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Winchester, CT

Winchester, CT Commercial Real Estate for Sale

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

18 properties

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Turnkey Restaurant with Upstairs Bar

Updated: Jun 23

Turnkey Restaurant with Upstairs Bar

380 Main Street, Winchester, CT 06098

$999,000

6,200 sqft 0.17 AC lot

Spacious dining area seating up to 156 guests plus an upstairs 20‑seat bar
Five apartments on‑site: three currently functioning units and two additional units ready for completion
12–15 car dedicated parking lot with additional street parking
Outdoor dining seating for approximately 24
Basement area equipped for dough preparation with abundant storage for catering support

Turnkey Restaurant in Litchfield County

Updated: Apr 27

Turnkey Restaurant in Litchfield County

436 Main Street, Winchester, CT 06098

$250,000

2,177 sqft 0.10 AC lot

Turnkey, award‑winning restaurant with a 10‑year track record of success and loyal customer base.
High‑traffic location in the heart of Litchfield County.
Owner financing available.
Recognition in top publications including the New York Times and Wall Street Journal.
Fully equipped with all infrastructure items included in the sale (valued over $100k).

Auto Repair and Sales Facility

Auto Repair and Sales Facility

404 New Hartford Road, Barkhamsted, CT 06063

$595,000

0.58 AC lot

Five-bay garage with office space and vehicle display area, supported by customer parking in a B-2 zoned setting.

Turn Any Listing Into an Investment Snapshot Owner equity, real caprate, demand score for every listing. Go To Analytics Center

Barkhamsted Commercial Building For Sale

Barkhamsted Commercial Building For Sale

110 New Hartford Rd, Barkhamsted, CT 06063

$889,900

4,342 sqft 1.58 AC lot

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

Victorian Office Building with Barn

Victorian Office Building with Barn

55 Walnut Street, Winchester, CT 06098

$449,000

5,016 sqft 0.56 AC lot

Victorian office building in the TCR zone with three floors of flexible space and a 3-story barn/garage for storage or workshops.

Office/Retail Building with Road Frontage

Office/Retail Building with Road Frontage

110 New Hartford Road, Barkhamsted, CT 06063

$889,900

4,342 sqft 1.58 AC lot

4,342 sq. ft. building on a high-visibility road with 314 feet frontage and traffic of 8,500 vehicles/day.

Recreational Land with Natural Spring

Recreational Land with Natural Spring

321 Colebrook Road, Winchester, CT 06098

$250,000

9.00 AC lot

Recreational and agricultural land featuring a natural spring and established apple and peach trees.

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.

Second-Floor Office Condo

Second-Floor Office Condo

140 Willow Street, Winchester, CT 06098

$89,000

1,165 sqft

Second-floor office condo with three private offices, bullpen for 4–6 desks, and ample on-site parking.

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.

B-2 Commercial Development Land

B-2 Commercial Development Land

364 New Hartford Rd, Barkhamsted, CT 06063

$200,000

1.53 AC lot

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

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

$469,000

5,016 sqft 0.56 AC lot

Versatile Victorian property in TCR Zone with development potential.

Second-Floor Office Condo For Sale

Second-Floor Office Condo For Sale

140 Willow Street #STE 6, Winchester, CT 06098

$89,000

1,165 sqft

Well-maintained office condo with versatile layout near downtown.

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.

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.

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.

Commercial Land Lot on Main Road

Commercial Land Lot on Main Road

408 New Hartford Road, Barkhamsted, CT 06063

$45,000

0.58 AC lot

Commercially zoned lot with 187 feet of road frontage along a busy East-West route.

Based on your search, we've compiled Potential Opportunities for your consideration. Besides 18 Active Listings in Winchester, CT, we suggest to view alternatives - similar 54 Off-Market properties to explore as potential leads.

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.

INDUSTRIAL - VACANT LAND

Woodland Ave, Winchester, CT 06098

Value Estimation by Request

3.06 AC lot

SHOW ROOM, WAREHOUSE

Boyd St, Winchester, CT 06098

Value Estimation by Request

4,200 sqft 0.42 AC lot

VACANT COMMERCIAL LAND

Rowley St, Winchester, CT 06098

Value Estimation by Request

2.12 AC lot

CHARITABLE ORGANIZATION

Wakefield Blvd, Winchester, CT 06098

Value Estimation by Request

3.16 AC lot

CHARITABLE ORGANIZATION

Wakefield Blvd, Winchester, CT 06098

Value Estimation by Request

0.35 AC lot

CHARITABLE ORGANIZATION

Grantville Rd, Winchester, CT 06098

Value Estimation by Request

63.95 AC lot

Winchester, CT Commercial Real Estate Market Trends and Statistics

Explore 72 commercial real estate for sale in Winchester, CT, showcased through 18 active listings on our real estate platform. These investment opportunities span a total of 43,792 square feet of properties for sale, with an estimated market value of $5,329,700.

Sale prices for business properties in Winchester, CT start at $89,000, averaging $484,518, 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	$510.5K

Listings Trend

New vs delisted commercial listings in Litchfield County

New Delisted

Total CRE Inventory on Market (SF)

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