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    Middlesex County, CT Duplexes for Sale

    16 results
    Notify Me
    Westbrook Duplex with Private Driveways
    $695,000
    2,428 SF

    Westbrook Duplex with Private Driveways

    1110 Old Clinton Rd, Westbrook, CT 06498

    Two-unit duplex near beaches, highways, train, and shopping.

    • One‑minute drive or walk to Westbrook beaches.
    • Duplex style 2‑family home, ideal as an investment property or for owner occupancy.
    • Each unit features 2 bedrooms and 1.5 baths with hardwood floors.
    • Left unit has a finished walk‑out basement; right unit has an attached garage.
    • Convenient location near highways, train station, and shopping.
    Last Update: Dec 5
    View details
    East Hampton Duplex Near Lake
    $524,900
    2,000 SF

    East Hampton Duplex Near Lake

    141 East High St, East Hampton, CT 06424

    Two-unit duplex near Lake Pocotopaug, ideal for investment or owner-occupancy.

    • Close proximity to Lake Pocotopaug, parks, restaurants, and East Hampton town center.
    • Two‑unit duplex providing rental income potential or multi‑generational living options.
    • Each unit features 2 bedrooms and 2 full bathrooms.
    • Well‑maintained property with private entrances for each unit.
    • Total of 4 bedrooms and 4 full bathrooms across both units.
    Last Update: Dec 3
    View details
    Restored 2-Family in Chester Village
    $725,000
    2,160 SF

    Restored 2-Family in Chester Village

    Lovingly restored 2-family in the heart of Chester Village.
    6 W Main St, Chester, CT 06412
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    Restored Victorian Two-Family Home
    $749,000
    1,970 SF

    Restored Victorian Two-Family Home

    Remodeled two-family home in Deep River, perfect for investment.
    62 River St, Deep River, CT 06417
    View details
    Historic Mixed-Use Property in Essex
    $1,400,000
    2,760 SF

    Historic Mixed-Use Property in Essex

    Reimagined John Miner House offers investment and lifestyle opportunity.
    11 North Main St, Essex, CT 06426
    View details
    Two-Family Property in Middletown, CT
    $299,900
    Pending

    Two-Family Property in Middletown, CT

    Well-maintained two-family property with spacious units and convenient location.
    10 Wall St, Middletown, CT 06457
    View details
    Mixed-Use Property Near Goodspeed Opera
    $560,000
    1,995 SF

    Mixed-Use Property Near Goodspeed Opera

    Mixed-use property with apartments and retail spaces in excellent location.
    2 Norwich Rd, East Haddam, CT 06423
    View details
    Multi-Generational Property on Private Acres
    $925,400
    2,938 SF

    Multi-Generational Property on Private Acres

    Two connected residences on 2+ acres near coastal towns.
    179 Bokum Rd, Old Saybrook, CT 06475
    View details
    Updated Units in Historic Essex
    $1,400,000
    3,036 SF

    Updated Units in Historic Essex

    Three updated units in the heart of Essex Village.
    11 North Main St, Essex, CT 06426
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    Remodeled Two-Family Home in Middletown
    $385,500
    Pending

    Remodeled Two-Family Home in Middletown

    Middletown two-family home with remodeled units and modern finishes.
    102 Main Street Ext, Middletown, CT 06457
    View details
    Two-Family Home Near Downtown Portland
    $439,999

    Two-Family Home Near Downtown Portland

    Spacious two-family home, ideal for investors or owner-occupants.
    548 Main St, Portland, CT 06480
    View details
    Middletown Duplex in Desirable Location
    $369,900

    Middletown Duplex in Desirable Location

    Well-maintained duplex near downtown, ideal for investors or owner-occupants.
    58 Durant Ter, Middletown, CT 06457
    View details
    Renovated Two-Family Home
    $849,900

    Renovated Two-Family Home

    Newly renovated two-family home with separate entrances and driveways.
    60 Goose Hill Rd, Chester, CT 06412
    View details
    Two-Family Near Wesleyan University
    $369,000

    Two-Family Near Wesleyan University

    Two-family property near Wesleyan University, downtown restaurants and shops.
    394 High St, Middletown, CT 06459
    View details
    Middletown Two-Family Home
    $359,925

    Middletown Two-Family Home

    Well-maintained two-family home near downtown Middletown.
    410 High St, Middletown, CT 06457
    View details
    Middletown Two-Family Investment Opportunity
    $320,000

    Middletown Two-Family Investment Opportunity

    Spacious two-family property with strong rental potential in Middletown.
    40 Maple Pl, Middletown, CT 06457
    View details
    Based on your search, we've compiled 16 Potential Opportunities for your consideration. Besides 16 Active listings in Middlesex County, CT, we suggest exploring several alternatives:

    Middlesex County, CT Duplexes Investment Opportunities Market Analysis

    Explore 16 duplexes for sale in Middlesex County, CT, showcased through 16 active listings on our real estate platform. These investment opportunities span a total of 300,128 square feet of properties for sale, with an estimated market value of $10,304,700.

    Prices for duplexes in Middlesex County, CT start at $299,900, averaging $858,725, and reaching up to $1,400,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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