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    Winsted, CT

    Winsted, CT Commercial Real Estate for Sale

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    Restaurant with Five Apartments
    Updated: Jun 23
    Restaurant with Five Apartments

    380 Main Street, Winchester, CT 06098

    $999,000
    6,200 sqft 0.17 AC lot
    6,200 SF restaurant property on 0.17 acres
    Dining room seats up to 156 guests
    Upstairs bar with 20‑seat capacity
    Five apartments; three functioning units and two ready for completion
    12‑15 car parking lot plus ample street parking
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    Equipped Conventional Restaurant Business
    Updated: Apr 27
    Equipped Conventional Restaurant Business

    436 Main Street, Winchester, CT 06098

    $250,000
    2,177 sqft 0.10 AC lot
    2,177‑square‑foot conventional restaurant business
    65 indoor seats and 35 outdoor seats
    Business sale excludes the real estate
    Cafe liquor license with no bar
    10 years of operating history
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    Restaurant Building with Loading Dock
    Restaurant Building with Loading Dock

    110 New Hartford Road, Barkhamsted, CT 06063

    $889,900
    4,342 sqft 1.58 AC lot

    Building-only sale with a new roof and well water service.

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    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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    Five-Bay Auto Shop
    Five-Bay Auto Shop

    404 New Hartford Road, Barkhamsted, CT 06063

    $595,000
    0.58 AC lot

    B-2-zoned commercial site with office, vehicle display area, and customer parking.

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    Historic Mixed-Use Property with Barn
    Historic Mixed-Use Property with Barn

    55 Walnut Street, Winchester, CT 06098

    $429,000
    5,016 sqft 0.56 AC lot

    Victorian-era building with adaptable interior spaces, a substantial outbuilding, and public water and sewer service.

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    Second-Floor Office Unit
    Second-Floor Office Unit

    140 Willow Street, Winchester, CT 06098

    $69,000
    1,165 sqft

    Three private offices and a bullpen provide an efficient setting for professional operations.

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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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    Recreation Land with Natural Spring
    Recreation Land with Natural Spring

    321 Colebrook Road, Winchester, CT 06098

    $250,000
    9.00 AC lot

    Natural spring, mature trees, and established fruit and berry plantings shape this wooded recreational parcel.

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    New 12,000 SF Steel Building
    New 12,000 SF Steel Building

    144 Rowley St, Winchester, CT 06098

    $1,900,000
    12,000 sqft 21.00 AC lot

    Newly constructed flex space with expansion potential on 20+ acres.

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

    364 New Hartford Road, Barkhamsted, CT 06063

    $200,000
    1 sqft 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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    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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    Turnkey Restaurant with Apartments
    Turnkey Restaurant with Apartments

    380 Main Street, Winchester, CT 06098

    $999,000
    6,200 sqft

    Turnkey restaurant with dining, upstairs bar seating, outdoor dining, and five apartments, plus dedicated parking.

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    Historic Victorian Property with Barn
    Historic Victorian Property with Barn

    55 Walnut St, Winchester, CT 06098

    $429,000
    2,300 sqft 0.56 AC lot

    Versatile Victorian property in TCR Zone with development potential.

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    Riverfront Mixed-Use Building
    Riverfront Mixed-Use Building

    40 River Road, Barkhamsted, CT 06063

    Contact for pricing
    2,520 sqft 1.25 AC lot

    Building in the RC/PVC zoning district with commercial, mixed-use, or residential conversion potential subject to town approval.

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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

    $429,000
    5,016 sqft 0.56 AC lot

    Versatile Victorian property in TCR Zone with development potential.

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    Single-Story Retail/Office Building
    Single-Story Retail/Office Building

    118 & 130 Main Street, Winchester, CT 06098

    Contact for pricing
    3,660 sqft

    Single-story building includes a full basement and 22-car parking lot.

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    Self Storage and Retail Business
    Self Storage and Retail Business

    178 Rowley, Winchester, CT 06098

    Contact for pricing
    8,000 sqft

    Business for sale includes retail space, U-Haul leasing, outside storage, and controlled storage units.

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    Multi-Parcel Recreational Land
    Multi-Parcel Recreational Land

    000000 Norfolk Rd, Winchester, CT 06098

    $879,990

    Five contiguous parcels offer open meadows, mature woodland, and an established trail network for access.

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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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    Mixed-Use Retail and Apartments
    Mixed-Use Retail and Apartments

    430 Main St, Winchestr Ctr, CT 06098

    Contact for pricing
    9,508 sqft

    First-floor retail features parking and a rear loading dock, with apartments on the second and third floors.

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    Turnkey Restaurant with Equipment
    Turnkey Restaurant with Equipment

    127 Main Street, Winsted, CT 06098

    Contact for pricing

    Fully equipped restaurant business asset available for sale, presented as turnkey and ready to operate as-is.

    View details

    Winsted, CT Commercial Real Estate Market Trends and Statistics

    Explore 72 commercial real estate for sale in Winsted, CT, showcased through 26 active listings on our real estate platform. These investment opportunities span a total of 86,816 square feet of properties for sale, with an estimated market value of $11,258,690.

    Sale prices for business properties in Winsted, CT start at $69,000, averaging $592,562, 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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