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    Historic Theater and Street-Front Retail
    Updated: Jun 22
    Historic Theater and Street-Front Retail

    27 Railroad Street, North Canaan, CT 06018

    $695,000
    10,383 sqft 0.24 AC lot
    Built in 1923, this three‑level entertainment venue includes a massive main theatre with soaring ceilings and flat tiered flooring.
    The theatre has structural seating for approximately 120 guests, with additional room to add seating.
    Two primary floors provide space for approximately 400 guests, plus separate, street‑front commercial retail units.
    Street‑facing marquee with neon lighting, along with a custom mural, vintage ticket booth, and concession stand inside.
    Comprehensive $1M+ restoration in the early 2000s restored original Art Deco details.
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    Colonial Theatre with Retail Front
    Updated: Jun 22
    Colonial Theatre with Retail Front

    25 + 27 Railroad Street, North Canaan, CT 06018

    $870,000
    10,383 sqft 0.42 AC lot
    Historic Colonial Theatre landmark built in 1923, with central air and public water and public sewer
    Three‑level entertainment venue with structural seating for approx. 120 guests in the main theatre and soaring ceilings
    Approximately 400 guests across two primary floors, plus a vintage ticket booth and concession stand
    Street‑front facade includes separate, high‑visibility commercial retail units
    Completed $1M+ restoration in the early 2000s, reviving original Art Deco details
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    High-Visibility Retail Building
    High-Visibility Retail Building

    20 Kent Road S, Cornwall, CT 06754

    $695,000
    6,628 sqft 0.26 AC lot

    For-sale retail building on US Route 7 with 6,628 SF of space and plenty of parking.

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    Turnkey Auto Parts and Warehouse
    Turnkey Auto Parts and Warehouse

    428 Railroad Street, Thomaston, CT 06787

    $699,900
    5,200 sqft 1.10 AC lot

    Own an operational classic auto parts business with a stocked warehouse, equipment, and fully utilized commercial land.

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    Two-Building Office Property
    Two-Building Office Property

    262 New Milford Turnpike, Washington, CT 06777

    $599,000
    2,072 sqft 3.05 AC lot

    Two office buildings with parking, loft space, and multiple rooms plus a detached two-car garage for flexible professional use.

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    Office Building with Storage
    Office Building with Storage

    128 Litchfield Road, New Milford, CT 06776

    $1,899,900
    16,640 sqft 5.58 AC lot

    16,520 SF office building includes private offices, meeting areas, and 3,700 SF of storage.

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    Industrial Flex Building with Glass Breezeway
    Industrial Flex Building with Glass Breezeway

    29 Brook Street, Salisbury, CT 06039

    $1,750,000
    16,587 sqft 2.91 AC lot

    Industrial-flex facility with two wings connected by a glass breezeway, featuring a new metal roof and paved yard.

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    Torrington Restaurant Property For Sale
    Torrington Restaurant Property For Sale

    417 E Elm St, Torrington, CT 06790

    $2,200,000
    3,630 sqft 0.64 AC lot

    Well-known restaurant property in the heart of Torrington, Connecticut.

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    Turnkey Restaurant with Upstairs Bar
    Turnkey Restaurant with Upstairs Bar

    380 Main Street, Winchester, CT 06098

    $999,000
    6,200 sqft 0.17 AC lot

    Turnkey restaurant plus apartments, with dining for up to 156 and a 20-seat bar upstairs.

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    Turnkey Restaurant in Litchfield County
    Turnkey Restaurant in Litchfield County

    436 Main Street, Winchester, CT 06098

    $250,000
    2,177 sqft 0.10 AC lot

    Award-winning restaurant with loyal customer base and high-traffic location.

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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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    Plymouth Commercial Property with Barn
    Plymouth Commercial Property with Barn

    707 Main Street, Plymouth, CT 06782

    $497,900
    9,756 sqft 0.38 AC lot

    Three-story commercial building with finished basement and two-story barn.

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    Historic Bank Building
    Historic Bank Building

    236 Prospect Street, Torrington, CT 06790

    $695,000
    7,588 sqft 0.46 AC lot

    Historic bank property with a 25-foot ceiling hall, multiple fireproof vaults, and an onsite parking lot.

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    Luxury Single-Family Residence
    Luxury Single-Family Residence

    297 Painter Hill Rd, Roxbury, CT 06783

    $4,495,000
    6,139 sqft

    Shingle-style home with double-height foyer, screened porch, pool, and walk-out lower level with gym and guest apartment.

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    Two-Level Office Building with Separate Entrances
    Two-Level Office Building with Separate Entrances

    184 Main Street, Salisbury, CT 06068

    $350,000
    1,744 sqft 0.78 AC lot

    Office building with seven dedicated offices across two levels, reception area, and separate entrances on Main Street.

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    Farm Property with Two Homes
    Farm Property with Two Homes

    202 Crane Hollow Road, Bethlehem, CT 06751

    $740,000
    1,876 sqft 8.58 AC lot

    For sale on R-1 zoned acreage with a primary residence, a second home, and additional storage structures.

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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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    Two-Storefront Retail Property
    Two-Storefront Retail Property

    11 S Main Street, Plymouth, CT 06786

    $230,000
    2,502 sqft 0.06 AC lot

    Two retail storefronts offered for sale in AS IS condition under C zoning.

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    Versatile Commercial Property For Sale
    Versatile Commercial Property For Sale

    443 Main St, Torrington, CT 06790

    $525,000
    2,970 sqft

    2,970 SF commercial property with flexible layout and parking.

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    Mixed-Use Building with Retail Space
    Mixed-Use Building with Retail Space

    81 E Main Street, Thomaston, CT 06787

    $450,000
    2,872 sqft 0.21 AC lot

    Mixed-use property with two fully occupied residential units and a large first-floor commercial space currently available.

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    Luxury Single-Family Residence with Pool
    Luxury Single-Family Residence with Pool

    79 East St, Washington, CT 06793

    $4,750,000
    4,458 sqft

    Immaculate single-family home with a pool area, cabana, outdoor shower, terraces, and a screened porch.

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    Office Building with Loading Dock
    Office Building with Loading Dock

    5 Miner Street, Canaan, CT 06031

    $650,000
    2,183 sqft 0.48 AC lot

    Well-maintained commercial building includes lobby, private office, restrooms, and a large shipping and receiving area.

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    Live-Work Mixed-Use Opportunity
    Live-Work Mixed-Use Opportunity

    305 South Street, Plymouth, CT 06782

    $664,900
    3,970 sqft

    Commercial property currently operating as an upholstery shop with plans previously approved to convert the upper level to residential use.

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    Two-Unit Retail Building with Parking
    Two-Unit Retail Building with Parking

    22 Kent Road S, Cornwall, CT 06754

    $399,000
    1,820 sqft 0.22 AC lot

    Move-in ready two-unit retail building with private entrances, powder rooms, and ample on-site parking.

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    Litchfield County, CT Commercial Real Estate Market Trends and Statistics

    Explore 207 commercial real estate for sale in Litchfield County, CT, showcased through 207 active listings on our real estate platform. These investment opportunities span a total of 613,819 square feet of properties for sale, with an estimated market value of $84,330,300.

    Sale prices for business properties in Litchfield County, CT start at $69,000, averaging $980,584, and reaching up to $6,750,000 — 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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