Individual health insurance premiums are extremely expensive once you hit your 50's and 60's.But don't expect it to be free and clear once you hit 65. In fact, Medicare Part B Premiums will rise for many people in 2018. Based on some helpful information in this Fidelity article I estimate that if you were earning between $107k-$133k in 2016, then you'll be paying close to $500 month for all your various Medicare components in 2018 (Part B, Part D and a Part F Medi-Gap plan)