Moving to a new state can be an exciting yet daunting experience. Whether relocating for work, education, or simply seeking a change of scenery, finding the best place to live is a crucial decision.
In the beautiful state of Connecticut, choosing where to live is no easy task. The options are plentiful, each offering its unique charm and amenities. With so many factors to consider, choosing the perfect city can be challenging.
As you embark on this journey, we understand the mixed emotions that come with it – the excitement of new beginnings and the anxiety of leaving behind familiar surroundings.
It’s normal to feel overwhelmed by the plethora of choices and the uncertainty of what lies ahead. But fear not; we are here to guide you through this process. In this comprehensive guide, we will help you avoid the struggles of moving to a new state and provide an extensive overview of the best cities in Connecticut.
Here Are the 16 Best Cities in Connecticut
Connecticut is home to 169 municipalities, of which 19 are cities, 149 are towns and one borough. Many cities and towns in Constitution State have a high quality of life, rich history, green spaces, and a thriving community spirit.
After extensive research and consideration, we have curated a list of the 16 best cities in Connecticut that offer an exceptional living experience. Whether you’re seeking a vibrant urban lifestyle, a peaceful suburban retreat, or a close-knit community atmosphere, these cities have something to offer everyone.
Avon
Population: 18,302
Median income: $129,801
Median Home Price: $468.8K
Nestled in the Farmington Valley, Avon is one of the best cities in Connecticut. It offers a charming blend of New England architecture, scenic hiking trails, and an abundance of local shops and restaurants. This picturesque town is nestled in Hartford County, in the central part of the state.
With its tranquil surroundings, it offers a peaceful and close-knit community atmosphere. The city is known for its natural beauty, featuring rolling hills, wooded areas, and picturesque landscapes.
Avon real estate comes in a wide range of options across several neighborhoods. There are many well-maintained properties, including condos and single-family homes both existing and new construction. The leading employers include Avon Public Schools.
Cheshire
Population: 29,179
Median income: $132,573
Median Home Price: $432K
Cheshire is one of the most vibrant towns in Connecticut. It is in New Haven County in the central part of the state. People know Cheshire for its historic charm, a strong sense of community, and outstanding schools.
The majority of the Cheshire real estate market is single-family homes, townhouses, and condos.
There are a large number of amenities available to Cheshire residents. There are a bunch of beautiful parks, hiking trails, and scenic views. Cheshire has a great public golf course, community pools, and athletic fields.
Cheshire has some of the best medical facilities in the state. You can choose from Yale-New Haven Hospital, Mid-State medical center, and Saint Mary’s Hospital. The hospitals and Yale University are the major employers in the city.
Danbury
Population: 86,759
Median income: 34,026
Median Home Price: $408K
Danbury is one of the largest cities in Fairfield County. It is in the southwest of Connecticut and is known for its diverse community, robust economy, and dynamic living environment.
There are many single-family homes for sale in Danbury, but most housing available are condos and apartments. Multi-family homes and new construction are available in limited quantities.
The major employers in Danbury are well-known global companies. Cartus, Praxair, and Boehringer Ingelheim all have offices in Danbury. Additionally, there are a large number of people who commute to New York City from Danbury.
The cultural heritage and arts scene is easily visible in Danbury. Many cultural events throughout the year, including the Danbury Irish Festival and the Taste of Greater Danbury. The summer months are packed with fun and engaging events.
Darien
Population: 21,753
Median income: $250,001
Median Home Price: $1.7M
Darien is well known as one of the best cities in Connecticut. It is one of the most affluent towns in the state. It offers an idyllic living environment if you can afford to live in this city.
Darien, CT, has some of the most luxurious homes in Connecticut. You can choose from colonial, Victorian, and contemporary designs.
Pear Tree Point Beach is one of the most populated places for locals to go swimming, boating, and sunbathing. Darien also has a vibrant downtown area with boutique shops and fancy restaurants.
Darien is on the picturesque Long Island Sound. The city has incredible coastal views, and it’s only 40 miles from New York City. Darien features a close-knit community and a reputation for being family-friendly.
Glastonbury
Population: 34,427
Median income: $130,294
Median Home Price: $445K
In charming Hartford County, you can find Glastonbury in the central part of Connecticut. This city has one of the richest histories of any part of the state. The Glastonbury real estate market is characterized by its well-maintained properties, tree-lined streets, and various living arrangements.
Glastonbury has some of the best hospitals in the world. Some nearby hospitals are Hartford Hospital, Saint Francis Hospital, and UConn John Dempsey Hospital. The hospitals are all major employers, as are Pratt & Whitney, Cigna, and The Hartford.
There are a lot of fun cultural and community events. The Glastonbury Apple Harvest Festival and the historical society of Glastonbury regularly have fun events that are both exciting and family-friendly.
