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10 Richest Towns in Connecticut

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If you’re planning on moving to Connecticut, you’ll want to consider one of the state’s wealthiest towns. These towns offer a high quality of life, plenty of recreational opportunities, excellent schools, and low crime rates. Roadway Moving served Connecticut and the surrounding areas; we’ve helped many families and individuals to make their new homes in these places, and believe us when we say their beauty and charm are like no other in the country.

Darien, Connecticut
Roadway Moving’s truck in Darien, Connecticut


With its beautiful waterfront views and vibrant downtown area, Darien is a popular destination for high-income residents looking to enjoy the best of coastal Connecticut. The town offers so many recreational opportunities you’ll never get enough of them. Darien is also known for its low crime rate, making it a safe and secure place to live.

Darien Connecticut
Darien, Connecticut

New Canaan

New Canaan is a panoramic town known for its outstanding modern and high-end shops. The town’s public schools are highly regarded, and they strongly emphasize STEM education.

New Canaan Connecticut
New Canaan downtown in nice day with store fronts and restaurants and blue sky on Elm Street, Connecticut


Greenwich is the most famous of Connecticut’s wealthy towns, and it’s a secret hiding place for entrepreneurs and an oasis for successful businesses. There are plenty of recreational opportunities, including several parks and beaches. Greenwich is also known as an amazing place to raise a family.

Greenwich Connecticut
The Clock of the Greenwich City Hall, Connecticut during a summer evening.


With its stunning waterfront homes and vibrant downtown area, Westport is a popular destination for high-income residents. The town offers many recreational opportunities, including several parks and nature preserves. Westport is also considered one of the safest towns in the state, with a low crime rate and a highly trained police force.

Westport Connecticut
View from wooden nature boardwalk near Parker Harding Plaza next Main street shoping area in Westport


Ridgefield is your typical charming next-door neighbor; a town in the Berkshire Mountains’ foothills offers plenty of recreational opportunities, including many parks and hiking trails. Ridgefield is also known for its low crime rate, making it a safe place to live and raise a family.

Berkshire Mountains
Berkshire Mountains, Ridgefield Connecticut


Wilton is a quiet town located just a short drive from the city of Norwalk. The town has implemented several initiatives to promote energy efficiency, reduce waste, and protect the natural environment. For example, Wilton has a composting program that encourages residents to compost their food waste. The town has also installed solar panels on several municipal buildings to generate renewable energy.

Wilton Connecticut
View of Viisitors Center at Weir Farm, a National Historic Site in Wilton, CT


Avon is a beautiful town known for its excellent schools, recreational opportunities, and charming New England feel. One quite exciting feature of Avon is the Farmington Valley Greenway, a 16-mile paved trail that runs through the town and is popular with walkers, joggers, and cyclists. The town is also strongly committed to preserving its natural resources and has implemented many programs and initiatives to protect its open spaces and wildlife habitats.


Simsbury is a historic town known for its beautiful scenery, excellent schools, and also a strong sense of community. Simsbury Meadows Performing Arts Center is a place most residents love, it hosts a variety of concerts and events throughout the year. The town is also home to several historic sites like the Simsbury Historical Society and the Ethel Walker School, founded in 1911 and one of the oldest girls’ boarding schools in the country.

Simsbury, Connecticut
Simsbury, Connecticut


Redding is a charming town with a rural feel, excellent schools, and an artistic community. The Mark Twain Library was built in 1908 and is one of the only public libraries in the country still operating according to its original mission. The library also hosts various cultural events, including concerts, art exhibits, and literary readings; just imagine all the fun you can have.

Mark Twain Library
The Mark Twain House and Museum


Weston is a true natural beauty. Residents usually enjoy Devil’s Den Preserve, a 1,746-acre nature reserve where they hike and enjoy the outdoors after work. The town is also very fond of education and has consistently ranked among the top school districts in the state. Weston is also known for its vibrant arts community, with so many galleries, theaters, and cultural events throughout the year.

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