The 10 Best Places To Retire In Connecticut For 2021


We analyzed over 34 places in Connecticut to identify the ones that offer the most to retirees.

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Editor’s Note: Data has been updated for 2021. This is our seventh time ranking the best places to retire in Connecticut.

Looking to spend a quiet retirement in the Constitution State? Don't move just anywhere until you've consulted our list of the best places to retire in Connecticut.

First things first, why is Connecticut a great place to retire? Well, CT has been featured in the top ten of our lists of overall best, safest, and best family states in the country. On the flip side, it's a tad expensive living in Connecticut, so make sure that 401k is looking strong before making any big decisions.

But you get what you pay for, because Connecticut has one of the most enviable autumns in the country. You'll be complaining about the leaf-peepers from New York like a local in no time. Connecticut's proximity to New York means the pizza is world-class. We guarantee that even if you think white clam pizza sounds gross at first, you'll be a convert after your first bite. And with Yale right in your backyard, you'll be close enough to hand-deliver care packages to your super-smart grandkids once they matriculate.

The best places to retire in Connecticut are, by and large, located in or around Hartford. More than half the cities on the list are within a half hour of the state's capital city, including West and East Hartford themselves. If you want to be as close as possible to Connecticut's biggest cities (New Haven and Bridgeport), then places like Shelton and Ansonia are your best bets for retirement.

Pack up your hiking boots, push the kayak into the Connecticut River, and relax, because we're visiting the best places to retire in Connecticut.

Why did Windsor Locks take the top spot? And where are Bridgeport and New Haven?

Any one of the above cities is sure to provide you with a safe haven to enjoy the newfound freedom of retirement. As a matter of interest, both the overall best and the best family city in Connecticut are both also great places to retire.

Want to know what went on behind the scenes to come up with this list? We started by narrowing down the places we'd rank to only those with a population of or above 10,000 people, which gave us 36 cities to work with. Next, we used data from the Census, the FBI's Crime Report, National Weather Service, and OpenFlights to see what each of the 36 cities were like in terms of crime, cost of living, weather, median age, and access to fun things to do. So what was the absolute best place to retire in Connecticut? According to the data, Windsor Locks is the #1 spot for folks looking to enjoy their retirement in 2021.

To see how each of the 36 cities of 10,000 people or more are for retirement, consult the full list below.

For more Connecticut state reading:

The 10 Best Places To Retire In Connecticut For 2021

Windsor Locks, CT

Source: Wikipedia
Overall SnackAbility

7
/10

Population: 12,671
Rank Last Year: 1 (No Change)
Median Rent: $1,189
Distance to Closest Airport: 1 miles
More on Windsor Locks: Real Estate | Data | Photos

Torrington, CT

Source: Public domain
Overall SnackAbility

8
/10

Population: 34,489
Rank Last Year: 3 (Up 1)
Median Rent: $949
Distance to Closest Airport: 24 miles
More on Torrington: Real Estate | Data | Photos

Overall SnackAbility

7.5
/10

Population: 26,171
Rank Last Year: 2 (Down 1)
Median Rent: $1,052
Distance to Closest Airport: 16 miles
More on Wethersfield: Real Estate | Data

Willimantic, CT

Overall SnackAbility

6
/10

Population: 17,358
Rank Last Year: 4 (No Change)
Median Rent: $877
Distance to Closest Airport: 28 miles
More on Willimantic: Real Estate | Data | Photos

Bristol, CT

Source: Public domain
Overall SnackAbility

8.5
/10

Population: 60,218
Rank Last Year: 5 (No Change)
Median Rent: $1,027
Distance to Closest Airport: 22 miles
More on Bristol: Real Estate | Data | Photos

Middletown, CT

Overall SnackAbility

7.5
/10

Population: 46,511
Rank Last Year: 6 (No Change)
Median Rent: $1,133
Distance to Closest Airport: 26 miles
More on Middletown: Real Estate | Data | Photos

East Hartford, CT

Source: Public domain
Overall SnackAbility

7
/10

Population: 50,272
Rank Last Year: 10 (Up 3)
Median Rent: $1,032
Distance to Closest Airport: 12 miles
More on East Hartford: Real Estate | Data | Photos

Hartford, CT

Source: Public domain
Overall SnackAbility

4
/10

Population: 123,088
Rank Last Year: 8 (No Change)
Median Rent: $985
Distance to Closest Airport: 11 miles
More on Hartford: Real Estate | Data | Photos

Bethel, CT

Overall SnackAbility

7
/10

Population: 10,012
Rank Last Year: -
Median Rent: $1,259
Distance to Closest Airport: 37 miles
More on Bethel: Real Estate | Data | Photos

Newington, CT

Overall SnackAbility

7.5
/10

Population: 30,234
Rank Last Year: 11 (Up 1)
Median Rent: $1,263
Distance to Closest Airport: 17 miles
More on Newington: Real Estate | Data | Photos

How We Determined The Best Places To Retire In the Constitution State for 2021

To create our list of the best places in Connecticut to retire, we first used Census data to find all places in the Constitution State -- 142 cities and towns.

We then narrowed it down to places with at least 10,000 people that weren't townships. This left us with 36 places from across the state.

For these 36, we looked at the following criteria taken from the Census, the FBI's Crime Report, National Weather Service, and OpenFlights:

  • Low cost of living as measured by rent
  • Low crime
  • Things to do (Museums, Colleges, and Libraries in town)
  • Nice weather
  • Distance to the closest international airport
  • Other retirees (High median age)

We then ranked each of these places for each criteria from one to 36, with the lowest number being the best.

Finally, we took the average rank across these criteria. The place, in this case Windsor Locks, with the lowest average rank was crowned the best of the best, a place for you to start your second careers. You can download the data here.

Maybe You're Not Ready To Retire In Connecticut Yet...

So there you have it, the best place to retire in Connecticut goes to Windsor Locks.

If you're not ready to hang up your office apparel yet, then these places might be up your alley:

  1. Bridgeport
  2. Trumbull
  3. Milford

For more Connecticut reading, check out:

Where Are The Best Places To Retire In Connecticut?

Rank City Population Median Rent
1 Windsor Locks 12,671 $1,189
2 Torrington 34,489 $949
3 Wethersfield 26,171 $1,052
4 Willimantic 17,358 $877
5 Bristol 60,218 $1,027
6 Middletown 46,511 $1,133
7 East Hartford 50,272 $1,032
8 Hartford 123,088 $985
9 Bethel 10,012 $1,259
10 Newington 30,234 $1,263

How Is The Area In ?

About Chris Kolmar

Chris Kolmar has been in the real estate business for almost ten years now. He originally worked for Movoto Real Estate as the director of marketing before founding HomeSnacks.

He believes the key to finding the right place to live comes down to looking at the data, reading about things to do, and, most importantly, checking it out yourself before you move.

If you've been looking for a place to live in the past several years, you've probably stumbled upon his writing already.

You can find out more about him on LinkedIn or his website.