CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
  • Sell
    • Sell my car
    • Car values
  • Research
    • Test drive reviews
    • Price trends
    • Compare cars
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Chevrolet Silverado 1500 Custom Trail Boss for Sale near Keewatin, ON

27 results
Kenora, ON
2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Maserati & Alfa Romeo of Winnipeg

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,261 kilometres

$48,700

Fair Deal
Winnipeg, MB
194 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Black
Transmission:
Automatic
Mileage:
62,261
Stock number:
7831
VIN:
3GCUDCED9RG131763

Sponsored

2020 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

153,000 kilometres

$32,995

Fair Deal
STEINBACH, MB
161 km away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Black
Transmission:
Automatic
Mileage:
153,000
Stock number:
101966
VIN:
1GCPYCEF3LZ123037

Sponsored

2019 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,262 kilometres

$40,998

Fair Deal
Winnipeg, MB
195 km away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior colour:
White
Combined gas mileage:
14 L/100km
Fuel type:
Flex Fuel Vehicle
Interior colour:
Black
Transmission:
Automatic
Mileage:
45,262
Stock number:
S1647A
VIN:
1GCPYCEH1KZ383789

Sponsored

2022 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

162,365 kilometres

$30,999

Great Deal
East Selkirk, MB
175 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
White
Interior colour:
Black
Transmission:
Automatic
Mileage:
162,365
Stock number:
255628
VIN:
3GCPYCEK1NG195626

2025 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

14,034 kilometres

$54,995

Good Deal
Winnipeg, MB
192 km away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior colour:
Gray
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
14,034
Stock number:
P11091
VIN:
3GCPKCEKXSG185371

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,262 kilometres

$40,998

Fair Deal
Winnipeg, MB
195 km away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior colour:
White
Combined gas mileage:
14 L/100km
Fuel type:
Flex Fuel Vehicle
Interior colour:
Black
Transmission:
Automatic
Mileage:
45,262
Stock number:
S1647A
VIN:
1GCPYCEH1KZ383789

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,212 kilometres

$52,158

Fair Deal
Winnipeg, MB
202 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Gray (Slate Grey Metallic)
Combined gas mileage:
14 L/100km
Fuel type:
Gasoline
Interior colour:
Jet Black
Transmission:
Automatic
Mileage:
21,212
Stock number:
F7GDAT
VIN:
3GCUDCED1RG224261

Preparing for a close up...

Photos coming soon

2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

67,459 kilometres

$45,583

Fair Deal
Winnipeg, MB
183 km away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
White
Combined gas mileage:
13 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
67,459
Stock number:
T2611A
VIN:
3GCUDCED9PG332611

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

180,445 kilometres

$31,998

Fair Deal
Steinbach, MB
161 km away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Gray
Transmission:
Automatic
Mileage:
180,445
Stock number:
A0978
VIN:
1GCPYCEFXLZ352928

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,261 kilometres

$48,700

Fair Deal
Winnipeg, MB
194 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Black
Transmission:
Automatic
Mileage:
62,261
Stock number:
7831
VIN:
3GCUDCED9RG131763

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

27,933 kilometres

$49,995

Fair Deal
Winnipeg, MB
192 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior colour:
Blue
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
27,933
Stock number:
P11124
VIN:
3GCPDCEK8RG215925

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,780 kilometres

$49,583

Fair Deal
Winnipeg, MB
183 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Black
Transmission:
Automatic
Mileage:
45,780
Stock number:
M0771A
VIN:
3GCPDCEK1RG190771

Preparing for a close up...

Photos coming soon

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

153,000 kilometres

$32,995

Fair Deal
STEINBACH, MB
161 km away
Year:
2020
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Black
Transmission:
Automatic
Mileage:
153,000
Stock number:
101966
VIN:
1GCPYCEF3LZ123037

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

136,000 kilometres

$36,900

No Price Analysis
Headingley, MB
204 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
White
Transmission:
Automatic
Mileage:
136,000
VIN:
3GCPDCED6NG682921

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

41,530 kilometres

$49,053

High Price
Winnipeg, MB
185 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
41,530
Stock number:
WW0116
VIN:
3GCPDCEK9RG216260

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

38,492 kilometres

$49,608

High Price
Winnipeg, MB
192 km away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
38,492
Stock number:
U13018
VIN:
3GCPDCEK8RG385511

