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Middletown, CT Multifamily Homes & Duplexes for Sale

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  • 123 Burgundy Hill Ln, Middletown, CT 06457
    123 Burgundy Hill Ln, Middletown, CT 06457
    123 Burgundy Hill Ln, Middletown, CT 06457
    /18

    $2,175,000

    • 1 Bed
    • 1 Bath
    • 11,098 Sq Ft

    123 Burgundy Hill Ln, Middletown, CT 06457

    Portfolio of 18 rental condo units in the Peppermill Village association in Middletown. All units rented, this turnkey investment portfolio offers immediate cash flow. Current Gross Rents of $274k. 14 1-bedroom units and 4 1-bedroom w/loft units. HOA includes water, sewer, trash, landscape, Snow removal. Tenants responsible for electric utility.

    Travis Preziosi Brickwell Partners LLC

    123 Burgundy Hill Ln, Middletown, CT 06457
  • 58 Durant Terrace, Middletown, CT 06457
    58 Durant Terrace, Middletown, CT 06457
    58 Durant Terrace, Middletown, CT 06457
    /20

    $379,000

    • 4 Beds
    • 2 Baths
    • 1,754 Sq Ft

    58 Durant Terrace, Middletown, CT 06457

    Welcome to 58 Durant Terrace - a well-maintained 2-family home nestled in a quiet, desirable neighborhood just minutes from downtown Middletown, Wesleyan University, shopping, and dining. This versatile property offers two spacious units, each with 2 bedrooms, 1 full bath, bright living spaces, and hardwood flooring throughout. Ideal for investors or owner-occupants, live in one unit and rent the

    Michelle Lorenzetti Premier Re Group LLC

    58 Durant Terrace, Middletown, CT 06457
  • 1 Pomeroy Place, Middletown, CT 06457
    1 Pomeroy Place, Middletown, CT 06457
    1 Pomeroy Place, Middletown, CT 06457
    /9

    $329,900

    • 7 Beds
    • 2 Baths
    • 1,965 Sq Ft

    1 Pomeroy Place, Middletown, CT 06457

    This 2-Family is good for investment or owner occupancy while situated on a cul de sac near the bustling Main st of Middletown and Wesleyan University. This home also offers an open walk out basement, and separate gas utilities.

    Craig Ings Hill Top Real Estate, LLC

    1 Pomeroy Place, Middletown, CT 06457
  • 394 High St, Middletown, CT 06459
    394 High St, Middletown, CT 06459
    /2

    $369,000

    • 5 Beds
    • 2 Baths
    • 2,953 Sq Ft

    394 High St, Middletown, CT 06459

    This 2 family has great potential and within walking distance to Wesleyan University. Also easy access to Rt 9 or Rt 66 and walking distance to the downtown restaurants and shops. This is an ideal investment property to add to your portfolio, or can be your own place of peace with an additional income stream.

    Andre Holloman KW Legacy Partners

    394 High St, Middletown, CT 06459
  • 203 E Main St, Middletown, CT 06457
    203 E Main St, Middletown, CT 06457
    203 E Main St, Middletown, CT 06457
    /38

    $575,000

    • 9 Beds
    • 4 Baths
    • 1,885 Sq Ft

    203 E Main St, Middletown, CT 06457

    Two side by side two families in Middletown! One newly renovated and vacant first floor unit at 207 E Main Street features higher end finishes and is move in ready! These properties are easy to manage and have easy access to the Route 9 corridor. Only lease up is required to achieve over a 20% return on investment.

    Connor Wenchell VC Property Group, LLC

    203 E Main St, Middletown, CT 06457
  • 126 Highland Ave, Middletown, CT 06457
    126 Highland Ave, Middletown, CT 06457
    126 Highland Ave, Middletown, CT 06457
    /3

    $259,000 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,863 Sq Ft

    126 Highland Ave, Middletown, CT 06457

    If you're looking to start your investment portfolio, or would like to a multi-generational home that you can remodel to your own style, then do not miss this opportunity! First floor has in-unit laundry in the oversized bathroom. The covered back porch can easily be turned into a second bedroom. A little updating, and this home can be an income producing Multi-Family, or the perfect option for

    Devon Taylor Assael Dave Jones Realty, LLC

    126 Highland Ave, Middletown, CT 06457
Connecticut Middlesex County Middletown

Multi-Family Homes & Duplexes for Sale in Middletown, CT

Why Live in Middletown

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.

Learn more about living in Middletown

Home Trends in Middletown, CT

On average, homes in Middletown, CT sell after 43 days on the market compared to the national average of 52 days. The median sale price for homes in Middletown, CT over the last 12 months is $325,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$400,750
Median Townhouse Sale Price
$240,000
Median 2 Bedroom Sale Price
$222,000
Median 1 Bedroom Sale Price
$151,000
Average Price Per Sq Ft
$239
Number of Homes for Sale
30
Last 12 months Home Sales
345
Months of Supply
1.00
Median List Price
$325,000
Median Change From 1st List Price
-1%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home

In Middletown, there are currently 6 multi-family homes for sale, providing an appealing investment opportunity for buyers. With multi-family homes priced between $259,000 to $2,175,000, there's a range to accomodate every budget. As of September, 2025 the median home price in Middletown is $325,000, while the average sale price is $347,646, offering insights into the local housing market. On average, multi-family homes spend 43 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.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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