Winchester, CT Retail Properties & Spaces for Sale

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11 properties

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Updated: Sep 6, 2025

Five-Bay Auto Shop

404 New Hartford Road, Barkhamsted, CT 06063

$595,000

0.58 AC lot

Five‑bay garage with office space, vehicle display area, and customer parking
0.58‑acre commercial lot on Route 44
B‑2 zoning
Built in 1960
Private water and cable available

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Updated: Apr 9

Versatile Commercial Building with Visibility

45 Willow Street, Winchester, CT 06098

$595,000

9,438 sqft

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.

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Barkhamsted Commercial Building For Sale

110 New Hartford Rd, Barkhamsted, CT 06063

$889,900

4,342 sqft

4,342 SF commercial building on high-visibility road.

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Route 44 Auto Sales Property

404 New Hartford Road, Barkhamsted, CT 06063

$595,000

0.58 AC lot

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

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Flex Space with Overhead Doors

2 East Lake St, Winsted, CT 06098

Contact for pricing

5,220 sqft

Commercial space across from Resha Beach at Highland Lake, suited to retail, restaurant, or brewery use.

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Single-Story Retail/Office Building

118 & 130 Main Street, Winchester, CT 06098

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3,660 sqft

Single-story building includes a full basement and 22-car parking lot.

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Self Storage and Retail Business

178 Rowley, Winchester, CT 06098

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8,000 sqft

Business for sale includes retail space, U-Haul leasing, outside storage, and controlled storage units.

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Second-Floor Office Space

57 Main St, Winchester, CT 06098

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Flexible commercial area suited to multiple offices or a retail configuration above an operating dry cleaner.

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Mixed-Use Retail and Apartments

430 Main St, Winchestr Ctr, CT 06098

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9,508 sqft

First-floor retail features parking and a rear loading dock, with apartments on the second and third floors.

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Stop & Shop Gas Station

200 New Hartford Road, Winchester, CT 06098

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Leasehold interest with 92 years remaining on a prepaid ground lease and no rent obligation to the landowner.

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Corner Retail and Office Building

111 River Road, Barkhamsted, CT 06063

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Corner property offers first-floor and second-floor space with ample parking and a full basement with separate entrance.

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Based on your search, we've compiled 36 Potential Opportunities for your consideration. Besides 11 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.

Storefront Building with Dedicated Parking

10 Town Hill Rd, New Hartford, CT 06057

Contact for pricing

1,800 sqft

Storefront building in shell condition with dedicated parking, positioned next to a former Dunkin location.

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Retail Space with Pylon Signage

709 Winsted Road, Torrington, CT 06790

Contact for pricing

1,250 sqft

Retail space in a seven-unit center with on-site parking and convenient Route 8 access.

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Retail/Office Building in New Hartford

10 Town Hill Road, New Hartford, CT 06057

$235,000

1 sqft

Former laundromat building suitable for retail or office venture.

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Freestanding Walgreens Drug Store

1745 E Main St, Torrington, CT 06790

Contact for pricing

Freestanding Walgreens on Route 202 with an absolute net lease and 8.5 years remaining plus extension options.

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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.

Commercial Land Near State Forest

425 Colebrook River Road, Colebrook, CT 06021

$165,000

2.00 AC lot

Land near state forest with three-phase power, communications, septic, and well identified.

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East Granby Commercial Land Opportunity

3-1 S South Main St, East Granby, CT 06026

$399,900

2.00 AC lot

Almost 2-acre commercial land with development potential in East Granby.

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Five Acre Commercial Corner

214 Feeding Hills Rd, Southwick, MA 01077

$851,000

5.00 AC lot

Commercial land with development potential on a corner lot.

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Vacant Land in New Britain

170 Wilcox St, New Britain, CT 06051

$49,609

0.24 AC lot

0.24 acre vacant land parcel in established neighborhood setting.

