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    Windham County, CT Duplexes for Sale

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    New Haven, CT Waterbury, CT Hartford, CT
    20 results
    Woodstock Multifamily Investment Opportunity
    $450,000
    3,214 SF

    Woodstock Multifamily Investment Opportunity

    9 Ellen Lane, Woodstock, CT 06281

    Well-maintained two-family property in Woodstock, CT with investment potential.

    • Two‑family property ideal for investment or owner‑occupancy.
    • Unit 1: Features 4 bedrooms, 2 bathrooms, open floor plan, large kitchen island, and bonus area.
    • Unit 2: 2 bedrooms, 1 bathroom, and eat‑in kitchen.
    • Both units feature dedicated laundry spaces.
    • Includes a 3‑car garage for ample parking.
    Updated: Apr 25
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    Plainfield Duplex: Income Opportunity
    $339,900
    1,602 SF

    Plainfield Duplex: Income Opportunity

    59-61 Gallup Street, Plainfield, CT 06374

    Multi-family duplex in Plainfield with income potential.

    • Potential for rental income, with one unit currently generating $1,900/month.
    • Duplex configuration offers flexibility for owner‑occupancy or investment.
    • Separate driveways and laundry hookups provide privacy and convenience for each unit.
    • Located in the desirable Plainfield Village area.
    • New electric water heater installed in 2025.
    Updated: Apr 17
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    Two-Family Home: Investment Opportunity
    $250,000
    1,876 SF

    Two-Family Home: Investment Opportunity

    Two-family home in Putnam, CT, ideal for investment or owner-occupancy.

    15 Milton Street, Putnam, CT 06260
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    Killingly Multi-Family Property For Sale
    $299,900
    1,560 SF

    Killingly Multi-Family Property For Sale

    Two-family property in Killingly, CT with updated features.

    71 Pineville Road, Killingly, CT 06241
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    Killingly Multifamily Property For Sale
    $259,900
    2,004 SF

    Killingly Multifamily Property For Sale

    Multifamily property with strong rental income potential in Killingly, CT.

    63 Prospect Avenue, Killingly, CT 06239
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    Putnam Multi-Family Home For Sale
    $249,900
    2,128 SF

    Putnam Multi-Family Home For Sale

    Two-family home with two bedrooms in each unit, close to amenities.

    41-43 Mill Street, Putnam, CT 06260
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    Two-Family Home in Putnam, CT
    $299,000
    1,820 SF

    Two-Family Home in Putnam, CT

    Well-maintained, fully occupied two-family home with ample parking and backyard.

    19 Bolles Street, Putnam, CT 06260
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    Renovated Duplex with Long-Term Tenant
    $375,000
    2,673 SF

    Renovated Duplex with Long-Term Tenant

    Well-maintained, renovated duplex with tenant and move-in ready unit.

    21-23 Community Avenue, Plainfield, CT 6374
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    Killingly Two-Family Home For Sale
    $380,000

    Killingly Two-Family Home For Sale

    Well-maintained two-family home with modern amenities and convenient location.

    36 Church St, Killingly, CT 6241
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    Well-Maintained Two-Family Woodstock Property
    $450,000

    Well-Maintained Two-Family Woodstock Property

    Two-family property in Woodstock, CT, ideal for investment or owner-occupation.

    9 Ellen Ln, Woodstock, CT 6281
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    Plainfield Duplex with Income Potential
    $339,900

    Plainfield Duplex with Income Potential

    Multi-family duplex in Plainfield Village, ideal for investors.

    59-61 Gallup St, Plainfield, CT 6374
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    Renovated Duplex with Fenced Yard
    $375,000

    Renovated Duplex with Fenced Yard

    Well-maintained duplex with long-term tenant and recent renovations.

    21-23 Community Ave, Plainfield, CT 6374
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    Spacious Duplex for Investors
    $325,000
    2,781 SF

    Spacious Duplex for Investors

    Income-generating duplex with potential for subdivision.

    125 Mountain Street, Willimantic, CT 6226
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    Craftsman Two-Family Home Opportunity
    $199,900
    1,729 SF

    Craftsman Two-Family Home Opportunity

    Charming Craftsman two-family home with investment and value-add potential.

    18 Palmer Street, Killingly, CT 6239
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    Craftsman Two-Family Home Opportunity
    $199,900
    1,729 SF

    Craftsman Two-Family Home Opportunity

    Charming Craftsman two-family home with investment potential.

    18 Palmer Street, Killingly, CT 6239
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    Updated Two-Family Home Opportunity
    $325,000
    1,694 SF

    Updated Two-Family Home Opportunity

    Two-family home with updated units, ideal for owner-occupancy.

    41 Carter Street, Killingly, CT 6239
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    Two-Family Home with Recent Updates
    $299,900

    Two-Family Home with Recent Updates

    Two-unit property featuring updated systems and separate utilities.

    71 Pineville Rd, Killingly, CT 6241
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    Multi Family
    $375,000

    Multi Family

    Duplexes

    5 Eighth St, Plainfield, CT 6374
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    Two-Family Home with Separate Utilities
    $249,900
    0.18 Acres

    Two-Family Home with Separate Utilities

    Two-family home featuring separate utilities and off-street parking.

    41-43 Mill St, Putnam, CT 6260
    View details
    Victorian Home in Putnam Center
    Contact for pricing
    0.30 Acres

    Victorian Home in Putnam Center

    Charming Victorian home with income potential in central Putnam.

    16 Wilkinson Street, Putnam, CT 6260
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    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 20 Active Listings in Windham County, CT

    Windham County, CT Duplexes Investment Opportunities Market Analysis

    Explore 20 duplexes for sale in Windham County, CT, showcased through 20 active listings on our real estate platform. These investment opportunities span a total of 24,810 square feet of properties for sale, with an estimated market value of $3,573,400.

    Sale prices for duplexes in Windham County, CT start at $199,900, averaging $297,783, and reaching up to $450,000 — 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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