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    Winchester, CT Commercial Real Estate for Sale

    16 results
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    Historic Victorian Property, Winchester, CT
    $499,999
    5,016 SF

    Historic Victorian Property, Winchester, CT

    55 Walnut St, Winchester, CT 06098

    Versatile Victorian property in Winchester, CT with development potential.

    • Versatile TCR zoning allows for a wide range of residential and commercial uses with a special permit.
    • Impressive 2,300 sq. ft. three‑story barn/garage provides abundant storage and workshop space.
    • Spacious interior with potential for a kitchen, dining room, living room, family room, and office on the first floor.
    • Second floor offers ample space for four to five bedrooms.
    • The third floor features a generously sized apartment.
    Updated: Nov 5, 2025
    View details
    Versatile Commercial Building in Winchester
    $290,000
    4,852 SF

    Versatile Commercial Building in Winchester

    1 Lake St, Winchester, CT 06098

    4,852 SF commercial building in Litchfield County.

    • Prime location in highly desirable Litchfield County with exceptional visibility on a prominent corner lot.
    • Versatile open layout with clear‑span construction allowing for easy customization.
    • Zoned Town Center, permitting numerous potential commercial uses (retail, office, restaurants, etc.).
    • 4,852‑square‑foot building suitable for a variety of industries.
    • Includes separate men's and women's bathrooms, a handicap/family restroom, and a kitchen.
    Updated: Nov 3, 2025
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    Turnkey Restaurant with Apartments
    $750,000
    5,389 SF

    Turnkey Restaurant with Apartments

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

    436 Main St, Winchester, CT 06098
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    Winchester Office Condo For Sale
    $99,000
    1,165 SF

    Winchester Office Condo For Sale

    Well-maintained office condo near downtown Winchester, ideal for professionals.

    140 Willow St, Winchester, CT 06098
    View details
    Mixed-Use Building in Downtown Winsted
    $395,000
    1,909 SF

    Mixed-Use Building in Downtown Winsted

    Two-story building with commercial space and renovated apartment.

    720 Main St, Winchester, CT 06098
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    Multifamily and Office Space Opportunity
    $319,900
    2,754 SF

    Multifamily and Office Space Opportunity

    Multifamily residential property with office space in central location.

    25 Center St, Winchester, CT 06098
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    Downtown Winchester Redevelopment Opportunity
    Pending
    $99,000
    4,679 SF

    Downtown Winchester Redevelopment Opportunity

    Redevelopment opportunity in downtown Winchester with retail and residential potential.

    508 Main St, Winchester, CT 06098
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    Winsted Commercial Building - High Traffic
    $165,000
    780 SF

    Winsted Commercial Building - High Traffic

    Versatile Space, Prime Location, High Visibility

    115 Willow St, Winchester, CT 06098
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    Litchfield County Two-Family Home
    $225,000

    Litchfield County Two-Family Home

    Two-family home in Litchfield County with income potential.

    30 Rock St, Winchester, CT 06098
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    Platt Hill Road Property
    $920,000

    Platt Hill Road Property

    Property for sale on Platt Hill Road, Winchester, CT.

    469 Platt Hill Rd, Winchester, CT 06098
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    Well-Maintained Two-Family Home
    $349,900

    Well-Maintained Two-Family Home

    Two-family home with detached garage, convenient location.

    135 Elm St, Winchester, CT 06098
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    Winchester Specialty Property For Sale
    $499,000

    Winchester Specialty Property For Sale

    Specialty property available for purchase in Winchester, Connecticut.

    197 Spencer Hill Rd, Winchester, CT 06098
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    Winchester Specialty Property For Sale
    $375,000

    Winchester Specialty Property For Sale

    Specialty property available for purchase in Winchester, Connecticut.

    95 Nalette Dr, Winchester, CT 06098
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    Winchester Specialty Property For Sale
    $189,900

    Winchester Specialty Property For Sale

    Specialty property available for purchase in Winchester, Connecticut.

    14 Curtice St, Winchester, CT 06098
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    Multifamily Home Near Transportation
    $259,000

    Multifamily Home Near Transportation

    Multifamily home with spacious rooms, storage, and convenient transportation.

