
The Most Expensive Town to Buy a Home in Connecticut
According to MSN/GoBankingRates, Greenwich, CT sits at the very peak of the Nutmeg State’s real estate mountain, boasting a median home value that will make your eyes water and a population small enough to fit into a few Whole Foods parking lots. The median home value comes in at $2,400,918, and the population hovers just over 14,000 residents.
With its blend of coastal views, hedge-lined estates, and upscale shops, it’s no surprise Greenwich claimed the top spot. And to give you a sense of just how exclusive it is, that photo above shows the entrance to the former home of the late Mary Tyler Moore.

But what about our Tri-State neighbors? Deal, NJ comes in with an even steeper price tag, with a median home price of $4,043,692. The Empire State has a behemoth as well with a median home value of $6,685,923 in Sagaponack, NY.
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If you're more interested in Connecticut's biggest bargain, I give you the 06105-zip code in Hartford. According to ListWithClever the median home value is $104,586. And if you’re looking at whole towns, according to Redfin, Waterbury still offers plenty of houses at prices well below the Fairfield County average, with the bonus of great eats, a dash of history, and some seriously unique attractions like Holy Land USA and the feral parking lot of the Brass Mill Center. That has some of the best people-watching in America.
Fun Facts about Greenwich
- Greenwich was officially incorporated in 1656, making it one of the oldest towns in Connecticut and giving it nearly four centuries of history.
- It’s home to the headquarters of several major hedge funds and financial firms, which is a big reason why it’s consistently ranked among the wealthiest communities in the U.S.
- Greenwich Avenue — the main shopping district — is lined with luxury retailers like Hermès, Tiffany & Co., and Saks Fifth Avenue, giving it a reputation as a mini-Rodeo Drive of the East Coast.
- The town boasts four public beaches along Long Island Sound, including Greenwich Point Park, which offers sweeping views of the Manhattan skyline on a clear day.
- The Greenwich International Film Festival has drawn big-name celebrities and filmmakers since it launched in 2015, adding some Hollywood sparkle to the Gold Coast.
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