These Are The 10 Best Places To Retire In Connecticut For 2019


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 2019. This is our fourth time ranking the best places to retire in Connecticut.

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When most people think of calling it quits on a career, they immediately think of a move to Florida.

But not not everyone wants to spend their golden years in Florida; some of us want to stay close to friends and family and within the great state of Connecticut.

Where exactly in Connecticut is the best place to retire? Well, there’s only one place to go for the answer — data — which returns Windsor Locks as the best place to hang up your cleats.

To that end, we have tried to identify the places in Connecticut that are safe, affordable, and have plenty of things to keep you busy well into retirement.

What did we find after pouring through all the data? Let’s just say we hope folks in Windsor Locks don’t mind us spreading the word.

Here are our top ten places in the Constitution State to retire for 2019:

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

Read on to see see all the golden parachute level details or check out the best places to retire in America.

For Connecticut state reading:

How We Determined The Best Places To Retire In the Constitution State for 2019

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 12,000 people that weren’t townships. This left us with 34 places from across the state.

For these 34, 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 34, 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.

Windsor Locks, CT

Source: Wikipedia
Overall SnackAbility

7
/10

Population: 12,537
Rank Last Year:
Median Rent: $1,144
Distance to Closest Airport: 1 miles
More on Windsor Locks: Real Estate | Data | Photos

Windsor Locks is a town in Hartford County, Connecticut, United States. As of the 2010 census, its population was 12,498. It is the site of Bradley International Airport, which serves the Greater Hartford-Springfield region and occupies approximately 1/3 of the town. Windsor Locks is also the site of the New England Air Museum.

Bristol, CT

Source: Public domain
Overall SnackAbility

8.5
/10

Population: 60,437
Rank Last Year: 17 (Up 15)
Median Rent: $895
Distance to Closest Airport: 22 miles
More on Bristol: Real Estate | Data | Photos

Torrington, CT

Source: Public domain
Overall SnackAbility

8
/10

Population: 35,227
Rank Last Year: 11 (Up 8)
Median Rent: $885
Distance to Closest Airport: 24 miles
More on Torrington: Real Estate | Data | Photos

Torrington is the largest city in Litchfield County, Connecticut and the Litchfield Hills region. It is also the core city of the largest micropolitan area in the United States. The city population was 36,383 according to the 2010 census.

Willimantic, CT

Overall SnackAbility

6
/10

Population: 17,339
Rank Last Year:
Median Rent: $777
Distance to Closest Airport: 28 miles
More on Willimantic: Real Estate | Data | Photos

Willimantic is a census-designated place, former city and borough, and special-services district. It is located in the town of Windham in Windham County, Connecticut. The population was 17,737 at the 2010 census. It is home to Eastern Connecticut State University and the Windham Textile and History Museum. Willimantic was incorporated as a city in 1893; the city was superseded in 1983 by the Willimantic Special Services District/Willimantic CDP. It is also the birthplace of former U.S. Senator Christopher Dodd of Connecticut.

Review Of Willimantic by Saki Yukimura

I’m gonna be honest here… willimantic isn’t as bad as it was like 20 years ago. I’ve lived in the heart of it my whole life and never seen anyone walking around with a gun. The alcohol and pitbulls were spot on tho. Also I’m surprised our really terrible school system wasn’t brought up. Our education system is so bad now, they’re gonna be closing our high schools. Back when I was i high school it was so bad teachers were quitting and they had students fill in. Most dropped out and got GEDs instead lol.

Middletown, CT

Overall SnackAbility

7.5
/10

Population: 46,933
Rank Last Year: 21 (Up 16)
Median Rent: $1,062
Distance to Closest Airport: 26 miles
More on Middletown: Real Estate | Data | Photos

Middletown is a city located in Middlesex County, Connecticut, along the Connecticut River, in the central part of the state, 16 miles south of Hartford. In 1650, it was incorporated as a town under its original Indian name, Mattabeseck. It received its present name in 1653. Middletown was included within Hartford County upon its creation on May 10, 1666. In 1784, the central settlement was incorporated as a city distinct from the town. Both were included within newly formed Middlesex County in May 1785. In 1923, the City of Middletown was consolidated with the Town, making the city limits of the city quite extensive.

