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Winsted, CT Retail Properties & Spaces for Sale

9 results
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Turnkey Restaurant with Apartments
$750,000
5,389 SF

Turnkey Restaurant with Apartments

436 Main Street, Winchester, CT 06098

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

  • Turnkey, award‑winning restaurant with 10‑year track record and loyal customer base.
  • Includes 4 apartments in addition to the restaurant.
  • Prime location in the heart of Litchfield County with high traffic.
  • Restaurant is fully equipped with all infrastructure items included (valued over $100k).
  • Restaurant has 65 indoor seats and 35 outdoor seats.
Updated: Oct 27, 2025
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Versatile Commercial Building in Winchester
$280,000
4,852 SF

Versatile Commercial Building in Winchester

1 Lake Street, 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 4,852 sq ft open layout customizable for retail, office, showroom, or mixed‑use.
  • Flexible Town Center zoning allows for numerous commercial uses (retail, office, restaurant, etc.).
  • Clear‑span construction enables easy interior reconfiguration.
  • Includes separate men's and women's bathrooms, a handicap/family restroom, and a kitchen.
Updated: Jun 17, 2025
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Mixed-Use Building in Downtown Winsted
$395,000
1,909 SF

Mixed-Use Building in Downtown Winsted

Two-story mixed-use building with commercial space and residential apartment.

720 Main Street, 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 mixed-use building with commercial space and residential apartment.

720 Main Street, Winchester, CT 06098
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Commercial Property on Route 44
$595,000
0.58 Acres

Commercial Property on Route 44

High-visibility commercial property with auto sales and repair business.

404 New Hartford Road, Barkhamsted, CT 06063
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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 Road, Barkhamsted, CT 06063
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New 12,000 SF Steel Building
$1,900,000
12,000 SF

New 12,000 SF Steel Building

Newly constructed flex space with expansion potential on 20+ acres.

144 Rowley St, Winchester, CT 6098
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Prime Commercial Property, Winchester CT
$290,000
4,852 SF

Prime Commercial Property, Winchester CT

Versatile commercial building in Litchfield County with customization options.

1 Lake St, Winchester, CT 6098
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Route 44 Auto Sales Property
$595,000
0.58 Acres

Route 44 Auto Sales Property

High-visibility commercial property on Route 44 with auto sales/repair.

404 New Hartford Road, Barkhamsted, CT 6063
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Based on your search, we've compiled 151 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 4 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.

Former Showroom Office Building For Sale
$589,900
3,412 SF

Former Showroom Office Building For Sale

3,412 SF commercial building on corner lot for sale.

2407 Winsted Road, Torrington, CT 6790
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New Hartford Drive-Thru Opportunity
$625,000

New Hartford Drive-Thru Opportunity

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

495 Main Street, New Hartford, CT 6057
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Commercial Building on Winsted Road
$64,000
1,652 SF

Commercial Building on Winsted Road

Commercial building on 0.39 acres with retail/office potential.

1380 Winsted Road, Torrington, CT 6790
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Retail/Office Building in New Hartford
$235,000

Retail/Office Building in New Hartford

Former laundromat building suitable for retail or office venture.

10 Town Hill Road, New Hartford, CT 6057
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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.

Prime Lot Near Downtown
Contact for pricing
0.15 Acres

Prime Lot Near Downtown

Convenient .15-acre lot near shopping, dining, and entertainment.

48 Bridge Street, Winchester, CT 06098
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Versatile Lot Near Downtown
Contact for pricing
0.44 Acres

Versatile Lot Near Downtown

Prime 0.44-acre lot near downtown with city utilities available.

124 Rockwell Street, Winchester, CT 06098
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Prime Commercial Lot on Route 44
$45,000
0.58 Acres

Prime Commercial Lot on Route 44

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

408 New Hartford Road, Barkhamsted, CT 06063
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Private Lot Near Downtown
$49,000
0.37 Acres

Private Lot Near Downtown

0.37-acre lot near downtown and Highland Lake.

99 Hubbard Street, Winchester, CT 06098
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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.

167 Colebrook Riv Rd

167 Colebrook Riv Rd

SHOW ROOM, WAREHOUSE • 10,000 SF
Value Estimation by Request
167 Colebrook Riv Rd, Winsted, CT 06098-2203
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161 Mdw St

161 Mdw St

AUTO REPAIR, GARAGE • 5,150 SF
Value Estimation by Request
161 Mdw St, Winsted, CT 06098-1015
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109 John G Groppo Dr

109 John G Groppo Dr

SHOW ROOM, WAREHOUSE • 5,000 SF
Value Estimation by Request
109 John G Groppo Dr, Winsted, CT 06098-2250
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118 Main St

118 Main St

DEPARTMENT STORE • 3,660 SF
Value Estimation by Request
118 Main St, Winsted, CT 06098-1713
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20 Perkins Rd

20 Perkins Rd

SHOW ROOM, WAREHOUSE • 1,565 SF
Value Estimation by Request
20 Perkins Rd, Barkhamsted, CT 06063-3209
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246 New Hartford Rd

246 New Hartford Rd

SHOW ROOM, WAREHOUSE • 1,832 SF
Value Estimation by Request
246 New Hartford Rd, Barkhamsted, CT 06063-3346
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59 Main St

59 Main St

RESTAURANT • 703 SF
Value Estimation by Request
59 Main St, Winsted, CT 06098-1703
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8 Main St

8 Main St

RESTAURANT • 1,752 SF
Value Estimation by Request
8 Main St, Winsted, CT 06098-2002
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294 Main St

294 Main St

DEPARTMENT STORE • 6,028 SF
Value Estimation by Request
294 Main St, Winsted, CT 06098-1688
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485 Main St

485 Main St

AUTO REPAIR, GARAGE • 5,280 SF
Value Estimation by Request
485 Main St, Winsted, CT 06098-1239
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178 Rowley St

178 Rowley St

DEPARTMENT STORE • 8,000 SF
Value Estimation by Request
178 Rowley St, Winsted, CT 06098-2069
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154 Torrington Rd

154 Torrington Rd

AUTO REPAIR, GARAGE • 4,542 SF
Value Estimation by Request
154 Torrington Rd, Winsted, CT 06098-2085
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496 Main St

496 Main St

RESTAURANT • 330 SF
Value Estimation by Request
496 Main St, Winsted, CT 06098-1507
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711 Lk Dr

711 Lk Dr

AUTO REPAIR, GARAGE • 6,702 SF
Value Estimation by Request
711 Lk Dr, Winsted, CT 06098-2916
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244 Main St

244 Main St

DEPARTMENT STORE • 5,308 SF
Value Estimation by Request
244 Main St, Winsted, CT 06098-1642
View details

Winsted, CT Retail Properties & Spaces Investment Opportunities Market Analysis

Explore 143 retail properties & spaces for sale in Winsted, CT, showcased through 9 active listings on our real estate platform. These investment opportunities span a total of 6,094,216 square feet of properties for sale, with an estimated market value of $29,059,900.

Sale prices for stores in Winsted, CT start at $60,000, averaging $337,905, and reaching up to $1,015,000 — 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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