct Maryland return

Use the resident return if you were a Maryland resident for the relevant filing position, and use the nonresident return set if you had Maryland-source gambling income as a nonresident. The key is matching your residency and source-income facts to the correct 2026 form set before you claim withholding or PV payments.

Use:
- **Form 502** if you are a Maryland resident
- **Form 505 and 505NR** if you are a Maryland nonresident with Maryland-source income

Claim W-2G withholding where the federal and Maryland forms instruct. Maryland **PV** estimated payments are also claimed as credits on the annual return. If a W-2G is missing, request it from the sportsbook and reconcile your records anyway.

### A short note on professional gamblers

Professional gamblers may have different federal treatment, including **Schedule C** issues, but frequent betting alone does not automatically make you a professional. This guide is for recreational U.S. tax residents.

## When you must file a Maryland estimated-tax declaration and pay through PV

If you received **\$500 or more** of prize or gambling income in 2026 and **no Maryland tax was withheld** from that payout, you should not wait for next spring's annual return. Under the current **2026 PV Worksheet**, Maryland requires an **estimated-tax declaration** and the **full estimated payment** within **60 days** after receiving that income. This is an **estimated tax** rule, not a filing rule for the annual **Form 502** or **Form 505**.

[![Maryland 2026 PV Worksheet excerpt showing the 60-day rule for prize income of \$500 or more without Maryland withholding](https://toolsgambling.com/media/article/2026/10/fb72fbbcd854ba9a7c6b44778499bb3c.webp)](https://toolsgambling.com/media/article/2026/10/fb72fbbcd854ba9a7c6b44778499bb3c.webp)
*The current 2026 PV Worksheet uses the phrase "\$500 or more" for the prize income itself and requires a declaration and payment within 60 days when no Maryland tax was withheld.*

A separate annual estimated-tax trigger also exists. If you are required to file a Maryland return and your expected Maryland tax **after credits** will exceed Maryland withholding by more than **\$500**, you may need an annual estimated-tax declaration. Prior estimated payments are relevant to the **remaining amount to pay**, but they do **not** define that annual trigger.

### How to calculate the Maryland PV amount

Do not treat this as a flat percentage of one win, and do not assume the 60-day amount is simply one quarter of a normal annual schedule. In practical terms, the **PVW** calculation runs through the full year:
1. project **all 2026 income**;
2. apply Maryland modifications, deductions, and exemptions;
3. determine **taxable income**;
4. compute state tax under the rate schedule and add local tax or the special nonresident tax, if applicable;
5. subtract allowable credits;
6. subtract projected withholding;
7. arrive at the **estimated annual balance**.

So when the 60-day prize-income rule applies, Maryland is asking for the **full computed estimated payment**, not an automatic divide-by-four installment.

### Regular 2026 Maryland estimated-tax due dates

If you are following the ordinary quarterly pattern, the dates are:
- **April 15, 2026**
- **June 15, 2026**
- **September 15, 2026**
- **January 15, 2027**

But a qualifying unwithheld prize can force payment earlier than the next quarterly date.

### How to pay online

Use Maryland's official [Payment Methods](https://services.marylandcomptroller.gov/taxes/en/payment-methods?id=kb_article_view&sysparm_article=KB0010092) page. That page confirms **MDTaxConnect** for individual estimated payments through its **Estimated Payments** path.

From there, follow the official prompts for an individual estimated payment for **current tax year 2026**, verify the amount, date, and taxpayer details privately, and save your confirmation. The **Form PV** instructions say you do **not** need to complete **Form PV** if you are paying electronically.

### How to pay by paper Form PV

If you are mailing a check or money order, use the official [Form PV](https://www.marylandcomptroller.gov/content/dam/mdcomp/tax/forms/2026/pv.pdf) and, if needed, compute the amount first with the [2026 PV Worksheet](https://www.marylandcomptroller.gov/content/dam/mdcomp/tax/forms/worksheets/2026-pv-worksheet.pdf).

For the paper route:
1. Enter your name, address, and **SSN** or **ITIN** carefully.
2. Enter the payment amount and **tax year 2026**.
3. Check **Option 1 — Estimated Payment / Quarterly (502D)**.
4. Check **1a** only if you are a **first time estimated filer** or your **filing status** changed; it is not just because this is the first payment of a new year.
5. Do not use **Option 3** or **Option 4** for an estimated payment, because those are annual-return payment options.
6. Attach a check or money order payable to **Comptroller of Maryland**.
7. On the check, include the last four digits of your **SSN/ITIN**, the tax year, and the tax type.
8. Mail it to **Comptroller of Maryland, Payment Processing, PO Box 8888, Annapolis, MD 21401-8888**.
9. Do **not** send cash.

