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    Winsted, CT

    Winsted, CT Commercial Real Estate for Sale

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    Turnkey Restaurant with Upstairs Bar
    Updated: Jun 23
    Turnkey Restaurant with Upstairs Bar

    380 Main Street, Winchester, CT 06098

    $999,000
    6,200 sqft 0.17 AC lot
    Spacious dining area seating up to 156 guests plus an upstairs 20‑seat bar
    Five apartments on‑site: three currently functioning units and two additional units ready for completion
    12–15 car dedicated parking lot with additional street parking
    Outdoor dining seating for approximately 24
    Basement area equipped for dough preparation with abundant storage for catering support
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    Turnkey Restaurant in Litchfield County
    Updated: Apr 27
    Turnkey Restaurant in Litchfield County

    436 Main Street, Winchester, CT 06098

    $250,000
    2,177 sqft 0.10 AC lot
    Turnkey, award‑winning restaurant with a 10‑year track record of success and loyal customer base.
    High‑traffic location in the heart of Litchfield County.
    Owner financing available.
    Recognition in top publications including the New York Times and Wall Street Journal.
    Fully equipped with all infrastructure items included in the sale (valued over $100k).
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    Auto Repair and Sales Facility
    Auto Repair and Sales Facility

    404 New Hartford Road, Barkhamsted, CT 06063

    $595,000
    0.58 AC lot

    Five-bay garage with office space and vehicle display area, supported by customer parking in a B-2 zoned setting.

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    Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center
    Barkhamsted Commercial Building For Sale
    Barkhamsted Commercial Building For Sale

    110 New Hartford Rd, Barkhamsted, CT 06063

    $889,900
    4,342 sqft 1.58 AC lot

    4,342 SF commercial building on high-visibility road.

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    Recreational Land with Natural Spring
    Recreational Land with Natural Spring

    321 Colebrook Road, Winchester, CT 06098

    $250,000
    9.00 AC lot

    Recreational and agricultural land featuring a natural spring and established apple and peach trees.

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    Victorian Office Building with Barn
    Victorian Office Building with Barn

    55 Walnut Street, Winchester, CT 06098

    $449,000
    5,016 sqft 0.56 AC lot

    Victorian office building in the TCR zone with three floors of flexible space and a 3-story barn/garage for storage or workshops.

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    Office/Retail Building with Road Frontage
    Office/Retail Building with Road Frontage

    110 New Hartford Road, Barkhamsted, CT 06063

    $889,900
    4,342 sqft 1.58 AC lot

    4,342 sq. ft. building on a high-visibility road with 314 feet frontage and traffic of 8,500 vehicles/day.

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    Versatile Commercial Building with Visibility
    Versatile Commercial Building with Visibility

    45 Willow Street, Winchester, CT 06098

    $595,000
    9,438 sqft

    Adaptable building suitable for retail, storage, or automotive businesses.

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    Turnkey Restaurant Opportunity
    Turnkey Restaurant Opportunity

    436 Main Street, Winchester, CT 06098

    $250,000
    2,177 sqft

    Established restaurant with loyal customer base and high traffic location.

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    B-2 Commercial Development Land
    B-2 Commercial Development Land

    364 New Hartford Rd, Barkhamsted, CT 06063

    $200,000
    1.53 AC lot

    Development site on Route 44 in a B-2 zone, positioned among established retail and service tenants.

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    Second-Floor Office Condo
    Second-Floor Office Condo

    140 Willow Street, Winchester, CT 06098

    $89,000
    1,165 sqft

    Second-floor office condo with three private offices, bullpen for 4–6 desks, and ample on-site parking.

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    Route 44 Auto Sales Property
    Route 44 Auto Sales Property

    404 New Hartford Road, Barkhamsted, CT 06063

    $595,000
    0.58 AC lot

    High-visibility commercial property on Route 44 with auto sales/repair.

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    Historic Victorian Property with Barn
    Historic Victorian Property with Barn

    55 Walnut Street, Winchester, CT 06098

    $469,000
    5,016 sqft 0.56 AC lot

    Versatile Victorian property in TCR Zone with development potential.

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    Multifamily and Office Space Opportunity
    Multifamily and Office Space Opportunity

    25 Center Street, Winchester, CT 06098

    $359,900
    2,754 sqft 0.11 AC lot

    Multifamily residential property with office space in central location.

