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Been looking into where people actually retire and noticed something interesting about the worst states to retire in for taxes. Everyone talks about moving to Florida or Texas for retirement, but what they don't always mention is just how brutal some states are if you pick the wrong place.
Let me break down what I found. California's probably the most obvious one - 12.3% state income tax on basically everything except Social Security. That's rough. And if you're thinking San Diego because of the weather? Yeah, the weather's great but your wallet won't be. Property taxes vary depending on the county, but you're looking at a comfortable retirement costing around $101k a year. That's just the baseline.
Massachusetts is another one that catches people off guard. Fourth most expensive state overall, and it's not even close. Income tax at 5%, property taxes between 1-2%, and everything from housing to utilities costs way more than the national average. Someone I read actually said your savings could vanish faster than autumn leaves if you're not careful. The winters are brutal too, which is something people don't always factor in.
New Jersey's similar - graduated income tax that goes up to 10.75%, plus federal taxes on top. Then you've got property taxes at 2.08%, which is legitimately one of the highest in the country. Healthcare costs more there too. When you add it all up, you're looking at around $80k annually just for a comfortable retirement.
Connecticut's slightly cheaper than the others on this list, but still pricey. The interesting thing is they actually tax Social Security benefits, though only 50% of them. Property taxes are 1.96%, third-highest nationally. Around $83k a year for a comfortable lifestyle.
New York rounds out the worst states to retire in for taxes. COL index of 123.5, and the tax situation is wild - income gets taxed between 4-10.9% depending on your source. Even if you're not in Manhattan, you're paying premium prices on housing and everyday expenses. State pensions are exempt from tax, but good luck if your income comes from other sources. Property taxes average 1.4%.
The pattern I'm seeing is that these states hit you from multiple angles. It's not just one tax - it's income tax, property tax, sales tax, sometimes estate tax. If you're on a fixed income in retirement, that compound effect is real.
What actually makes sense? States with no state income tax are the obvious move - Florida, Texas, Tennessee, Nevada. But even within those, you need to look at property taxes, local sales taxes, and overall cost of living. The whole point of retirement is having your money stretch further, not watching it disappear to taxes.
The key is finding that balance between where you actually want to live and what you can afford. Don't just look at one number - check income tax, property tax, sales tax, everything. Your lifestyle matters, but so does your bank account lasting through retirement.