Social Security Taxes Estimate how much of your Social Security benefit may be considered taxable. You are viewing this website at a small screen resolution which doesn't support calculators. Click here to view this calculator. Share | Have A Question About This Topic? Address Thank you! Oops! Related Contents Tax Freedom Day Assess how many days you'll work to pay your federal tax liability. You May Need to Make Estimated Tax Payments If… Have income that isn’t subject to tax withholding? Or insufficient withholdings? You may have to pay estimated taxes. Tax Management Strategies Learn more about taxes, tax-favored investing, and tax strategies.