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    Land with Natural Spring Potential
    Land with Natural Spring Potential

    321 Colebrook Road, Winchester, CT 06098

    $250,000

    For-sale acreage featuring a natural spring and established plantings for farming, gardening, or homesteading.

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    Second-Floor Office Condo For Sale
    Second-Floor Office Condo For Sale

    140 Willow Street #STE 6, Winchester, CT 06098

    $89,000
    1,165 sqft

    Well-maintained office condo with versatile layout near downtown.

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    Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 16 Active listings in Winsted, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 56 Off-Market properties to explore as potential leads

    Opportunities in Nearby Cities

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

    Cleared Homesite Farmland with Gardens
    Cleared Homesite Farmland with Gardens

    3226 Torringford Street, Torrington, CT 06790

    $140,000
    3.78 AC lot

    3.78-acre parcel with a cleared, level homesite and an approved house plan, plus established vegetable gardens.

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    Downtown Building with Flexible Space
    Downtown Building with Flexible Space

    7 Church St, New Hartford, CT 06057

    $349,900

    Well-maintained building in downtown district with potential for multiple uses.

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    Historic Church Property Opportunity
    Historic Church Property Opportunity

    17 Church Street North, New Hartford, CT 06057

    Contact for pricing

    Unique 19th-century church with annex in picturesque New Hartford.

    View details
    Industrial Condo with Drive-In Doors
    Industrial Condo with Drive-In Doors

    79 Putter Ln, Torrington, CT 06790

    $350,000
    3,600 sqft

    Industrial condo featuring two drive-in doors and built-out office space.

    View details

    Off-Market Properties in Winsted, CT

    Consider similar Off-Market properties in Winsted, CT. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    183 Main St
    OFFICE/RESIDENTIAL (MIXED USE)

    183 Main St, Winsted, CT 06098-1227

    Value Estimation by Request
    4,375 sqft 0.26 AC lot
    View details
    142 Main St
    OFFICE/RESIDENTIAL (MIXED USE)

    142 Main St, Winsted, CT 06098-1756

    Value Estimation by Request
    3,965 sqft 0.42 AC lot
    View details
    85 Oak St
    OFFICE/RESIDENTIAL (MIXED USE)

    85 Oak St, Winsted, CT 06098-1717

    Value Estimation by Request
    0.61 AC lot
    View details
    203 Holabird Ave
    OFFICE/RESIDENTIAL (MIXED USE)

    203 Holabird Ave, Winsted, CT 06098-1701

    Value Estimation by Request
    3,690 sqft 0.36 AC lot
    View details
    920 Main St
    OFFICE/RESIDENTIAL (MIXED USE)

    920 Main St, Winsted, CT 06098-1049

    Value Estimation by Request
    4,635 sqft 1.63 AC lot
    View details
    42 Maloney Ct
    CHARITABLE ORGANIZATION

    42 Maloney Ct, Winsted, CT 06098-1817

    Value Estimation by Request
    1,008 sqft 0.34 AC lot
    View details
    294 New Hartford Rd
    COMMERCIAL (GENERAL)

    294 New Hartford Rd, Barkhamsted, CT 06063

    Value Estimation by Request
    5.09 AC lot
    View details
    440 Main St
    OFFICE/RESIDENTIAL (MIXED USE)

    440 Main St, Winsted, CT 06098-1528

    Value Estimation by Request
    4,668 sqft 0.14 AC lot
    View details

    Winsted, CT Commercial Real Estate Market Trends and Statistics

    Explore 72 commercial real estate for sale in Winsted, CT, showcased through 16 active listings on our real estate platform. These investment opportunities span a total of 83,350 square feet of properties for sale, with an estimated market value of $9,494,800.

    Sale prices for business properties in Winsted, CT start at $89,000, averaging $593,425, and reaching up to $1,900,000 — 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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    Demographics Overview

    Population 13K
    Population Growth (5Y) -7.4%
    Median Household Income $82,614
    College Educated 57.2%

    Taxes & Financing

    Tax Rate (average for all types) 2.65%
    Property Tax per SF $43.14 per SF
    Average Loan-to-Value 65.0%

    Listings Trend

    New vs delisted commercial listings in Litchfield County

    New Delisted

    Total CRE Inventory on Market (SF)

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    Most Searched ZIP Codes in Winsted, CT

    • 06098
    • 06063

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