Middletown Connecticut
Homes for Sale and Real Estate

Area Description

The city of Middletown, founded in 1650, and with a population of 47,648, is named for its location at the center of Connecticut, 16 miles south of the Capital city of Hartford. It is the largest municipality in Middlesex County. This city, which was originally called Mattabeseck for the Native American Wangunk tribe that settled in the area, has an area of 42.3 square miles and was at one time a bustling port on the 406-mile-long Connecticut River, which separates the city from Portland.

Area Highlights

The Neighbors

Friendly ambiance, college town on the beautiful Connecticut river.


Varied, with contemporary and more classic New England style areas


Casual with a touch of sophistication and the hipness of a college town.

You'll Love

Downtown shops and restaurants, being close to the mighty Connecticut River

Perfect For

Families, new businesses

Around the Area

The city is home to Wesleyan University and Middlesex Community College. It has a bustling downtown with restaurant cuisines from around the world, a vibrant arts culture and attractions including Kidcity Museum, ziplines, two breweries at a former typewriter factory complex turned business incubator space, Seven Falls and Miller's Pond state parks, Harbor Park, the Wadsworth Mansion, roller skating, arts, history and culture performances at Wesleyan; and a public pool and other swimming areas, including Crystal Lake and Wadsworth Falls.

Many well-known people have come from Middletown: Union Gen. Joseph K. Mansfield, NASCAR star Joey Logano, Italian-American boxer Willie Pep, composer Reginald De Koven, Commodore Thomas Macdonough, former U.S. Secretary of State under Truman Dean Acheson, former Mr. New England bodybuilder Jerry Augustine and prominent abolitionist Benjamin Douglas. The Civil War marching song, "Marching Through Georgia," was written by city resident Henry Clay Work.

Also, President Woodrow Wilson was a history professor at Wesleyan University. A large number of its residents, who immigrated from Melilli, Sicily, in the early 1900s, also built St. Sebastian Church, a replica of the one in Italy, prompting Middletown and Melilli to designate themselves sister cities in 1979.

Students attend one of nine public and parochial elementary schools: Moody, Spencer, Farm Hill, Snow, Wesley, Lawrence, St. John Paul II, Macdonough or Bielefield, and Keigwin Middle School (grades six), Woodrow Wilson Middle School (seventh and eighth), Middletown High School or private Catholic high schools Xavier and Mercy, or the state-owned Vinal Technical High School.  The city is governed by a mayor and Common Council, all of whom serve four-year terms, and hosts businesses including Middlesex Hospital, Kleen Energy Systems, United Technologies, Eversource, Pratt & Whitney, Connecticut State Police, FedEx at the former Aetna site, and MiddleOak.



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