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Winchester, CT

Winchester, CT Commercial Real Estate for Sale

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New Hartford, CT Canton, CT Simsbury, CT Torrington, CT Avon, CT Burlington, CT Granby, CT Farmington, CT

31 properties

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Restaurant with Five Apartments

Updated: Jun 23

Restaurant with Five Apartments

380 Main Street, Winchester, CT 06098

$999,000

6,200 sqft 0.17 AC lot

6,200 SF restaurant property on 0.17 acres
Dining room seats up to 156 guests
Upstairs bar with 20‑seat capacity
Five apartments; three functioning units and two ready for completion
12‑15 car parking lot plus ample street parking

Equipped Conventional Restaurant Business

Updated: Apr 27

Equipped Conventional Restaurant Business

436 Main Street, Winchester, CT 06098

$250,000

2,177 sqft 0.10 AC lot

2,177‑square‑foot conventional restaurant business
65 indoor seats and 35 outdoor seats
Business sale excludes the real estate
Cafe liquor license with no bar
10 years of operating history

Restaurant Building with Loading Dock

Restaurant Building with Loading Dock

110 New Hartford Road, Barkhamsted, CT 06063

$889,900

4,342 sqft 1.58 AC lot

Building-only sale with a new roof and well water service.

Turn a Listing Into an Investment Snapshot Cap Rate, Potential NOI, Demand score for every listing. Go To Analytics Center

Versatile Commercial Building with Visibility

Versatile Commercial Building with Visibility

45 Willow Street, Winchester, CT 06098

$595,000

9,438 sqft

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

Five-Bay Auto Shop

Five-Bay Auto Shop

404 New Hartford Road, Barkhamsted, CT 06063

$595,000

0.58 AC lot

B-2-zoned commercial site with office, vehicle display area, and customer parking.

Historic Mixed-Use Property with Barn

Historic Mixed-Use Property with Barn

55 Walnut Street, Winchester, CT 06098

$429,000

5,016 sqft 0.56 AC lot

Victorian-era building with adaptable interior spaces, a substantial outbuilding, and public water and sewer service.

Second-Floor Office Unit

Second-Floor Office Unit

140 Willow Street, Winchester, CT 06098

$69,000

1,165 sqft

Three private offices and a bullpen provide an efficient setting for professional operations.

Barkhamsted Commercial Building For Sale

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.

Recreation Land with Natural Spring

Recreation Land with Natural Spring

321 Colebrook Road, Winchester, CT 06098

$250,000

9.00 AC lot

Natural spring, mature trees, and established fruit and berry plantings shape this wooded recreational parcel.

Turnkey Restaurant with Apartments

Turnkey Restaurant with Apartments

380 Main Street, Winchester, CT 06098

$999,000

6,200 sqft

Turnkey restaurant with dining, upstairs bar seating, outdoor dining, and five apartments, plus dedicated parking.

B-2 Commercial Development Land

B-2 Commercial Development Land

364 New Hartford Road, Barkhamsted, CT 06063

$200,000

1 sqft 1.53 AC lot

Development site on Route 44 in a B-2 zone, positioned among established retail and service tenants.

Turnkey Restaurant Opportunity

Turnkey Restaurant Opportunity

436 Main Street, Winchester, CT 06098

$250,000

2,177 sqft

Established restaurant with loyal customer base and high traffic location.

Historic Victorian Property with Barn

Historic Victorian Property with Barn

55 Walnut St, Winchester, CT 06098

$429,000

2,300 sqft 0.56 AC lot

Versatile Victorian property in TCR Zone with development potential.

Riverfront Mixed-Use Building

Riverfront Mixed-Use Building

40 River Road, Barkhamsted, CT 06063

Contact for pricing

2,520 sqft 1.25 AC lot

Building in the RC/PVC zoning district with commercial, mixed-use, or residential conversion potential subject to town approval.

Route 44 Auto Sales Property

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.

Historic Victorian Property with Barn

Historic Victorian Property with Barn

55 Walnut Street, Winchester, CT 06098

$429,000

5,016 sqft 0.56 AC lot

Versatile Victorian property in TCR Zone with development potential.

Flex Space with Overhead Doors

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.

Single-Story Retail/Office Building

Single-Story Retail/Office Building

118 & 130 Main Street, Winchester, CT 06098

Contact for pricing

3,660 sqft

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

Self Storage and Retail Business

Self Storage and Retail Business

178 Rowley, Winchester, CT 06098

Contact for pricing

8,000 sqft

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

Multi-Parcel Recreational Land

Multi-Parcel Recreational Land

000000 Norfolk Rd, Winchester, CT 06098

$879,990

Five contiguous parcels offer open meadows, mature woodland, and an established trail network for access.

Multifamily and Office Space Opportunity

Multifamily and Office Space Opportunity

25 Center Street, Winchester, CT 06098

$359,900

2,754 sqft 0.11 AC lot

Multifamily residential property with office space in central location.

Four-Story Mill Flex Space

Four-Story Mill Flex Space

210 Holabird Ave, Winsted, CT 06098

Contact for pricing

106,695 sqft 2.27 AC lot

Converted mill property with multiple parking areas and a varied commercial tenant mix.

Vacant Land

Vacant Land

00 Main Street, Winchester, CT 06098

$386,000

Commercial land

Land with Natural Spring Potential

Land with Natural Spring Potential

321 Colebrook Road, Winchester, CT 06098

$250,000

For-sale acreage featuring a natural spring and established plantings for farming, gardening, or homesteading.

Winchester, CT Commercial Real Estate Market Trends and Statistics

Explore 72 commercial real estate for sale in Winchester, CT, showcased through 31 active listings on our real estate platform. These investment opportunities span a total of 213,731 square feet of properties for sale, with an estimated market value of $9,744,690.

Sale prices for business properties in Winchester, CT start at $69,000, averaging $512,878, and reaching up to $999,000 — 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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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	$539.3K

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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