For Lease
  • For Sale
  • For Lease
  • Recently Sold
  • Property Lookup
  • Brokers
Space Uses
  • Retail
  • Restaurant
  • Office
  • Coworking
  • Medical Space
  • Automotive
  • Industrial
  • Warehouse
  • Flex
Price
Price range
$
$
Size
Property size / sq.ft.

Winchester, CT Commercial Real Estate for Lease

12 results
List
Map
Prime Commercial Space on Main
$750 / Mo
1,300 SF

Prime Commercial Space on Main

452 Main St, 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
View details
Renovated Retail Building in Winchester
$4,000 / Mo
2,400 SF

Renovated Retail Building in Winchester

115 Main St, Winchester, CT 06098

Freestanding 2,400 SF building available for lease.

  • Prime location with high visibility and easy highway access.
  • Fully renovated 2,400 SF freestanding building.
  • High daily traffic count of 14,300 cars.
  • Flexible purchase or lease options available (purchase at $699,000 or lease at $4,000/month NNN).
  • Permitted uses beyond convenience store include bakery, bank, restaurant, retail, and office.
Updated: Dec 11, 2025
View details
Main Street Retail Space Available
$750 / Mo
317 SF

Main Street Retail Space Available

Charming commercial space on Main Street with high visibility.

Main St, Winchester, CT 06098
View details
Versatile Commercial Space For Rent
$10 SF/Yr
2,400 SF

Versatile Commercial Space For Rent

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

19 Rowley St, Winchester, CT 06098
View details
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 St, Winchester, CT 06098
View details
Charming Winsted 2-Bedroom Apartment
$1,175 / Mo

Charming Winsted 2-Bedroom Apartment

First-floor unit with hardwood floors and natural light.

111 Rockwell St, Winchester, CT 06098
View details
Remodeled Duplex with Hardwood Floors
$1,600 / Mo

Remodeled Duplex with Hardwood Floors

Newly remodeled duplex featuring hardwood floors and modern amenities.

29 Benton St, Winchester, CT 06098
View details
Charming Apartments Overlooking Still River
$1,800 / Mo

Charming Apartments Overlooking Still River

Bright, charming 1-2 bedroom apartments with exposed brick and beams.

101 Whiting St, Winchester, CT 06098
View details
Renovated Apartment Near Main Street
$2,200 / Mo

Renovated Apartment Near Main Street

Newly renovated 3-bedroom apartment near shops and restaurants.

26 Elm St, Winchester, CT 06098
View details
Renovated Apartment in Four-Unit Building
$1,250 / Mo

Renovated Apartment in Four-Unit Building

Recently renovated first-floor apartment with new appliances and flooring.

217 N Main St, Winchester, CT 06098
View details
Charming First-Floor Apartment For Rent
$1,500 / Mo

Charming First-Floor Apartment For Rent

Spacious apartment with hardwood floors, updated kitchen, close to downtown.

22 Upson Ave, Winchester, CT 06098
View details
Spacious Four-Bedroom Apartment For Rent
$1,695 / Mo

Spacious Four-Bedroom Apartment For Rent

Large four-bedroom apartment near town with in-unit laundry.

26 Case Ave, Winchester, CT 06098
View details
Based on your search, we've compiled 32 Potential Opportunities for your consideration. Besides 12 Active listings in Winchester, CT, we suggest exploring alternatives. Consider Similar 4 Spaces in Nearby Cities, and Similar 16 Properties for Sales.

Explore Commercial Real Estate for Lease in Nearby Cities

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

Retail Space in Community Center
Contact for pricing
10,000 SF

Retail Space in Community Center

Retail space for lease in busy community shopping center.

380 New Hartford Rd, Barkhamsted, CT 06063
View details
Warehouse Space in Torrington, CT
Contact for pricing
37,800 SF

Warehouse Space in Torrington, CT

37,800 SF Industrial Space Available

299 Industrial Ln, Torrington, CT 06790
View details
Torrington Industrial Space For Lease
$7 SF/Yr
133,000 SF

Torrington Industrial Space For Lease

133,000 sq ft industrial space available for lease.

