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Middletown Home Search

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Middletown is a city located in Middlesex County, Connecticut, along the Connecticut River, in the central part of the state, 16 miles (26 km) south of Hartford. In 1650, it was incorporated as a town under its original Indian name, Mattabeseck. It received its present name in 1653. Middletown was included within Hartford County upon its creation on May 10, 1666. In 1784, the central settlement was incorporated as a city distinct from the town. Both were included within newly formed Middlesex County in May of 1785. In 1923, the City of Middletown was consolidated with the Town, making the city limits of the city quite extensive. Originally a busy sailing port and then an industrial center, it is now largely residential with its downtown serving as a college town for Wesleyan University. Middletown was the county seat of Middlesex County from its creation in 1785 until the elimination of county government in 1960. As of the 2010 census, the city had a total population of 47,648. Middletown, Connecticut is considered the southernmost city in the Hartford-Springfield Knowledge Corridor Metropolitan Region, which features a combined metro population of 1.9 million.

Middletown sits on the west bank of the Connecticut River, in the south-central portion of the state. Running alongside the river, Route 9 bisects the city. According to the United States Census Bureau, the city has a total area of 42.3 square miles (109.6 km²), of which, 40.9 square miles (105.9 km²) of it is land and 1.4 square miles (3.7 km²) of it is water. The total area is 3.36% water. 

The west side of Middletown is flanked by the Metacomet Ridge—a mountainous trap rock ridgeline that stretches from Long Island Sound to nearly the Vermont border. Notable mountains of the Metacomet Ridge in Middletown include Higby Mountain and the north side of Lamentation Mountain. The 50-mile (80 km) Mattabesett Trail traverses the ridge. The Nature Conservancy manages the summit and ledges of Higby Mountain.

Middlefield Homes for SaleMiddletown Schools

Latest Middletown Listings

Scovill  Road, Middletown image
Scovill Road, Middletown $1,200,000

This property abuts 35 acres of protected land and has a view of CT River & 2 State Parks which will not be developed. Spectacular, lightly wooded property consists from ...

  • 170439909 MLS
362 Industrial Park  Road Unit 2&3, Middletown image
362 Industrial Park Road Unit 2&3, Middletown $1,119,800

Excellent location with opportunity galore in this industrial - office condominium. Right off Exits 20 or 21 from Interstate 91. Plenty of office and warehouse space. Hig...

  • 170388224 MLS
340 East Main  Street, Middletown image
340 East Main Street, Middletown $899,000 ▼

Great Opportunity to Own * Prime * Prime * Prime Location, Adjacent to Stop and Shop Join many nationals in this retail corridor, ie. Walgreens, Super Stop and Shop, Adva...

  • 170265031 MLS
876 Newfield  Street, Middletown image
876 Newfield Street, Middletown $800,000 ▼

1.2 acres =/- on a signalized intersection on Newfield St AKA Rt 3 and Mile Lane - 145' frontage on Newfield St - - Redevelopment oppurtunity to join many nationals in B...

  • 170430110 MLS
230 Crystal Lake  Road, Middletown image
230 Crystal Lake Road, Middletown $750,000 ▼

WATER FRONT! Look out your windows or sit on your deck or patio and all you see is the beautiful Crystal Lake!!Over 4000 sq ft., 3 levels, 2 kitchens, 4 bathrooms, 7 car...

  • 3 Beds
  • 4 Baths
  • 170475453 MLS

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2022 SmartMLS, Inc.

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