$409,000
- 4 Beds
- 2 Baths
- 2,214 Sq Ft
156 S Main St, Middletown, CT 06457

Alan Stewart Jr.
ASJ Realty Partners
(860) 397-6729
$409,000
156 S Main St, Middletown, CT 06457
Alan Stewart Jr.
ASJ Realty Partners
(860) 397-6729
$625,000
203 E Main St, Middletown, CT 06457
Connor Wenchell VC Property Group, LLC
$360,000
23 Portland St, Middletown, CT 06457
Sacha Armstrong William Pitt Sotheby's Int'l
Middletown, Connecticut, a Hartford suburb with a population of nearly 50,000, boasts a rich history and a vibrant community along the Connecticut River. Originally inhabited by the Wangunk people and later an English settlement, Middletown was once Connecticut’s largest port. Today, it features a thriving downtown area with almost 200 locally owned businesses, including a variety of bars, boutiques, and international restaurants. Wesleyan University significantly contributes to the town's cultural diversity and lively atmosphere. Middletown offers a range of housing options, from historic homes near downtown to more spacious properties in suburban and rural areas like South Farms and Westfield. The town is known for its community events, such as the annual holiday tree lighting, weekly farmers market, and summer concert series on Union Green. Outdoor enthusiasts can enjoy Harbor Park on the Connecticut River, Wadsworth Falls State Park, and Crystal Lake for boating and swimming. Middletown's public schools receive high ratings, and the town is home to Wesleyan University and Middlesex Community College. Commuting is convenient with Interstate 91 providing access to Hartford (17 miles) and New Haven (27 miles), and regional bus services connecting to downtown Hartford. Violent crime rates in Middletown are below the national average, making it a relatively safe place to live. Future development plans include expanding access to the Connecticut Riverfront with mixed-use developments and green spaces.
On average, homes in Middletown, CT sell after 37 days on the market compared to the national average of 70 days. The median sale price for homes in Middletown, CT over the last 12 months is $240,000, up 10% from the median home sale price over the previous 12 months.
In Middletown, there are currently 3 multi-family homes for sale, providing an appealing investment opportunity for buyers. With multi-family homes priced between $360,000 to $625,000, there's a range to accomodate every budget. As of August, 2025 the median home price in Middletown is $270,000, while the average sale price is $263,485, offering insights into the local housing market. On average, multi-family homes spend 37 days listed before being sold. Multi-family homes include a variety of property types, from duplexes, triplexes, and fourplexes, to apartment complexes, all within a single building divided to accommodate multiple families living separately. These multi-family properties for sale offer investors the chance to generate rental income. Whether you're considering a duplex for a beginner investment or an apartment complex for a more substantial venture, there are investment properties available to meet your requirements. Explore the range of multi-family homes for sale in Middletown, CT.