Retiring in Connecticut: a complete guide

1 min read by Rachel Carey Last updated March 20, 2025

Discover the main things you need to consider about retiring in Connecticut, including whether it's a good retirement state and the best places to retire.

Retiring in Connecticut
  • Connecticut has a large retirement population, with 19% of its 3.7 million strong population over the age of 65.

  • West Hartford, Mystic, and Simsbury are some of the best places to retire in Connecticut.

  • Connecticut taxes Social Security benefits; however, whether you pay this or not depends on your adjusted gross income (AGI).

Best places to retire in Connecticut

If Connecticut is your chosen retirement state, here are some of the best places to retire in: 

  1. West Hartford: Located in the heart of Connecticut, West Hartford offers a vibrant downtown area with restaurants, shops, and cultural attractions. The town is also home to several parks and walking trails, as well as a golf course and community center. 

  2. Mystic: This coastal town is known for its historic seaport and maritime museum, as well as its picturesque downtown area with shops and restaurants. Retirees can enjoy scenic views of the Mystic River and nearby beaches, as well as access to hiking and biking trails. 

  3. Simsbury: Nestled in the Farmington River Valley, Simsbury offers a small-town feel with access to numerous outdoor activities. The town has several parks and nature preserves, as well as a golf course, community center, and library. 

  4. Southbury: Located in western Connecticut, Southbury is a quiet town known for its scenic countryside and historic landmarks. Retirees can enjoy hiking and fishing in nearby parks, as well as cultural events and activities at the local senior center. 

  5. Madison: This coastal town offers access to several beaches and nature preserves, as well as a charming downtown area with shops and restaurants. The town also has a senior center with numerous programs and activities for retirees. 

What age can you retire in Connecticut?

Like many states, people in Connecticut are free to retire whenever they choose.

However, there are some age-related benefits and considerations for retirees in Connecticut: 

  • Social Security benefits: The earliest age at which you can begin receiving Social Security benefits is 62, but if you delay taking benefits, your monthly payments will increase. Full retirement age (FRA) is between 66 and 67, depending on your birth year. Delaying benefits until after FRA can result in even higher monthly payments. 

  • Medicare eligibility: Medicare eligibility begins at age 65, regardless of retirement status. However, if you choose to retire before age 65, you will need to find alternative healthcare coverage until you become eligible for Medicare. 

  • Retirement savings: Regardless of retirement age, it is important for individuals to start saving for retirement as early as possible. Many financial experts recommend saving at least 15% of your income for retirement. 

Why do people retire to Connecticut?

There are numerous pros and cons to retiring to Connecticut, and it's important you weigh them up before you make the move.

Why do people retire to Connecticut?

  • Peaceful environment: Connecticut is known for its calm and quaint towns, scenic natural areas, and historical landmarks. Retirees can enjoy living in a peaceful environment that offers plenty of opportunities for exploration and cultural experiences. 

  • Four-season climate: Connecticut's climate varies greatly depending on the region, but many areas have a four-season climate with mild summers and snowy winters. This makes it an attractive destination for retirees who enjoy experiencing all four seasons. 

  • Outdoor activities: Connecticut is home to numerous state parks, forests, and beaches, providing ample opportunities for outdoor activities such as hiking, fishing, and boating. 

  • Cultural scene: Connecticut has a rich cultural scene, with numerous museums, galleries, and performing arts venues. The state hosts several festivals and events throughout the year, including the Connecticut Wine Festival, the Mystic Outdoor Art Festival, and the Connecticut Folk Festival. 

What puts people off retiring to Connecticut?

  • Cost of living: Connecticut's cost of living is generally higher than the national average, which could be a concern for retirees on a fixed income. Housing and healthcare costs, in particular, are higher than in many other states. 

  • Traffic: Connecticut has some areas with heavy traffic, particularly during rush hour in and around the major cities of Hartford, Bridgeport, and New Haven. 

  • Natural disasters: Connecticut is prone to natural disasters such as hurricanes and blizzards, which could be a concern for retirees living in certain areas. 

How much tax will I pay in Connecticut when I retire?

Connecticut’s state income tax ranges from 2% to 6.99%, which is above the US average.  

Social Security is taxed in Connecticut; however, you may not pay it if your AGI falls below a certain amount:

  • $75,000 for married filing separately and single filers

  • $100,000 for married filing jointly and head of household filers

  • Incomes above these thresholds pay a maximum of 25% tax on Social Security benefits

Alongside income tax and possible Social Security tax, retirees in Connecticut will also need to pay sales of 6.35% alongside other applicable taxes such as property taxes and motor tax.

Get expert retirement advice

It's important to seek expert financial advice to weigh up all of the pros, cons, and costs associated with retiring in Connecticut, including property taxes, insurance, and living expenses, in order to make an informed decision about whether the state is the right choice for your retirement. 

Unbiased can match you with an expert financial advisor who can help you reach your retirement goals.

Get started now.

Senior Content Writer

Rachel Carey

Rachel is a Senior Content Writer at Unbiased, producing content across a range of different sectors, including personal finance, retirement, and investing. She specializes in simplifying intricate financial terms into clear, engaging content tailored for both B2C and B2B audiences.