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Winsted, CT Commercial Real Estate for Sale

23 results
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Mixed-Use Building in Downtown Winsted
$395,000
1,909 SF

Mixed-Use Building in Downtown Winsted

720 Main St, Winchester, CT 06098

Two-story building with commercial space and renovated apartment.

  • Prime mixed‑use property in a high‑visibility location on Main Street in downtown Winsted.
  • First‑floor commercial space suitable for restaurant, cafe, retail, or service business with existing kitchen area.
  • Spacious, renovated 3‑bedroom apartment on the second floor with new roof, windows, deck, kitchen, and on‑demand hot water system.
  • Separate gas and electric meters for the commercial and residential units, ideal for owner‑occupancy or investment.
  • Excellent location near Highland Lake, Route 44, and downtown amenities with strong walkability.
Updated: Nov 14, 2025
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Barkhamsted Commercial Opportunity For Sale
$899,900
4,342 SF

Barkhamsted Commercial Opportunity For Sale

110 New Hartford Rd, Barkhamsted, CT 06063

4,342 sq ft building on high-visibility road in Barkhamsted, CT.

  • High‑visibility location on a road with 8,500 vehicles per day traffic count.
  • Expansive 4,342 sq. ft. building suitable for retail, office, or other business ventures.
  • 314 feet of road frontage.
  • New Roof.
  • Loading Dock/Well.
Updated: Sep 12, 2025
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Turnkey Restaurant Opportunity in Litchfield
$195,000
2,177 SF

Turnkey Restaurant Opportunity in Litchfield

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

Withheld, Barkhamsted, CT 00000
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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
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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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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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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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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
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Versatile Commercial Building in Winchester
$290,000
4,852 SF

Versatile Commercial Building in Winchester

4,852 SF commercial building in Litchfield County.

1 Lake St, Winchester, CT 06098
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Historic Victorian Property, Winchester, CT
$499,999
5,016 SF

Historic Victorian Property, Winchester, CT

Versatile Victorian property in Winchester, CT with development potential.

55 Walnut St, Winchester, CT 06098
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Barkhamsted Commercial Building - High Visibility
$950,000
1.58 Acres

Barkhamsted Commercial Building - High Visibility

Prime location, high traffic, ample space.

110 New Hartford Rd, Barkhamsted, CT 06063
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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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Center Hill Road Specialty Property
$419,000

Center Hill Road Specialty Property

Specialty property available for sale.

161 Center Hill Rd, Barkhamsted, CT 06063
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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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Barkhamsted Specialty Property For Sale
$750,000

Barkhamsted Specialty Property For Sale

Specialty property available for purchase in Barkhamsted, Connecticut.

21 Legeyt Rd, Barkhamsted, CT 06063
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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
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Barkhamsted Specialty Property For Sale
$600,000

Barkhamsted Specialty Property For Sale

Specialty property available for purchase in Barkhamsted, Connecticut.

86 Bsullak Rd, Barkhamsted, CT 06063
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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 23 Active Listings in Winsted, CT, we suggest to view alternatives - similar 483 Off-Market properties to explore as potential leads.

Explore 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.

1 Lake St

1 Lake St

Commercial real estate • 4,852 SF
Value Estimation by Request
1 Lake St, Winchester, CT 06098
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Winsted, CT Commercial Real Estate Investment Opportunities Market Analysis

Explore 460 commercial real estate investment opportunities in Winsted, CT with 23 listings featured on our commercial real estate marketplace. The current inventory includes 83,571,123 square feet of properties with an estimated value of $121,599,889.

Estimated prices for commercial real estate in Winsted, CT begin at $39,900, with an average of $382,389 and extend to $6,065,000.

In Winsted, CT, current investment values show:

  • Investment properties positioned at $325,445
  • Retail properties measuring $339,098
  • Mixed-use properties assessed at $304,369
  • Live-work space calculated at $292,600
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