Advertise
    Connecticut
    For Sale
    • For Sale
    • For Lease
    • Recently Sold
    • Property Lookup
    • Brokers
    Property Types
    1
    • Retail
    • Office
    • Residential Income
    • Restaurants
    • Industrial
    • Mixed-Use
    • Hospitality
    • Health Care
    • Sports & Entertainment
    • Land
    • Agricultural
    • Specialty
    Price
    Price
    $
    $

    Middlesex County, CT Duplexes for Sale

    Notify Me
    List
    Map
    Waterbury, CT Bridgeport, CT New Haven, CT
    17 listings
    Updated Two-Family Home, Middletown
    $369,000
    1,494 SF
    Updated Two-Family Home, Middletown

    168 Hendley Street, Middletown, CT 06457

    Well-maintained two-family home in desirable Westfield section of Middletown.
    • Two‑family home built in 1946 with public water and public sewer
    • Both units are 2‑bedroom, 1 full bathroom layouts
    • Vacant first‑floor unit features a renovated bathroom and refreshed kitchen with butcher block countertops
    • First‑floor living area includes hardwood floors and original details such as a stained glass window and craftsman‑style door
    • Second‑floor unit includes an updated kitchen and bath, abundant natural light, and a spacious living room with high ceilings
    Updated: May 27
    View details
    Haddam Mixed-Use Development Opportunity
    $1,320,000
    3,036 SF
    Haddam Mixed-Use Development Opportunity

    1572 Saybrook Road, Haddam, CT 06438

    Two-family home with permits for 24 new units.
    • Antique two‑family home built in 1850 with wood flooring and baseboard/other heating
    • Wraparound porch and public bathrooms include Bathroom 1, Bathroom 2, and Bathroom 3
    • Public utilities include public water and public sewer, with phone and cable available
    • Zoned for residential or commercial use
    • Two lots totaling 1.26 acres
    Updated: Oct 2, 2025
    View details
    Charming Two-Unit Income Property
    $469,900
    1,252 SF
    Charming Two-Unit Income Property

    Well-maintained two-unit property in the heart of Centerbrook.

    46 Main Street, Essex, CT 06409

    View details
    Two-Unit Duplex with Two 1-Bedrooms
    $330,000
    1,470 SF
    Two-Unit Duplex with Two 1-Bedrooms

    Well-maintained two-family property with two 1-bedroom, 1-bath units and updated heating and hot water systems.

    31 Burr Avenue, Middletown, CT 06457

    View details
    Two Homes on One Lot
    $589,900
    1,701 SF
    Two Homes on One Lot

    Unique property with two homes, ideal for investors or multi-generational living.

    15 Brickyard Road, Clinton, CT 06413

    View details
    Middletown Income Property Package
    $1,100,000
    5,176 SF
    Middletown Income Property Package

    Four income-producing units, workshop, and vacant land parcels.

    28 Portland Street, Middletown, CT 6457

    View details
    Antique Two-Family Home with Development Potential
    $1,320,000
    3,036 SF
    Antique Two-Family Home with Development Potential

    Two-family home with approvals for 24 new units.

    1572 Saybrook Road, Haddam, CT 6438

    View details
    Updated Two-Family Home
    $369,000
    1,494 SF
    Updated Two-Family Home

    Two-bedroom units with updated kitchens and baths, including a vacant first-floor layout for flexible occupancy planning.

    168 Hendley Street, Middletown, CT 6457

    View details
    Updated Two-Family Home Investment
    $539,900
    Updated Two-Family Home Investment

    Two-family home with recent updates near shops and restaurants.

    296 E Main St, Clinton, CT 6413

    View details
    Centerbrook Two-Unit Income Property
    $469,900
    Centerbrook Two-Unit Income Property

    Well-maintained two-unit property in the heart of Centerbrook.

    46 Main St, Essex, CT 6409

    View details
    Middletown Two-Family Investment Property
    $364,900
    2,200 SF
    Middletown Two-Family Investment Property

    Two-family property in Middletown with updated features and convenient location.

    121 Saybrook Rd, Middletown, CT 6457

    View details
    Well-Maintained Two-Family Home
    $354,900
    Well-Maintained Two-Family Home

    Two-family home with remodeled kitchens, hardwood floors, and separate utilities.

    6 Omo St, Middletown, CT 6457

    View details
    Central Connecticut Two-Family Home
    $330,000
    Central Connecticut Two-Family Home

    Two-unit property near downtown Middletown and Connecticut River.

    31 Burr Ave, Middletown, CT 6457

    View details
    Centerbrook Two-Unit Income Property
    $469,900
    1,252 SF
    Centerbrook Two-Unit Income Property

    Well-maintained two-unit property in the heart of Centerbrook.

    46 Main Street, Essex, CT 6409

    View details
    Spacious Two-Family Home
    $339,900
    Spacious Two-Family Home

    Well-maintained duplex near downtown and university, ideal for investors.

    117-119 S Main St, Middletown, CT 6457

    View details
    Historic Westbrook Duplex Near Beach
    $425,000
    1,665 SF
    Historic Westbrook Duplex Near Beach

    Charming two-family property near Middle Beach with income potential.

    29 Salt Island Road, Westbrook, CT 6498

    View details
    Mixed-Use Commercial Property Opportunity
    $499,999
    2,700 SF
    Mixed-Use Commercial Property Opportunity

    Mixed-use property near Old Saybrook center with income potential.

    369 Boston Post Rd, Old Saybrook, CT 6475

    View details
    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 17 Active Listings in Middlesex County, CT

    Middlesex County, CT Duplexes Investment Opportunities Market Analysis

    Explore 17 duplexes for sale in Middlesex County, CT, showcased through 17 active listings on our real estate platform. These investment opportunities span a total of 26,476 square feet of properties for sale, with an estimated market value of $7,627,599.

    Sale prices for duplexes in Middlesex County, CT start at $330,000, averaging $635,633, and reaching up to $1,320,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

    List
    Map

    Duplexes by market

    Browse Duplexes for Sale Near Middlesex, CT

    Popular Categories

    Select Neighborhood

    Google sign-in failed. Please try again or use another login method.
    Sign Up Successful!
    You now have access to more from Realmo!