    10 Crescent St, Winchester, CT 06098
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    Winchester Specialty Property For Sale
    $899,000

    Winchester Specialty Property For Sale

    Specialty property available for purchase in Winchester, Connecticut.

    354 Main St, Winchester, CT 06098
    View details
    Based on your search, we've compiled 90 Potential Opportunities for your consideration. Besides 16 Active listings in Winchester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 69 Off-Market properties to explore as potential leads, plus 1 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.

    Barkhamsted Commercial Land Opportunity
    $45,000
    0.58 Acres

    Barkhamsted Commercial Land Opportunity

    0.58-acre business-zoned lot on Route 44 with high visibility.

    408 New Hartford Rd, Barkhamsted, CT 06063
    View details
    Route 44 Commercial Auto Property
    $800,000
    0.58 Acres

    Route 44 Commercial Auto Property

    High-visibility commercial property on Route 44, ideal for auto business.

    404 New Hartford Rd, Barkhamsted, CT 06063
    View details
    Torrington Industrial Condo - $350K
    $350,000
    3,600 SF

    Torrington Industrial Condo - $350K

    Flex space, 3600 sq ft, Route 8 access.

    79 Putter Ln, Torrington, CT 06790
    View details
    Industrial Facility with Highway Access
    $1,495,000
    27,200 SF

    Industrial Facility with Highway Access

    27,200 SF industrial facility on 4.85 acres.

    219 Industrial Ln, Torrington, CT 06790
    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.

    Winchester Land with Development Potential
    Pending
    Contact for pricing
    1.88 Acres

    Winchester Land with Development Potential

    1.8-acre parcel in Winchester, CT, with development potential.

    52 White St, Winchester, CT 06098
    View details

    Explore Off-Market Properties in Winchester, CT

    Consider similar Off-Market properties in Winchester, 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.

    1 Lake St

    1 Lake St

    Commercial real estate • 4,852 SF
    Value Estimation by Request
    1 Lake St, Winchester, CT 06098
    View details
    896-898 Main St

    896-898 Main St

    Commercial real estate • 648 SF
    Value Estimation by Request
    896-898 Main St, Winchester, CT 06098
    View details
    Willow St

    Willow St

    BULK STORAGE, TANKS • 0.50 Acres
    Value Estimation
    $280,000
    Willow St, Winchester, CT 06098
    View details
    Standard Ave

    Standard Ave

    WAREHOUSE, STORAGE • 3,540 SF
    Value Estimation
    $310,000
    Standard Ave, Winchester, CT 06098
    View details
    Gay St

    Gay St

    INDUSTRIAL (GENERAL) • 0.80 Acres
    Value Estimation
    $280,000
    Gay St, Winchester, CT 06098
    View details
    Newfield Rd

    Newfield Rd

    CHARITABLE ORGANIZATION • 1.04 Acres
    Value Estimation
    $290,000
    Newfield Rd, Winchester, CT 06098
    View details
    Grantville Rd

    Grantville Rd

    CHARITABLE ORGANIZATION • 63.95 Acres
    Value Estimation
    $305,000
    Grantville Rd, Winchester, CT 06098
    View details
    311 Ledge Rd

    311 Ledge Rd

    CHARITABLE ORGANIZATION • 0.12 Acres
    Value Estimation
    $295,000
    311 Ledge Rd, Winchester, CT 06098
    View details

    Winchester, CT Commercial Real Estate Investment Opportunities Market Analysis

    Explore 65 commercial real estate investment opportunities in Winchester, CT with 16 listings featured on our commercial real estate marketplace. The current inventory includes 28,307,901 square feet of properties with an estimated value of $10,230,189.

    Estimated prices for commercial real estate in Winchester, CT begin at $39,900, with an average of $330,006 and extend to $879,990.

    In Winchester, CT, current investment values show:

    • Land positioned at $313,510
    • Other specialty properties measuring $303,888
    • Residential income properties assessed at $403,177
    • Specialty properties calculated at $306,874
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    Most Searched ZIP Codes in Winchester, CT

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