Massachusetts and Connecticut represent a nuanced tax comparison that flips depending on income. Massachusetts’ 5% flat rate beats Connecticut’s progressive brackets up to around $140,000, but at higher incomes Connecticut’s maximum rate of 6.99% undercuts Massachusetts significantly — and the gap widens dramatically above $1 million where Massachusetts adds a 4% surtax for a 9% combined rate. Estate tax is a critical differentiator: Massachusetts has a severe $2 million exemption cliff with no portability, while Connecticut conforms to the federal $13.6 million exemption.

By Daniel, Founder of CountryTaxCalc

Daniel has spent 5+ years researching tax systems across 95+ countries and all US states to make tax comparison accessible to everyone. For corrections, contact us.

Last Updated: April 2026

The Big Picture

🦞 Massachusetts

5%

Flat (9% on $1M+)

5% flat income tax; 4% Millionaire Tax surtax on income above $1M = 9% combined

⚓ Connecticut

3-6.99%

7 Progressive Brackets

Progressive 3-6.99% across 7 brackets; cheaper than MA above roughly $140K

Typical Annual Savings

At $100,000 income:

$301

That is $25/month back in your pocket!

Tax Savings by Income Level

IncomeMA TaxCT TaxSavings10-Year
$50,000 $2,500$2,013$487 (CT cheaper)$4,870
$75,000 $3,750$3,181$569 (CT cheaper)$5,690
$100,000 $5,000$4,699$301 (MA cheaper)$3,010
$150,000 $7,500$8,249$749 (MA cheaper)$7,490
$250,000 $12,500$16,849$4,349 (MA cheaper)$43,490
$500,000 $25,000$34,449$9,449 (MA cheaper)$94,490
💡

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Massachusetts Pros and Cons

✅ Pros

  • Lower effective rate on incomes below $140K (5% flat vs CT’s progressive brackets)
  • No local income tax in Massachusetts
  • 6.25% sales tax (slightly lower than CT’s 6.35%)
  • Strong tech and biotech job market (Boston/Cambridge)

❌ Cons

  • Millionaire Tax surtax of 4% on income above $1M (total 9% — highest in New England)
  • Estate tax on estates above $2M with no portability — a severe cliff for married couples
  • High cost of living especially Greater Boston
  • Property tax averages 1.14% — lower than CT but higher than national average

Connecticut Pros and Cons

✅ Pros

  • Lower effective rate for incomes above ~$140K (max 6.99% vs MA’s 5% or 9%)
  • Estate tax exemption of $13.6M (conforms to federal) vs MA’s $2M cliff
  • No Millionaire Tax surtax
  • Generally lower housing costs than Greater Boston

❌ Cons

  • Progressive brackets make CT more expensive below ~$100K
  • Property tax averages 1.79% — significantly higher than MA’s 1.14%
  • Sales tax 6.35% (marginally higher than MA)
  • Higher cost of living in Fairfield County (NYC suburbs)

Frequently Asked Questions

Q: Is Massachusetts or Connecticut cheaper for income tax?

It depends on your income. Massachusetts’ 5% flat rate is cheaper up to roughly $140,000. Above that level, Connecticut’s top rate of 6.99% is lower than Massachusetts, and for incomes above $1 million, Connecticut is far cheaper because Massachusetts adds a 4% Millionaire Tax surtax (9% combined) while Connecticut stays at 6.99%.

Q: What is Massachusetts’ Millionaire Tax and how does it work?

Massachusetts voters passed a constitutional amendment in 2022 adding a 4% surtax on annual income above $1,000,000. This is applied on top of the standard 5% flat rate, creating a 9% combined rate on income above that threshold. The threshold is not indexed to inflation as of 2026. Connecticut has no equivalent surtax, capping out at 6.99%.

Q: How do the estate taxes compare between Massachusetts and Connecticut?

Massachusetts has a state estate tax on estates above $2 million (as of 2026), with rates up to 16%. Critically, there is no portability between spouses under state law, so a married couple only gets one $2M exemption unless careful planning is done. Connecticut conforms to the federal estate tax exemption of $13.6 million per person (fully portable), making it far more favourable for wealthy families.

Q: Which state has higher property taxes — Massachusetts or Connecticut?

Connecticut has significantly higher property taxes. The average effective rate in Connecticut is approximately 1.79% compared to Massachusetts’ 1.14%. On a $500,000 home, Connecticut costs about $8,950/year vs Massachusetts’ $5,700/year. This property tax difference partially offsets Connecticut’s income tax advantage for mid-to-high earners who own homes.

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