[![Official Maryland Form PV rev. 06/25 crop showing the tax-year field and Option 1 for Estimated Payment Quarterly 502D](https://toolsgambling.com/media/article/2026/10/ab80872fd626508666af6dc1a8c33451.webp)](https://toolsgambling.com/media/article/2026/10/ab80872fd626508666af6dc1a8c33451.webp)
*Maryland Form PV rev. 06/25 for the paper-payment route: use Option 1 for Estimated Payment / Quarterly (502D), not an annual-return option.*

### Federal estimated tax is separate

A Maryland payment does not satisfy your federal prepayment rules. Under the general rule in [IRS Publication 505](https://www.irs.gov/publications/p505), federal estimated tax is usually required only if **both** of these are true:
- after withholding and credits, you expect to owe at least **\$1,000** of federal tax for 2026; and
- your withholding and credits will be less than the smaller of **90%** of your 2026 tax or **100%** of your 2025 tax, assuming the 2025 return covered a full 12-month tax year.

For higher-income taxpayers, that prior-year percentage becomes **110%** instead of **100%** if 2025 **AGI** was over **\$150,000**, or over **\$75,000** if your 2026 filing status is **married filing separately**. A narrow exception can apply if you had no 2025 tax liability, were a U.S. citizen or resident for all of 2025, and had a full 12-month 2025 tax year.

These are prepayment and underpayment-penalty rules, not a tax exemption and not a refund guarantee. The regular 2026 federal estimated-tax dates are **April 15**, **June 15**, **September 15**, and **January 15, 2027**. If a large win arrived late in the year, **Publication 505** also discusses the **annualized income installment method**, which can help avoid treating all tax as if it was due before the late income existed.

For an electronic federal payment, use official [IRS Direct Pay](https://www.irs.gov/payments/direct-pay-with-bank-account), choose the route for **estimated tax** for 2026 if you are eligible, follow the official prompts, and keep the confirmation.

## Quick step-by-step checklist for Maryland bettors

Right after a large win:
1. Record the stake and gross payout.
2. Compute winnings as `gross payout - wager`.
3. Check whether `gross payout >= $2,000` and `gross payout >= 300 × wager` for W-2G.
4. Check whether `net winnings > $5,000` **and** `gross payout >= 300 × wager` for regular withholding.
5. Save the payout record and later download the W-2G if one should be issued.
6. Keep logging losses throughout the year.
7. If there was no withholding, check whether Maryland PV may be due within 60 days.

At year-end:
1. Download tax documents from every sportsbook.
2. Reconcile W-2Gs to your own log.
3. Do not double-count winnings already reflected in a W-2G.
4. Compute the 2026 loss deduction with `min(0.9 × losses, winnings)`.
5. Decide whether itemizing makes sense.
6. File the correct federal and Maryland returns for **tax year 2026**.

## FAQ

### Do you still owe tax if the sportsbook did not issue a W-2G?

Yes. Sports betting winnings are taxable even if no W-2G was issued. The form is a reporting document for certain payments, not the rule that decides whether income is taxable.

### Is the whole payout taxable on a winning sports bet?

Not as income from that single winning bet. Your taxable winnings on one winning wager are generally the payout minus your original stake. But the W-2G and 300x tests use the gross payout, not just profit.

### If you lost money overall for the year, can you skip reporting winnings?

No. You still report winnings in full. In 2026, losses may be deductible only if you itemize, and the federal limit is min(0.9 × documented losses, winnings).

### Does a Maryland nonresident pay county tax?

Usually no. Maryland nonresidents generally use the special nonresident tax of 2.25% instead of a resident county tax rate, and they typically file Forms 505 and 505NR for Maryland-source gambling income.

### When is a Maryland PV payment required during the year?

If you receive 500 dollars or more of prize or gambling income in 2026 with no Maryland tax withheld, the 2026 PV Worksheet requires an estimated-tax declaration and the full computed estimated payment within 60 days after you receive that income; this is not the annual return. Separately, if you must file a Maryland return and your expected annual Maryland tax after credits exceeds withholding by more than 500 dollars, the ordinary annual estimated-tax rule can apply. Prior estimated payments affect the remaining balance, not that trigger, and a paper Form PV is not required for an electronic payment.