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

162,365 kilometres

$30,999

Great Deal
East Selkirk, MB
175 km away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
White
Interior colour:
Black
Transmission:
Automatic
Mileage:
162,365
Stock number:
255628
VIN:
3GCPYCEK1NG195626

Sponsored

  1. Home
  2. / Used Cars
  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Ontario
  6. / Keewatin

  • Chevrolet Silverado 1500 LT in Keewatin ON

  • Chevrolet Silverado 1500 RST in Keewatin ON

  • Chevrolet Silverado 1500 LT Trail Boss in Keewatin ON

  • Chevrolet Silverado 1500 Custom Trail Boss in Keewatin ON

  • Chevrolet Silverado 1500 Custom in Keewatin ON

  • Chevrolet Silverado 1500 High Country in Keewatin ON

  • Chevrolet Silverado 1500 LTZ in Keewatin ON

  • Chevrolet Silverado 1500 Work Truck in Keewatin ON

  • Chevrolet Silverado 1500 LS in Keewatin ON

  • Chevrolet Silverado 1500 in Winnipeg MB

  • Chevrolet Silverado 1500 in Brandon MB

  • Chevrolet Silverado 1500 in Thunder Bay ON

  • Chevrolet Silverado 1500 in Regina SK

  • Chevrolet Silverado 1500 in Moose Jaw SK

  • Chevrolet Silverado 1500 in Sault Ste. Marie ON

  • Chevrolet Silverado 1500 in Prince Albert SK

  • Chevrolet Silverado 1500 in Saskatoon SK

  • Chevrolet Silverado 1500 in Timmins ON

  • Chevrolet Silverado 1500 in Keewatin ON

  • Best Work Trucks for Sale in Keewatin ON

  • Chevrolet Trucks For Sale in Keewatin ON

  • Chevy Duramax Diesel Trucks for Sale in Keewatin ON

  • Chevrolet SUVs & Crossovers for Sale in Keewatin ON

  • Cheap Muscle Cars for Sale in Keewatin ON

  • Chevrolet Silverado 1500 in Alberta

  • Chevrolet Silverado 1500 in British Columbia

  • Chevrolet Silverado 1500 in Manitoba

  • Chevrolet Silverado 1500 in New Brunswick

  • Chevrolet Silverado 1500 in Newfoundland and Labrador

  • Chevrolet Silverado 1500 in Northwest Territories

  • Chevrolet Silverado 1500 in Nova Scotia

  • Chevrolet Silverado 1500 in Nunavut

  • Chevrolet Silverado 1500 in Ontario

  • Chevrolet Silverado 1500 in Prince Edward Island

  • Chevrolet Silverado 1500 in Quebec

  • Chevrolet Silverado 1500 in Saskatchewan

  • Chevrolet Silverado 1500 in Yukon

  • 2019 Chevrolet Silverado 1500 Custom Trail Boss in Keewatin ON

  • All Used Cars

  • Cheap Cars

  • Manual Transmission Cars

  • Sports Cars

  • Hybrid Cars

  • Red Interior Cars

  • Electric Cars

  • Small Cars

  • AWD Cars

  • Cheap Automatic Transmission Cars

  • Classic Trucks

  • Conversion Vans

  • Three Quarter Ton Trucks

  • Diesel Trucks

  • Small Trucks

  • Chevrolet Diesel Trucks

  • Manual Diesel Trucks

  • One Ton Trucks

  • Cheap Trucks

  • Ford Trucks

  • Cheap SUVs

  • Mercedes-Benz Convertibles

  • Ford Diesel Trucks

  • Mercedes-Benz SUVs

  • BMW Convertibles

  • Chevrolet SUVs

  • Toyota SUVs

  • Nissan SUVs

  • Used Cars Under $10,000

  • Used Cars Under $5,000

  • Used Sedans for Sale with Low Mileage in Keewatin

  • Used SUVs / Crossovers for Sale with Low Mileage in Keewatin

  • Used Hatchbacks for Sale with Low Mileage in Keewatin

  • Used Convertibles for Sale with Low Mileage in Keewatin

  • Used Vans for Sale with Low Mileage in Keewatin

  • Used Minivans for Sale with Low Mileage in Keewatin

  • Used Pickup Trucks for Sale with Low Mileage in Keewatin

  • Used Coupes for Sale with Low Mileage in Keewatin

  • Used Wagons for Sale with Low Mileage in Keewatin

  • Kenora Chevrolet Buick GMC Corvette

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.