Classic New England Charm with Modern Livability
Tucked in the scenic hills of western Connecticut, Middlebury captures the essence of small-town New England living. With a population of just 7,500, this charming rural town in New Haven County offers a peaceful lifestyle surrounded by natural beauty—yet it’s just a short drive from the cultural and commercial conveniences of New Haven. Families are drawn to its top-rated school system, acres of preserved open space, and a deep-rooted sense of community.
“Middlebury is where small-town living meets urban accessibility,” says local resident Brian Shaban, Public Relations Chairman of the Middlebury Town Committee. The town blends timeless New England character with thoughtful planning, preserving its close-knit feel while still supporting growth.
Despite resisting large-scale development, Middlebury is far from sleepy. Spanning 18.5 square miles, the town features seven business districts and a strong local economy centered around healthcare, education, and hospitality. Major employers include Timex Group, Quassy Amusement Park, Waterbury Hospital, and Danbury Hospital. Thanks to its lower property taxes and real estate prices, along with easy access to highways and airports, Middlebury has become an appealing location for both families and businesses.
Middlebury is a haven for outdoor lovers. While the town itself offers parks like Meadowview and the centrally located town green, it’s also nestled between some of Connecticut’s most beautiful state forests.
Just minutes away are thousands of acres of preserved wilderness:
Naugatuck State Forest (5,000 acres) offers everything from fishing and mountain biking to skiing and scenic hiking.
Mattatuck State Forest (4,500 acres) is home to the iconic Mattatuck Trail and panoramic river views.
Paugussett State Forest (1,200 acres) features hardwood forests, ponds, and tranquil hiking and kayaking routes.
Right in town, Lake Quassapaug is a favorite destination for swimming, boating, and winter activities, while the Middlebury Greenway, a paved 7-mile path, offers a scenic route for walking, running, and biking.
With its natural surroundings, strong community values, and well-balanced lifestyle, Middlebury stands out as one of Connecticut’s most desirable towns to call home.
7,736 people live in MIDDLEBURY, where the median age is 43.4 and the average individual income is $58,423. Data provided by the U.S. Census Bureau.
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MIDDLEBURY has 2,861 households, with an average household size of 2.67. Data provided by the U.S. Census Bureau. Here’s what the people living in MIDDLEBURY do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 7,736 people call MIDDLEBURY home. The population density is 435.63 and the largest age group is Data provided by the U.S. Census Bureau.
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