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    Winchester, CT Apartment Buildings for Sale

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    New Haven, CT Waterbury, CT Hartford, CT
    Winsted Multifamily Investment Opportunity
    $579,000

    Winsted Multifamily Investment Opportunity

    150 Oak St, Winchester, CT 6098

    Charming 5-unit apartment building in residential neighborhood. Fully rented.

    • Fully rented 5‑family apartment home in a desirable residential neighborhood.
    • Recent major upgrades including new roof, 4 hot water heaters, and 3 furnaces (2021‑2023).
    • Features original 1920's charm with original woodwork, high ceilings, and some hardwood floors.
    • Includes a 4‑bay detached garage, with rental income potential.
    • Convenient location: walking distance to Northwestern CT Community College and Downtown Winsted.
    Updated: Apr 21
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    Mixed-Use Building with Income Potential
    $540,000
    7,405 SF

    Mixed-Use Building with Income Potential

    45 Elm Street, Winchester, CT 6098

    Seven-unit brick building with residential and commercial spaces for sale.

    • Solid 7‑unit brick building with 5 residential apartments and 2 commercial office spaces.
    • Potential to convert office spaces into additional residential units (with approvals).
    • Spacious rear lot provides ample off‑street parking for tenants.
    • Convenient location near Routes 8 and 44, shopping, dining, and Northwestern Connecticut Community College.
    • Ideal for investors seeking reliable cash flow or developers exploring expansion opportunities.
    Updated: Oct 14, 2025
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    Restaurant and Apartments in Winchester
    $750,000
    5,389 SF

    Restaurant and Apartments in Winchester

    Turnkey restaurant with apartments in high-traffic Litchfield County location.

    436 Main Street, Winchester, CT 6098
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    Based on your search, we've compiled 11 Potential Opportunities for your consideration. Besides 3 Active listings in Winchester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, plus 4 Land Listings that present a potential for development.

    Explore Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Historic Mixed-Use Investment Opportunity
    $695,000
    4,044 SF

    Historic Mixed-Use Investment Opportunity

    Mixed-use building with commercial and residential income potential.

    1180 Ashley Falls Rd, Sheffield, MA 01222
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    Historic Mixed-Use Property, Sheffield, MA
    $695,000
    4,044 SF

    Historic Mixed-Use Property, Sheffield, MA

    Historic mixed-use property with commercial and residential units in Sheffield.

    1180 Ashley Falls Rd unit: A,B,C,D,E, Sheffield, MA 01222
    View details
    Multifamily Investment Opportunity in Bristol
    $1,264,000
    0.25 Acres

    Multifamily Investment Opportunity in Bristol

    10-unit multifamily property in Bristol, CT with upside potential.

    7 Upson St, Bristol, CT 6010
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    Bristol Multifamily Investment Opportunity
    $799,000
    6,940 SF

    Bristol Multifamily Investment Opportunity

    Value-add 7-unit property with income and appreciation potential.

    444 West St, Bristol, CT 6010
    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Brooklyn Two-Family Home with Development Potential
    $1,888,888
    0.10 Acres

    Brooklyn Two-Family Home with Development Potential

    Two-family home on a large lot with significant development potential.

    69 Martense Street, Brooklyn, NY 11226
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    Wilkes Barre Land Opportunity
    $130,000
    0.43 Acres

    Wilkes Barre Land Opportunity

    Land available for multi-unit development near university and transportation.

    320 N Main Street, Wilkes Barre, PA 18702
    View details
    Land Near Shepherd University
    $650,000
    3.70 Acres

    Land Near Shepherd University

    Prime land near Shepherd University with development potential.

    8285 MARTINSBURG Pike, Shepherdstown, WV 25443
    View details
    Multifamily Development Opportunity in Charlotte
    $559,700
    0.47 Acres

    Multifamily Development Opportunity in Charlotte

    Prime 0.47-acre parcel zoned for multifamily development near UNC Charlotte.

    4312 Tantilla Circle, Charlotte, NC 28215
    View details

    Winchester, CT Apartment Buildings Investment Opportunities Market Analysis

    Explore 3 apartment buildings for sale in Winchester, CT, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 12,794 square feet of properties for sale, with an estimated market value of $1,290,000.

    Sale prices for two-family homes in Winchester, CT start at $540,000, averaging $645,000, and reaching up to $750,000 — 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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