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? Name Email Address Question Thank you! Oops! Related Content The Real Cost of a Vacation Home What if instead of buying that vacation home, you invested the money? When Should You Take Social Security Monthly Social Security payments differ substantially depending on when you start receiving benefits. Put It in a Letter A letter of instruction provides additional and more personal information regarding your estate.