Winchester, CT Retail Properties & Spaces for Sale

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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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Versatile Commercial Building with Visibility

$595,000

9,438 SF

Versatile Commercial Building with Visibility

45 Willow Street, Winchester, CT 6098

Adaptable building suitable for retail, storage, or automotive businesses.

High visibility from Route 44 (Main St).
12 overhead doors.
Frontage on Willow St. and Case Ave.
Versatile building suitable for multiple uses (auto dealer, boat dealer, storage).
Year Built: 1950.

Updated: Apr 9

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$595,000

Versatile Commercial Property in Winchester

Adaptable building suitable for retail, storage, or automotive uses.

45 Willow St, Winchester, CT 6098

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Versatile Commercial Building in Barkhamsted

$889,900

4,342 SF

Versatile Commercial Building in Barkhamsted

4,342 sq ft building on high-visibility road for sale.

110 New Hartford Road, Barkhamsted, CT 06063

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$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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$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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$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 33 Potential Opportunities for your consideration. Besides 8 Active listings in Winchester, CT, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 17 Off-Market properties to explore as potential leads, plus 4 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.

$390,000

3,400 SF

Retail Building on Corner Lot

Single-story retail building on 0.70-acre corner lot for sale.

2407 Winsted Rd, Torrington, CT 6790

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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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$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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$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.

$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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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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$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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$165,000

2.00 Acres

Commercial Land in Colebrook, CT

1.8 acres of commercial land surrounded by state forest.

425 Colebrook River Road, Colebrook, CT 06021

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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.

SHOW ROOM, WAREHOUSE

4,200 SF Lot: 0.42 Acres

Value Estimation by Request

Boyd St, Winchester, CT 06098

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RESIDENTIAL PARKING GARAGE

Value Estimation by Request

18th Riveredge Drg18, Winchester, CT 06098

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SHOW ROOM, WAREHOUSE

Lot: 0.72 Acres

Value Estimation by Request

Litchfield Ave, Winchester, CT 06098

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PARKING LOT

Lot: 0.07 Acres

Value Estimation by Request

Elm St, Winchester, CT 06098

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PARKING LOT

Lot: 0.16 Acres

Value Estimation by Request

Elm St, Winchester, CT 06098

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PARKING LOT

Lot: 0.15 Acres

Value Estimation by Request

Ctr St, Winchester, CT 06098

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Winchester, CT Retail Properties & Spaces Investment Opportunities Market Analysis

Explore 25 retail properties & spaces for sale in Winchester, CT, showcased through 8 active listings on our real estate platform. These investment opportunities span a total of 35,484 square feet of properties for sale, with an estimated market value of $3,954,900.

Sale prices for stores in Winchester, CT start at $280,000, averaging $790,980, and reaching up to $1,900,000 — 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

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 median listing prices of real estate assets

Neighborhood	Average Price
Winsted - 06098	$732K

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Winchester, CT Retail Properties & Spaces for Sale

Versatile Commercial Building in Winchester

4,852 SF commercial building in Litchfield County.

Versatile Commercial Building with Visibility

Adaptable building suitable for retail, storage, or automotive businesses.

Versatile Commercial Property in Winchester

Versatile Commercial Building in Barkhamsted

New 12,000 SF Steel Building

Prime Commercial Property, Winchester CT

Commercial Property on Route 44

Route 44 Auto Sales Property

Opportunities in Nearby Cities

Retail Building on Corner Lot

Former Showroom Office Building For Sale

New Hartford Drive-Thru Opportunity

Retail/Office Building in New Hartford

Potential Development Sites for Consideration

Prime Commercial Lot on Route 44

Versatile Lot Near Downtown

Private Lot Near Downtown

Commercial Land in Colebrook, CT

Off-Market Properties in Winchester, CT

Boyd St, Winchester, CT 06098

18th Riveredge Drg18, Winchester, CT 06098

Rowley St, Winchester, CT 06098

29th Riveredge Dr, Winchester, CT 06098

3rd Riveredge Dr, Winchester, CT 06098

7th Riveredge Dr, Winchester, CT 06098

20th Riveredge Dr, Winchester, CT 06098

9th Riveredge Dr, Winchester, CT 06098

22nd Riveredge Dr, Winchester, CT 06098

5th Riveredge Dr, Winchester, CT 06098

2nd Riveredge Dr, Winchester, CT 06098

13th Riveredge Dr, Winchester, CT 06098

Litchfield Ave, Winchester, CT 06098

Elm St, Winchester, CT 06098

Elm St, Winchester, CT 06098

Ctr St, Winchester, CT 06098

Winchester, CT Retail Properties & Spaces Investment Opportunities Market Analysis

Top Commercial Asset Segments

Demographics Overview

High-Yield Neighborhoods for Investment

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