368 Ella Grasso Ave, Torrington, CT 06790
View details
Office Space Near Farmington River
$999 / Mo

Office Space Near Farmington River

Office space available in a high-visibility location near local amenities.

111 River Rd, Barkhamsted, CT 06063
View details

Explore Similar Spaces for Sale in Winchester, CT

Consider Similar Space for Sale. We found 16 Spaces in Nearby Locations matching your search parameters.

Versatile Commercial Building in Winchester
$290,000
4,852 SF

Versatile Commercial Building in Winchester

4,852 SF commercial building in Litchfield County.

1 Lake St, Winchester, CT 06098
View details
Historic Victorian Property, Winchester, CT
$499,999
5,016 SF

Historic Victorian Property, Winchester, CT

Versatile Victorian property in Winchester, CT with development potential.

55 Walnut St, Winchester, CT 06098
View details
Mixed-Use Building in Downtown Winsted
$395,000
1,909 SF

Mixed-Use Building in Downtown Winsted

Two-story building with commercial space and renovated apartment.

720 Main St, Winchester, CT 06098
View details
Turnkey Restaurant with Apartments
$750,000
5,389 SF

Turnkey Restaurant with Apartments

Thriving restaurant with apartments in high-traffic Litchfield County location.

436 Main St, Winchester, CT 06098
View details
Downtown Winchester Redevelopment Opportunity
Pending
$99,000
4,679 SF

Downtown Winchester Redevelopment Opportunity

Redevelopment opportunity in downtown Winchester with retail and residential potential.

508 Main St, Winchester, CT 06098
View details
Multifamily and Office Space Opportunity
$319,900
2,754 SF

Multifamily and Office Space Opportunity

Multifamily residential property with office space in central location.

25 Center St, Winchester, CT 06098
View details
Winchester Office Condo For Sale
$99,000
1,165 SF

Winchester Office Condo For Sale

Well-maintained office condo near downtown Winchester, ideal for professionals.

140 Willow St, Winchester, CT 06098
View details
Well-Maintained Two-Family Home
$349,900

Well-Maintained Two-Family Home

Two-family home with detached garage, convenient location.

135 Elm St, Winchester, CT 06098
View details
Litchfield County Two-Family Home
$225,000

Litchfield County Two-Family Home

Two-family home in Litchfield County with income potential.

30 Rock St, Winchester, CT 06098
View details
Multifamily Home Near Transportation
$259,000

Multifamily Home Near Transportation

Multifamily home with spacious rooms, storage, and convenient transportation.

10 Crescent St, Winchester, CT 06098
View details
Winchester Specialty Property For Sale
$499,000

Winchester Specialty Property For Sale

Specialty property available for purchase in Winchester, Connecticut.

197 Spencer Hill Rd, Winchester, CT 06098
View details
Winchester Specialty Property For Sale
$189,900

Winchester Specialty Property For Sale

Specialty property available for purchase in Winchester, Connecticut.

14 Curtice St, Winchester, CT 06098
View details

Winchester, CT Commercial Real Estate Leasing Opportunities Market Analysis

Explore Commercial Real Estate leasing options in Winchester, CT with 28 listings featured on our commercial real estate exchange. The current inventory includes 488,612,520 square feet of properties with an estimated lease value of $79 SF/Yr.

Estimated lease rates for Commercial Real Estate in Winchester, CT begin at $6 SF/Yr, with an average of $15 SF/Yr and extend to $28 SF/Yr.

In Winchester, CT, current lease rates show:

  • Individual retail properties positioned at $15
  • Retail properties measuring $15
  • Office Properties & Spaces assessed at $10
  • Retail space calculated at $10
List
Map