Winchester, CT Retail Properties & Spaces for Lease

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Versatile Commercial Space in Winchester

$1,500/Mo

2,050 SF

Versatile Commercial Space in Winchester

277 N Main Street, Winchester, CT 06098

Prime commercial space for rent in a highly visible location.

High‑visibility location on North Main Street with steady local traffic.
Versatile 2,050 sq ft space divisible into two separate units.
Town Gateway zoning supports a variety of commercial uses (retail, office, service).
Close proximity to Winsted Green and CT State Community College Northwestern Campus.
Excellent exposure and strong signage potential.

Updated: Mar 2

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$750/Mo

1,300 SF

Prime Commercial Space on Main

452 Main Street, Winchester, CT 06098

Highly visible 1,300 sq ft commercial space in Winchester, CT.

Prime Main Street Location: High visibility with heavy foot and vehicle traffic in downtown Winchester.
Versatile 1,300 Sq Ft Space: Suitable for retail, studio, or office use.
Open Layout with Dedicated Storage: Includes a storage area and dressing room.
Handicapped‑Accessible Bathroom: Ensuring accessibility for all customers and employees.
Thriving Downtown Scene: Surrounded by successful shops, restaurants, and new businesses.

Updated: Jul 1, 2025

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$1,900,000 SF/Yr

12,000 SF

New Steel Building with Expansion

Newly constructed 12,000 SF steel building on 20+ acres.

144 Rowley St, Winsted, CT 6098

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$1,500/Mo

2,050 SF

Winsted Commercial Space For Rent

Versatile commercial space in a high-traffic Winsted location.

277 North Main Street, Winchester, CT 6098

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$1,700/Mo

2,200 SF

Retail Space with River Views

Turn-key opportunity near NWCC with river views and easy access.

180 Holabird Avenue, Winchester, CT 6089

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$4,000/Mo

2,400 SF

Renovated Freestanding Retail Building

2,400 SF renovated building suitable for various retail uses.

115 Main Street, Winchester, CT 6098

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$750/Mo

12,782 SF

Prime Commercial Space on Main

Highly visible 1,300 sq ft commercial space in downtown Winchester.

452 Main St, Winsted, CT 6098

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Revitalized Commercial Hub Space Available

$14 SF/Yr

4,800 SF

Revitalized Commercial Hub Space Available

Buildout-ready space in a dynamic mixed-use destination.

32 Lake Street, Winchester, CT 6098

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$750/Mo

317 SF

Main Street Retail Space Available

Charming commercial space on Main Street with high visibility.

Main Street, Winchester, CT 6098

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$10 SF/Yr

2,400 SF

Versatile Commercial Space For Rent

2,400 SF commercial space in high-traffic, amenity-rich location.

19 Rowley Street, Winchester, CT 6098

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Contact for pricing

105,933 SF

Shopping Center with Anchor Tenants

105,933 SF shopping center with prime accessibility.

200 New Hartford Rd, Winchester, CT 6098

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Based on your search, we've compiled 27 Potential Opportunities for your consideration. Besides 11 Active listings in Winchester, CT, we suggest exploring alternatives. Consider Similar 4 Spaces in Nearby Cities, and Similar 8 Properties for Sales.

Retail properties & Spaces for Lease in Nearby Cities

Here are 4 Similar Spaces we found in Nearby Locations for your consideration.

$1,600/Mo

1,350 SF

Remodeled Retail/Office Space For Lease

1,350 SF remodeled space in high-traffic location.

360 Main Street, New Hartford, CT 6057

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$3,300/Mo

3,412 SF

Retail Building with Ample Parking

Single-story retail building with parking available for lease.

2407 Winsted Road, Torrington, CT 6790

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$11 SF/Yr

2,400 SF

Retail Space on Winsted Road

Retail space suitable for office, retail, or medical use.

683-707 Winsted Rd, Torrington, CT

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$3,800/Mo

7,900 SF

Spacious Industrial Space with Parking

7,900 SF industrial space with ample parking available for rent.

230 Ella Grasso Avenue Extension, Torrington, CT 06790

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Similar Spaces for Sale in Winchester, CT

Consider Similar Space for Sale. We found 8 Spaces matching your search parameters.

Versatile Commercial Building in Winchester

$280,000

4,852 SF

Versatile Commercial Building in Winchester

4,852 SF commercial building in Litchfield County.

1 Lake Street, Winchester, CT 06098

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Versatile Commercial Building with Visibility

$595,000

9,438 SF

Versatile Commercial Building with Visibility

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

45 Willow Street, Winchester, CT 6098

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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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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.

$2,100/Mo

Prime Downtown Lot For Lease

0.17 acre lot in downtown Pittsfield for lease.

95 Union St, Pittsfield, MA 1201

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Contact for pricing

Prime Pad Site For Lease

Pad site with great visibility and easy access for lease.

106 Federal Road, Brookfield, CT 6804

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$24 SF/Yr

3,241 SF

Prime Downtown New Haven Location

Build-to-suit commercial spaces in a high-traffic downtown area.

80 Temple St, New Haven, CT 6510

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$1.00 SF/Yr

Central Avenue Redevelopment Opportunity

Two parcels available for ground lease, redevelopment opportunity.

1537 Central Avenue, Albany, NY 12205

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Winchester, CT Retail properties & Spaces Leasing Opportunities Market Analysis

Explore Retail properties & Spaces leasing options in Winchester, CT with 11 listings featured on our commercial real estate exchange. The current inventory includes 29,517 square feet of properties with an estimated lease value of $1,900,106.

Estimated lease rates for Retail properties & Spaces in Winchester, CT begin at $6 SF/Yr, with an average of $211,122 and extend to $1,900,000.

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Winchester, CT Retail Properties & Spaces for Lease

Versatile Commercial Space in Winchester

Prime commercial space for rent in a highly visible location.

Prime Commercial Space on Main

Highly visible 1,300 sq ft commercial space in Winchester, CT.

New Steel Building with Expansion

Winsted Commercial Space For Rent

Retail Space with River Views

Renovated Freestanding Retail Building

Prime Commercial Space on Main

Revitalized Commercial Hub Space Available

Main Street Retail Space Available

Versatile Commercial Space For Rent

Shopping Center with Anchor Tenants

Retail properties & Spaces for Lease in Nearby Cities

Remodeled Retail/Office Space For Lease

Retail Building with Ample Parking

Retail Space on Winsted Road

Spacious Industrial Space with Parking

Similar Spaces for Sale in Winchester, CT

Versatile Commercial Building in Winchester

Versatile Commercial Building with Visibility

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

Potential Development Sites for Consideration

Prime Downtown Lot For Lease

Prime Pad Site For Lease

Prime Downtown New Haven Location

Central Avenue Redevelopment Opportunity

Winchester, CT Retail properties & Spaces Leasing Opportunities Market Analysis

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