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    Middlesex County, CT Duplexes for Sale

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    New Haven, CT Waterbury, CT Hartford, CT
    15 results
    Charming Two-Unit Income Property
    $469,900
    1,252 SF

    Charming Two-Unit Income Property

    46 Main Street, Essex, CT 06409

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

    • Central location in Centerbrook, walkable to restaurants, shops, post office, and galleries.
    • Two‑unit property offers income potential for investors or owner‑occupants.
    • Garage and additional driveway parking available.
    • Private outdoor space for al fresco dining.
    • First‑floor unit features hardwood floors under carpet, private entrance, and front porch.
    Updated: Apr 5
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    Clinton Two-Family Ranch House
    $439,900
    1,902 SF

    Clinton Two-Family Ranch House

    38 Sunnybrook Lane, Clinton, CT 06413

    Two-family ranch in Clinton, convenient location, separate utilities.

    • Rare two‑family side‑by‑side ranch offers investment opportunity.
    • One unit is currently rented, providing immediate income.
    • Each unit features two bedrooms, one bathroom, kitchen, and living room with hardwood floors.
    • Finished room in basement provides additional living space.
    • Convenient location: 5‑10 minutes to I‑95, Clinton Crossing, downtown, restaurants, and beaches.
    Updated: Mar 23
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    Victorian Two-Family Home
    $689,000
    1,970 SF

    Victorian Two-Family Home

    Move-in ready Victorian duplex in ideal location.

    62 River Street, Deep River, CT 06417
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    Haddam Mixed-Use Development Opportunity
    $1,320,000
    3,036 SF

    Haddam Mixed-Use Development Opportunity

    Two-family home with permits for 24 new units.

    1572 Saybrook Road, Haddam, CT 06438
    View details
    East Hampton Duplex Near Lake
    $499,900
    2,000 SF

    East Hampton Duplex Near Lake

    Two-unit duplex near Lake Pocotopaug, East Hampton, CT.

    141 E High Street, East Hampton, CT 06424
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    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
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    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
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    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
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    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
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    Westbrook Multifamily Property Near Beach
    $425,000
    0.64 Acres

    Westbrook Multifamily Property Near Beach

    Two-family property near Middle Beach, offering restoration or redevelopment potential.

    29 Salt Island Road, Westbrook, CT 6498
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    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
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    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
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    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
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    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
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    Based on your search, we've compiled 15 Potential Opportunities for your consideration. Besides 15 Active listings in Middlesex County, CT, we suggest exploring several alternatives:

    Middlesex County, CT Duplexes Investment Opportunities Market Analysis

    Explore 15 duplexes for sale in Middlesex County, CT, showcased through 15 active listings on our real estate platform. These investment opportunities span a total of 21,013 square feet of properties for sale, with an estimated market value of $6,498,499.

    Sale prices for duplexes in Middlesex County, CT start at $364,900, averaging $649,849, 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.

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