Greenwich
Population: 63,396
Median income: $152,577
Median Home Price: $1.8M
Connecticut’s residents know Greenwich for its upscale lifestyle, picturesque surroundings, and bustling urban environment. Many beautiful home styles in this area include elegant Colonial, Tudor, and Mediterranean living spaces. When shopping for a home, real estate prices may shock you.
Greenwich has a bustling economy, and several financial services have headquarters in Greenwich. Bridgewater Associates, AQR Capital Management, and Interactive Brokers all have offices in Greenwich. There are plenty of employment opportunities.
Greenwich is only 30 miles from New York City and is a popular choice for commuters. You can find an upscale and luxurious living environment and high-end amenities. There are also private schools as well as a stellar public school district.
New Canaan
Population: 20,213
Median income: $214,977
Median Home Price: $1.8M
New Canaan is the most exclusive place to buy homes for sale in Connecticut. You can find it in Fairfield County, and it has a national population of beautiful homes and top-rated private schools. Many of the residents commute to New York City.
The architecture in New Canaan is some of the most stunning in the entire state. Many modern homes feature manicured landscapes and the most luxurious amenities. The average house price is far above the national average.
New Canaan is primarily residential, so only a few employment options exist. This fact is compounded by many people commuting to New York City for work.
New Haven
Population: 135,081
Median income: $73,450
Median Home Price: $271.7K
New Haven is home to the prestigious Yale University, and most of the community revolves around this outstanding institute of higher learning. It is one of the larger cities in New Haven and offers everything under the sun.
There are a large number of businesses and restaurants that cater to both college students and other residents. Yale is a central aspect of the community and employs most residents in New Haven real estate. Due to the emphasis on education, some of the top-rated schools in Connecticut are also located in New Haven.
Due to the university’s presence, there are many cultural venues in the city. The Yale Repertory Theatre and the Long Wharf Theatre have a variety of performances throughout the year. Additionally, there are often exhibits and cultural presentations sponsored by the university.
Old Greenwich
Population: 6,980
Median income: $96,428
Median Home Price: $1.8M
Connecticut has many coastal towns, but the most beautiful one is Old Greenwich. The incredible coast views and charming atmosphere make it one of the best cities in Connecticut. Old Greenwich is relatively small, and most of the housing options are in the historic part of the town.
Most Old Greenwich real estate options are older homes built in Colonial style or lovely waterfront properties suitable for large families. This combination makes the properties beautiful but high-value.
Several venues in the old town host outdoor concerts, farmer markets, and holiday festivals. Despite its small size, something is always going on in Old Greenwich.
Ridgefield
Population: 7,228
Median income: $65,614
Median Home Price: $807K
Ridgefield is another charming seaside town in Fairfield County. Ridgefield offers many amenities and recreational opportunities like Ballard Park and the Ridgefield Playhouse. Ridgefield Playhouse has frequent concerts, theater performances, and other community events.
If you love the outdoors, Ridgefield real estate is an excellent place to live. The area has many hiking trails, lakes, and nature preserves. There are cultural events in the historic downtown area. You can visit boutique shops, art galleries, and various restaurants.
Simsbury
Population: 24,979
Median income: $125,176
Median Home Price: $428K
Simsbury has some of the most beautiful natural features of any city in Connecticut. The desirable town is known for its abundant natural beauty. There are beautiful parks and open spaces.
The Farmington River runs through Simsbury. You can go kayaking, fishing, and hiking along the riverbanks. The town also has several golf courses, tennis courts, and sports fields.
The homes for sale in Simsbury are just 10 miles northwest of Hartford, and it has beautiful rolling hills, wooded areas, and picturesque landscapes. It uniquely blends small-town feel, natural beauty, and access to urban amenities.
Stamford
Population: 136,309
Median income: $96,885
Median Home Price: $583.8K
Stamford is one of the most vibrant and cosmopolitan areas in Connecticut. It is the third-largest city in Connecticut and has an exciting and bustling living environment. There are a wide variety of homes for sale in Stamford, including high-rise condos, apartments, and upscale residential communities. There are options for both renters and homeowners.
Stamford is also a significant business and financial hub. The city has the headquarters of several companies, including Charter Communication, Pitney Bowes, and Synchrony Financial. UBS and RBS also have offices in the city.
There are also outstanding cultural opportunities in Stamford. You can visit the Stamford Museum and Nature Center and the Palace Theatre. There are also fun cultural events throughout the summer.
West Hartford
Population: 63,023
Median income: $105,230
Median Home Price: $404K
West Hartford has a wealth of amenities and recreational opportunities. The adorable town boasts an active downtown area with a vibrant art and entertainment district with shopping, dining, and entertainment options.
You can also visit boutique stores, cafes, and theaters near West Hartford real estate. If you want something more laid back, you can visit its array of parks and join in outdoor activities.