Review Of Middletown by HomeSnacks User

There is a lot to do in Middletown. There are fireworks over the river around the 4th of July, plenary of places to eat and shop, and plenary of school option.

The food on Main Street is awesome. There are a ton of choices for food. The toy store is also amazing.

West Hartford, CT

Overall SnackAbility

7.5
/10

Population: 63,187
Rank Last Year:
Median Rent: $1,236
Distance to Closest Airport: 12 miles
More on West Hartford: Real Estate | Data | Photos

West Hartford is an affluent suburb located in Hartford County, Connecticut, United States. Located 5 miles west of downtown Hartford, the population was 63,268 at the 2010 census.

Newington, CT

Overall SnackAbility

7.5
/10

Population: 30,590
Rank Last Year:
Median Rent: $1,163
Distance to Closest Airport: 17 miles
More on Newington: Real Estate | Data | Photos

Newington is a town in Hartford County, Connecticut, United States. Located 8 miles south of downtown Hartford, Newington is an older, mainly residential suburb located in Greater Hartford. As of the 2010 census, it had a population of 30,562. The Connecticut Department of Transportation has its headquarters in Newington.

East Hartford, CT

Source: Public domain
Overall SnackAbility

7
/10

Population: 50,834
Rank Last Year:
Median Rent: $960
Distance to Closest Airport: 12 miles
More on East Hartford: Real Estate | Data | Photos

East Hartford is a town in Hartford County, Connecticut, United States. The population was 51,252 at the 2010 census.

Shelton, CT

Overall SnackAbility

9
/10

Population: 40,979
Rank Last Year: 24 (Up 15)
Median Rent: $1,195
Distance to Closest Airport: 49 miles
More on Shelton: Real Estate | Data | Photos

Shelton is a city in Fairfield County, Connecticut, United States. The population was 39,559 at the 2010 census.

Ansonia, CT

Overall SnackAbility

8
/10

Population: 18,950
Rank Last Year: 12 (Up 3)
Median Rent: $1,031
Distance to Closest Airport: 45 miles
More on Ansonia: Real Estate | Data | Photos

Ansonia is a city in New Haven County, Connecticut, United States, on the Naugatuck River, immediately north of Derby, and about 12 miles northwest of New Haven. The population was 19,249 at the 2010 census. The ZIP code for Ansonia is 06401. The city is served by the Metro-North Railroad. Ansonia Station is a stop on the railroad passenger commuter service’s Waterbury line, connecting to New York’s Grand Central Terminal. Ansonia also is served by the Connecticut Transit bus carrier. Connecticut Route 8 serves Ansonia.

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:

Detailed List Of The Best Places To Retire In Connecticut

Rank City Population Median Rent
1 Windsor Locks 12,537 $1,144
2 Bristol 60,437 $895
3 Torrington 35,227 $885
4 Willimantic 17,339 $777
5 Middletown 46,933 $1,062
6 West Hartford 63,187 $1,236
7 Newington 30,590 $1,163
8 East Hartford 50,834 $960
9 Shelton 40,979 $1,195
10 Ansonia 18,950 $1,031
11 Norwich 40,057 $965
12 Hartford 124,320 $914
13 Westport 27,511 $1,815
14 Greenwich 13,429 $1,651
15 Naugatuck 31,625 $954
16 New Britain 72,876 $925
17 Orange 13,941 $1,686
18 Manchester 30,364 $1,087
19 North Haven 23,888 $1,258
20 East Haven 29,015 $1,139
21 Meriden 60,203 $963
22 Stratford 52,300 $1,229
23 Derby 12,755 $1,069
24 Norwalk 87,930 $1,477
25 Darien 21,519 $2,803
26 Danbury 83,890 $1,325
27 New London 27,218 $914
28 West Haven 54,972 $1,085
29 Stamford 127,410 $1,656
30 Waterbury 109,211 $912
31 New Haven 130,405 $1,121
32 Milford 52,005 $1,462
33 Trumbull 36,477 $1,813
34 Bridgeport 147,022 $1,111

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