Darien, particularly the Tokeneke area, and Old Greenwich are consistently ranked as the richest areas in Connecticut, boasting the highest average household incomes, often exceeding $826,000 in top ZIP codes. These Fairfield County towns are characterized by high property values, often over $2 million, and are heavily populated by finance professionals.
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.
By weighing these factors together, the 2025 list reveals not just where the wealthiest people live, but where economic influence and opportunity are most heavily concentrated.
What's the cheapest city to live in in Connecticut?
Waterbury is the most affordable city: Waterbury's cost of living is 5% lower than the national average. With a median home price of $296,000, it is the cheapest place to live in Connecticut.
“Connecticut is a high tax state, a high cost of living state, and if you want people to stay here, you've got to reserve that a little bit.” People are also moving internally. Several moving companies told NBC Connecticut they're seeing people move out of bigger cities such as Hartford, Bridgeport, and New Haven.
Greenwich. When it comes to luxury, Greenwich is practically synonymous with wealth. It's the most famous (arguably most expensive) town in Connecticut.
In Hartford, more than a third of all individuals and nearly half of the city's children live in poverty (Table 1). That is three times the state child poverty rate of 14.8 percent and 25 times more than some of the state's wealthiest towns.
Hartford listed as nation's most expensive place to live. Here's what that means. Evening Skyline view of Hartford on the Connecticut River. A new ranking of the country's most expensive cities has Hartford sitting top the list, ahead of places like New York and Los Angeles.
New York remains a magnet for some of the world's most successful businesspeople. Roughly two-thirds of the state's billionaires made their fortunes in finance and investments, including richest resident (former NYC mayor) Michael Bloomberg, who's worth staggering $109 billion.
Medina, Washington. Medina is located in western Washington, just across Lake Washington from Seattle. Medina's median household income — nearly $250,000 — is the highest among cities in this list. It's average single-family home value is also the highest, by far.
The top 5 richest U.S. states vary slightly by metric, but generally include Massachusetts, New Jersey, Maryland, New Hampshire, and California, often ranked by median household income or per capita income, with Connecticut and Washington also frequently appearing at the top. These states lead due to strong economies, high wages, and robust tech/finance sectors.