The insurance industry plays a significant role in the area. Companies like The Hartford and Travelers maintain a presence in Newby Hartford. The vibrant retail and hospitality escorts also offer employment opportunities throughout West Hartford.
Weston
Population: 10,278
Median income: $207,863
Median Home Price: $1M
Weston has some of the most spacious and luxurious properties amidst rolling hills and wooded landscapes. The real estate in Weston tends to be on the higher end of the market, which attracts those seeking a serene and private lifestyle.
Weston embraces its rural heritage and fosters a strong sense of community. The town hosts several community events and gatherings throughout the year. Weston also boasts a rich artistic community with galleries and art events.
With its expansive real estate options, natural beauty, and strong community, Weston is one of the best cities in Connecticut.
Westport
Population: 28,115
Median income: $236,892
Median Home Price: $1.5M
Westport is on the Long Island Sound. It is just 50 miles northeast of New York City. The coastal city provides scenic views and access to water activities.
Westport is home to several beaches, including Compo Beach and Burying Hill Beach, which allow swimming, sunbathing, picnicking, and other outdoor activities.
The presence of these beaches makes Westport real estate an incredibly popular destination for vacation properties and rental investments. There are also well-maintained parks, lots of amenities, golf courses, and natural trails.
Woodbridge
Population: 8,907
Median income: $171,652
Median Home Price: $571K
Woodbridge offers a tranquil and family-friendly living environment and is one of Connecticut’s most popular rural towns to purchase real estate.
It has suburban charm, access to recreational amenities, and proximity to cultural attractions. With a population of under 10K, Woodbridge provides a small-town ambiance while giving its residents access to big-town amenities.
Woodbridge is primarily a residential community, and many residents commute to nearby cities like New Haven and Bridgeport for work. The proximity to these two cities also gives residents access to incredible amenities like food, and an abundance of activities, entertainment, and art.
Frequently Asked Questions: Best Places To Live in Connecticut
These are some of the frequently asked questions about the best cities in Connecticut. These questions should answer any remaining questions that you have.
What is an excellent area to live in Connecticut?
Connecticut is known for its picturesque landscapes, excellent schools, and high standard of living. But several regions are often considered particularly desirable places to reside.
Fairfield County, Greenwich, Westport, and Hartford are the best places to live in Connecticut for various reasons.
What is the best suburb in Connecticut?
There are many excellent suburbs in Connecticut. Some of the most well-known are Westport, Simsbury, Darien, and Avon. These suburbs offer a community atmosphere, friendly vibe, and great amenities.
What are the most expensive areas in Connecticut?
Connecticut has been named among the most expensive states in the country in several publications. This is because the state is considered one of the country’s most exclusive and sought-after places to live.
The large number of affluent regions is a result of its proximity to New York City. The most costly towns include New Canaan, Greenwich, and Westport. All of these areas have a median household income that is much higher than the national average.
Is moving to Connecticut a good idea?
If you have the means, moving to Connecticut is a beautiful idea. Some top reasons people move to Connecticut are the quality of life, proximity to major cities like New York, Providence, Springfield, and Boston, high-quality education, and incredible natural beauty.
Is Connecticut expensive to live?
Due to its popularity and the high quality of living, Connecticut is indeed expensive to reside in with a cost of living index of 111.8, above the national average of 100. The high cost of living results from high housing costs, high state taxes, and costly utilities and transportation. That being said, salaries in Connecticut are also elevated to compensate for the higher cost of living.
Why is Connecticut the best state to live in?
Many people consider Connecticut the best place to live because of its historical and cultural heritage, excellent healthcare, and proximity to major cities.
Additionally, many families are attracted by the quality of education and the proximity to major cities. Outdoor activities and attractions like Elizabeth Park and Talcott Mountain State Park appeal to many families.
Where do most people live in Connecticut?
Most of Connecticut’s residents are in the southern part of the state. The central regions of Connecticut also have high population densities and urban development.
Is Connecticut a good place for retirees?
Connecticut is also an ideal location for retirees to live. The high-quality healthcare, recreational opportunities, and active adult communities appeal to older groups of people.
Conclusion
Connecticut offers a multitude of attractive cities and towns that make it a great state to consider for relocation. From the vibrant urban centers to the serene suburban communities, the best cities in Connecticut provide a diverse range of living options to suit different preferences and lifestyles.
Cities like Stamford, West Hartford, Westport, and Simsbury are among the best places to live. Connecticut has an unmatched quality of schools, healthcare, and beautiful public parks.
If you are ready to move to Constitution State, perform custom property searches and sign up to get daily or weekly alerts for homes in Connecticut. Ready to purchase a house, condo, or land? Don’t hesitate to contact a local eXp agent for tailored support.