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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

Boyd St, Winchester, CT 06098

$145,000

Estimated value

4,200 sqft 0.42 AC lot

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RESIDENTIAL PARKING GARAGE

18th Riveredge Drg18, Winchester, CT 06098

Value Estimation by Request

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PARKING LOT

Rowley St, Winchester, CT 06098

$255,000

Estimated value

0.14 AC lot

View details

RESIDENTIAL PARKING GARAGE

29th Riveredge Dr, Winchester, CT 06098

Value Estimation by Request

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RESIDENTIAL PARKING GARAGE

3rd Riveredge Dr, Winchester, CT 06098

Value Estimation by Request

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RESIDENTIAL PARKING GARAGE

7th Riveredge Dr, Winchester, CT 06098

Value Estimation by Request

View details

RESIDENTIAL PARKING GARAGE

20th Riveredge Dr, Winchester, CT 06098

Value Estimation by Request

View details

RESIDENTIAL PARKING GARAGE

9th Riveredge Dr, Winchester, CT 06098

Value Estimation by Request

View details

RESIDENTIAL PARKING GARAGE

22nd Riveredge Dr, Winchester, CT 06098

Value Estimation by Request

View details

RESIDENTIAL PARKING GARAGE

5th Riveredge Dr, Winchester, CT 06098

Value Estimation by Request

View details

RESIDENTIAL PARKING GARAGE

2nd Riveredge Dr, Winchester, CT 06098

Value Estimation by Request

View details

RESIDENTIAL PARKING GARAGE

13th Riveredge Dr, Winchester, CT 06098

Value Estimation by Request

View details

SHOW ROOM, WAREHOUSE

Litchfield Ave, Winchester, CT 06098

$260,000

Estimated value

0.72 AC lot

View details

Winchester, CT Retail Properties & Spaces Market Trends and Statistics

Explore 28 retail properties & spaces for sale in Winchester, CT, showcased through 11 active listings on our real estate platform. These investment opportunities span a total of 40,168 square feet of properties for sale, with an estimated market value of $2,674,900.

Sale prices for stores in Winchester, CT start at $595,000, averaging $668,725, and reaching up to $889,900 — 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

Commercial property segments ranked by active listings on the market

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 average listing prices of real estate assets

Neighborhood	Average Price
Winsted - 06098	$297.5K

Listings Trend

New vs delisted commercial listings in Litchfield County

New Delisted

Total CRE Inventory on Market (SF)

Average Property Price per SF

For-sale pricing trends across core commercial property types in Litchfield County

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Winchester, CT Retail Properties & Spaces for Sale

404 New Hartford Road, Barkhamsted, CT 06063

45 Willow Street, Winchester, CT 06098

110 New Hartford Rd, Barkhamsted, CT 06063

404 New Hartford Road, Barkhamsted, CT 06063

2 East Lake St, Winsted, CT 06098

118 & 130 Main Street, Winchester, CT 06098

178 Rowley, Winchester, CT 06098

57 Main St, Winchester, CT 06098

430 Main St, Winchestr Ctr, CT 06098

200 New Hartford Road, Winchester, CT 06098

111 River Road, Barkhamsted, CT 06063

Opportunities in Nearby Cities

10 Town Hill Rd, New Hartford, CT 06057

709 Winsted Road, Torrington, CT 06790

10 Town Hill Road, New Hartford, CT 06057

1745 E Main St, Torrington, CT 06790

Potential Development Sites for Consideration

425 Colebrook River Road, Colebrook, CT 06021

3-1 S South Main St, East Granby, CT 06026

214 Feeding Hills Rd, Southwick, MA 01077

170 Wilcox St, New Britain, CT 06051

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

Winchester, CT Retail Properties & Spaces Market Trends and Statistics

Top Commercial Asset Segments

Demographics Overview

High-Yield Neighborhoods for Investment

Listings Trend

Total CRE Inventory on Market (SF)

Average Property Price per SF

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