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 | Related Content What You Need to Know About Social Security Every so often, you’ll hear about Social Security benefits running out. But is there truth to the fears, or is it all hype? Medicare At 65+ 65 or older? It may be time to enroll in Medicare. Read to learn if you’re eligible. Comparing Investments This calculator compares the net gain of a taxable investment versus a tax-favored one.