How much will I pay in taxes on my retirement withdrawals?

August 5, 2025

By Guerra Wealth Advisors

Category: Tax Planning

One of the most common questions we hear from retirees and pre-retirees is: How much will I pay in taxes on my retirement withdrawals? And it’s a great question. Because while retirement is supposed to be your time to relax and enjoy the life you’ve worked hard for, unexpected taxes can seriously derail those plans.

Unfortunately, many people don’t realize how different sources of retirement income are taxed until it’s too late. In this article, we’ll break down what you need to know about retirement income taxes, how Social Security factors in, the lifestyle decisions that can increase or reduce your tax bill, and how healthcare plays into the equation.

And throughout it all, remember: smart planning now can make a huge difference later. If you want personalized tax planning based on your exact retirement income and goals, our advisors are ready to help.

What income is taxed in retirement?

Not all retirement income is treated equally. The amount you’ll pay in taxes depends largely on where your money is coming from.

Here’s how different retirement income sources are taxed:

1. Traditional 401(k)s and IRAs

  • Withdrawals from traditional 401(k)s and traditional IRAs are taxed as ordinary income.
  • There are no capital gains tax benefits here. Every dollar you pull out is added to your taxable income for the year.
  • If you withdraw too much in one year, you may unintentionally bump yourself into a higher tax bracket.

2. Roth 401(k)s and Roth IRAs

  • The good news is: qualified withdrawals from Roth accounts are tax-free.
  • You paid taxes upfront when contributing, so you won’t owe anything when you withdraw in retirement.
  • This is why Roth conversions are a popular tax planning strategy before retirement.

3. Pensions and Annuities

  • Most pension payments are taxed as ordinary income.
  • Annuity payments may be partially taxed, depending on whether the annuity was funded with pre-tax or after-tax dollars.

4. Social Security Benefits

  • This one surprises people the most. Up to 85% of your Social Security benefits could be taxable depending on your other income.
  • The IRS uses something called your “provisional income” to determine how much of your benefits are taxable. That includes:
    • Half of your Social Security benefits
    • Taxable income from retirement accounts
    • Dividends and interest

If you’re not sure how your specific mix of retirement income will be taxed, this is where working with a financial advisor really pays off.

How your total income affects your tax rate

Just like when you were working, your total income determines your federal tax bracket. But in retirement, the sources of that income vary more widely, which makes planning more complicated.

Let’s look at two examples:

  • Retiree A lives off a combination of Roth IRA withdrawals and a small Social Security check. Their taxable income is low, and they may owe little to no federal income tax.
  • Retiree B takes large annual withdrawals from a traditional IRA, receives a pension, and has investment income. This retiree could be pushed into a higher tax bracket and may also pay taxes on 85% of their Social Security benefits.

By working with an advisor, you can implement strategies like income smoothing, Roth conversions, and tax-loss harvesting to manage your bracket and keep your tax burden under control.

Healthcare and taxes in retirement

Healthcare is one of the biggest expenses in retirement, and unfortunately, it comes with tax implications too.

  • Medicare Part B and Part D premiums are based on your income. Higher income means higher premiums (called IRMAA surcharges).
  • Withdrawals from pre-tax accounts to cover healthcare costs increase your income, which could raise your Medicare premiums and make more of your Social Security taxable.
  • Long-term care costs can be significant, and while some expenses may be deductible, it depends on your adjusted gross income.

If you plan to retire before age 65, you’ll also need to consider how you’ll cover health insurance in the meantime, which can add thousands of dollars per year to your budget.

Planning for healthcare expenses and understanding the tax implications is critical. Our team can walk you through what to expect and how to prepare.

Money inside a jar with retirement blocks in front to represent retirement savings.

Saving money for retirement plan. Retirement Conceptual

Your retirement lifestyle can raise or lower your taxes

Where you live, how much you travel, whether you continue working part-time — all of these lifestyle decisions impact your tax bill.

Here are some considerations:

  • Moving to a state with no income tax may reduce your overall burden. But some states tax Social Security or have higher property and sales taxes.
  • Selling your home and downsizing? That could come with capital gains taxes if you exceed the IRS exclusion limits.
  • Working part-time in retirement will increase your income and could push you into a higher tax bracket or cause more of your Social Security to be taxed.

There is no one-size-fits-all answer, but you can build a tax-smart retirement lifestyle with the right plan. If you want help running the numbers, our advisors can build a customized withdrawal and income strategy for you.

What can I do to reduce taxes on my retirement withdrawals?

Here are some simple but powerful strategies that can help reduce how much you’ll owe:

  • Use Roth accounts strategically: Withdraw from Roth IRAs to avoid bumping into a higher tax bracket.
  • Time your withdrawals: Spread large withdrawals over multiple years to reduce your marginal rate.
  • Consider a Roth conversion: Converting a portion of your traditional IRA to a Roth IRA in low-income years can save you money long-term.
  • Donate from your IRA: If you’re 70½ or older, you can make qualified charitable distributions (QCDs) directly from your IRA to a charity. This reduces your taxable income.
  • Plan ahead for Required Minimum Distributions (RMDs): Starting at age 73, RMDs are mandatory and taxable. Planning for them early can help prevent tax surprises.

Taxes may be unavoidable, but that doesn’t mean you can’t plan your way into a better situation. We help clients every day create smart withdrawal strategies that minimize taxes and maximize income.

Final thoughts

Taxes don’t stop in retirement. In fact, without careful planning, you could end up paying more than necessary. By understanding how your withdrawals are taxed and how other factors like Social Security, healthcare, and lifestyle choices come into play, you can create a retirement plan that keeps more of your hard-earned money in your pocket.

The best time to plan for your retirement tax strategy is before you retire. The second-best time is today.

Ready to create a tax-smart retirement plan?


We’re here to help. Schedule a complimentary consultation with our advisors and gain clarity about your taxes, income, and long-term goals.

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