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Winsted, CT Retail Properties for Sale

9 results
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Restaurant and Apartments For Sale
$750,000
5,389 SF

Restaurant and Apartments For Sale

436 Main St, Winchester, CT 06098

Mixed-use property with restaurant and apartments in Winchester, Connecticut.

  • Turnkey, award‑winning restaurant with a 10‑year track record of success and loyal customer base, recognized in top publications.
  • Includes 4 apartments in addition to the restaurant, offering diverse income streams.
  • Prime location in the heart of Litchfield County with high traffic.
  • Restaurant is fully equipped with all infrastructure items included in the sale (valued over $100k).
  • Restaurant offers a warm, inviting atmosphere with 65 indoor seats and 35 outdoor seats.
Updated: Oct 28, 2025
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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

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

110 New Hartford Rd, Barkhamsted, CT 06063
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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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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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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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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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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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Based on your search, we've compiled 148 Potential Opportunities for your consideration. Besides 9 Active listings in Winsted, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 134 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.

Retail/Office Building in New Hartford
$275,000
1 SF

Retail/Office Building in New Hartford

Former laundromat building suitable for retail or office venture.

10 Town Hill Rd, New Hartford, CT 06057
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New Hartford Drive-Thru Opportunity
$675,000
1 SF

New Hartford Drive-Thru Opportunity

Former Dunkin' with drive-thru; retail, medical, or office potential.

495 Main St, New Hartford, CT 06057
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Torrington Multi-Building Retail Complex
$2,100,000
31,036 SF

Torrington Multi-Building Retail Complex

High-yield retail investment, 100% occupied.

1083 Main St, Torrington, CT 06790
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Retail Building on High-Traffic Street
Contact for pricing
3,600 SF

Retail Building on High-Traffic Street

3,600 SF retail building with high visibility.

25 Pineridge Rd, Torrington, CT 06790
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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.

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
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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.

898 Main St

898 Main St

RESTAURANT • 800 SF
Value Estimation
$305,000
898 Main St, Winsted, CT 06098
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88 Elm St

88 Elm St

SHOW ROOM, WAREHOUSE • 2,800 SF
Value Estimation
$240,000
88 Elm St, Winsted, CT 06098-1617
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954 Main St

954 Main St

RETAIL STORES (PERSONAL SERVICES) • 1,560 SF
Value Estimation
$400,000
954 Main St, Winsted, CT 06098-1020
View details
100 New Hartford Rd

100 New Hartford Rd

SHOW ROOM, WAREHOUSE • 1,536 SF
Value Estimation
$260,000
100 New Hartford Rd, Barkhamsted, CT 06063-3343
View details
200th New Hartford Rd

200th New Hartford Rd

AUTO REPAIR, GARAGE • 4,500 SF
Value Estimation
$290,000
200th New Hartford Rd, Winsted, CT 06098-3371
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119 New Hartford Rd

119 New Hartford Rd

SHOW ROOM, WAREHOUSE • 9,432 SF
Value Estimation
$420,000
119 New Hartford Rd, Barkhamsted, CT 06063-3320
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178 Rowley St

178 Rowley St

DEPARTMENT STORE • 8,000 SF
Value Estimation
$425,000
178 Rowley St, Winsted, CT 06098-2069
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942 Main St

942 Main St

AUTO REPAIR, GARAGE • 3,840 SF
Value Estimation
$275,000
942 Main St, Winsted, CT 06098-1037
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580 Main St

580 Main St

DEPARTMENT STORE • 1,941 SF
Value Estimation
$345,000
580 Main St, Winsted, CT 06098-1542
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59 Main St

59 Main St

RESTAURANT • 703 SF
Value Estimation
$350,000
59 Main St, Winsted, CT 06098-1703
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3 Main St

3 Main St

RESTAURANT • 2,091 SF
Value Estimation
$995,000
3 Main St, Winsted, CT 06098-1703
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127 Main St

127 Main St

RESTAURANT • 1,954 SF
Value Estimation
$170,000
127 Main St, Winsted, CT 06098-1712
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102 Colebrook Riv Rd

102 Colebrook Riv Rd

RETAIL STORES (PERSONAL SERVICES) • 1,984 SF
Value Estimation
$300,000
102 Colebrook Riv Rd, Winsted, CT 06098-2205
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115 Willow St

115 Willow St

DEPARTMENT STORE • 264 SF
Value Estimation by Request
115 Willow St, Winsted, CT 06098-2011
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315 New Hartford Rd

315 New Hartford Rd

SHOW ROOM, WAREHOUSE • 1,498 SF
Value Estimation
$235,000
315 New Hartford Rd, Barkhamsted, CT 06063-3354
View details

Winsted, CT Retail Properties Investment Opportunities Market Analysis

Explore 143 retail properties for sale in Winsted, CT, showcased through 9 active listings on our real estate platform. These investment opportunities span a total of 6,110,333 square feet of properties for sale, with an estimated market value of $30,318,900.

Prices for stores in Winsted, CT start at $60,000, averaging $340,661, and reaching up to $1,015,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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