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    Winchester, CT Office Spaces for Sale

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    Second-Floor Office Unit
    Updated: Dec 7, 2025
    Second-Floor Office Unit

    140 Willow Street, Winchester, CT 06098

    $69,000
    1,165 sqft
    1,165 SF second‑floor office condominium
    Three private offices plus bullpen space for 4–6 desks
    Elevator and accessible elevator installed
    Central air conditioning and ample parking
    IB‑3 zoning with public water and public sewer
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    Second-Floor Office Space
    Updated: Jul 31
    Second-Floor Office Space

    57 Main St, Winchester, CT 06098

    Contact for pricing
    Second‑floor open space with flexible configuration
    Can accommodate multiple offices or a retail layout
    Option to use the entire premises or subdivide the space
    Located between Dairy Queen and CVS
    Situated above an operating dry cleaner
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    Medical Office with Covered Porch
    Medical Office with Covered Porch

    92 High Street, Winsted, CT 06098

    Contact for pricing

    Well-maintained 7-room property currently used for therapy group medical/office space with updated mechanical and entrances.

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    Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center
    Corner Retail and Office Building
    Corner Retail and Office Building

    111 River Road, Barkhamsted, CT 06063

    Contact for pricing

    Corner property offers first-floor and second-floor space with ample parking and a full basement with separate entrance.

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

    Opportunities in Nearby Cities

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

    Canton Office Building Investment Opportunity
    Canton Office Building Investment Opportunity

    324 Albany Tpke, Canton, CT 06019

    $450,000
    3,300 sqft

    Profitable office building with long-term tenants and high visibility.

    View details
    End-Unit Office Suite
    End-Unit Office Suite

    85 River Rd, Canton, CT 06019

    Contact for pricing
    2,014 sqft

    Flexible commercial suite with private rooms, customer parking, and central air conditioning.

    View details
    Medical Office Condo Suites Portfolio
    Medical Office Condo Suites Portfolio

    333 Kennedy Dr, Torrington, CT 06790

    Contact for pricing
    11,020 sqft

    Portfolio of medical office condo suites with long-term tenants.

    View details
    Torrington Office Building For Sale
    Torrington Office Building For Sale

    1598 E Main St, Torrington, CT 06790

    Contact for pricing
    6,504 sqft

    6,504 SF office building available for purchase.

    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.

    Multi-Parcel Commercial Land
    Multi-Parcel Commercial Land

    Frost Bridge Road, Watertown, CT 06795

    $8,000,000
    122.65 AC lot

    Eight parcels provide multiple road access points along with public water and public sewer.

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    Corner Commercial Land
    Corner Commercial Land

    3280 E Main Street, Waterbury, CT 06705

    $199,000
    0.24 AC lot

    CA-zoned parcel with public water and sewer supporting multiple commercial use categories.

    View details
    Amenia Route 44 Development Opportunity
    Amenia Route 44 Development Opportunity

    5282 Route 44, Amenia, NY 12501

    $225,000

    Cleared lot on Route 44, ideal for mixed-use development.

    View details

    Winchester, CT Office Spaces Market Trends and Statistics

    Explore 4 office spaces for sale in Winchester, CT, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 1,165 square feet of properties for sale, with an estimated market value of $69,000.

    Sale prices for office spaces in Winchester, CT average $69,000 — 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Office Units 7

    Demographics Overview

    Population 14K
    Population Growth (5Y) -2.6%
    Median Household Income $85,212
    College Educated 77.5%

    High-Yield Neighborhoods for Investment

    Identify Winchester submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

    Neighborhood Average Price
    Winsted - 06098 $195.7K

    Listings Trend

    New vs delisted commercial listings in Litchfield County

    New Delisted

    Total CRE Inventory on Market (SF)

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    • 06063

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