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New Chevrolet Silverado 1500 Custom Trail Boss for Sale near Pickering, ON

93 results
Pickering, ON
2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car

$63,529

Port Hope, ON
66 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior colour:
Black
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
7
Stock number:
26262
VIN:
3GCPKCEK9TG194483

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car

$64,753

Grimsby, ON
78 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior colour:
White
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
12
Stock number:
T184
VIN:
3GCPKCEK8TG152211

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car

$66,449

Burlington, ON
78 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Gray (Sterling Grey Metallic)
Interior colour:
JET BLACK, CLOTH SEAT TRIM
Transmission:
Automatic
Mileage:
12
Stock number:
267798
VIN:
3GCUKCED3TG196413

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car

$66,522

Oshawa, ON
20 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior colour:
White
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
162
Stock number:
2-12769
VIN:
3GCPKCEKXTG162156

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car

$66,549

Port Hope, ON
66 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Black
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
5
Stock number:
26288
VIN:
3GCUKCED8TG153797

2026 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD

2026 Chevrolet Silverado 1500

New car

$66,674

Cobourg, ON
74 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Black
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
27
Stock number:
TG164126
VIN:
3GCUKCED5TG164126

Preparing for a close up...

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2026 Chevrolet Silverado 1500

New car

$66,732

Oshawa, ON
20 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior colour:
Black
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
10
Stock number:
2-12553
VIN:
3GCPKCEK0TG114665

Preparing for a close up...

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2026 Chevrolet Silverado 1500

New car

$67,679

Cobourg, ON
74 km away
Year:
2026
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
Fuel type:
Gasoline
Transmission:
Automatic
Stock number:
TG193862
VIN:
3GCUKCED6TG193862

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Photos coming soon

2026 Chevrolet Silverado 1500

New car

$67,789

Port Hope, ON
66 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Black
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
4
Stock number:
26317
VIN:
3GCUKCED1TG177374

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car

$67,978

Grimsby, ON
78 km away
Year:
2026
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
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
10
Stock number:
T202
VIN:
3GCUKCED9TG152156

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car

$68,014

Port Hope, ON
66 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Black
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
22
Stock number:
26311
VIN:
3GCUKCED8TG130259

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car

$68,237

Courtice, ON
27 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior colour:
Red Hot
Fuel type:
Gasoline
Interior colour:
H0U Jet Black
Transmission:
Automatic
Mileage:
6
Stock number:
CC122
VIN:
3GCPKCEK1TG127456

Preparing for a close up...

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2026 Chevrolet Silverado 1500

New car

$68,923

Aurora, ON
37 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
7
Stock number:
2648B-new
VIN:
3GCUKCED4TG153795

Preparing for a close up...

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2026 Chevrolet Silverado 1500

New car

$69,034

Cobourg, ON
74 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
3L I6 Diesel
Fuel type:
Diesel
Transmission:
Automatic
Stock number:
TG196181
VIN:
3GCUKCE84TG196181

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Photos coming soon

2026 Chevrolet Silverado 1500

New car

$69,669

Richmond Hill, ON
29 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
0
Stock number:
TG193842
VIN:
3GCUKCED0TG193842

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car

$69,780

Whitby, ON
16 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior colour:
Black
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
5
Stock number:
26P008
VIN:
3GCPKCEK0TG164434

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car

$69,886

Oshawa, ON
20 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Black
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
10
Stock number:
2-12946
VIN:
3GCUKCED3TG153674

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car

$70,014

Cobourg, ON
74 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Black
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
6
Stock number:
TG147601
VIN:
3GCUKCED1TG147601

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car

$70,139

Cobourg, ON
74 km away
Year:
2026
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
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
7
Stock number:
TG163365
VIN:
3GCUKCED7TG163365

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car

$70,228

Niagara Falls, ON
78 km away
Year:
2026
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
355 hp 5.3L V8
Exterior colour:
Black
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
257
Stock number:
43012198
VIN:
3GCUKCED4TG164120

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

New car

$70,256

Oshawa, ON
20 km away
Year:
2026
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
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
10
Stock number:
2-12819
VIN:
3GCUKCED6TG163566

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  3. / Chevrolet Silverado 1500
  4. / Custom Trail Boss
  5. / Ontario
  6. / Pickering
FAQs

Chevrolet Silverado 1500 Custom Trail Boss FAQs

What is the fuel economy of the Chevrolet Silverado 1500 Custom Trail Boss?

Depending on the engine and options, the Chevrolet Silverado 1500 Custom Trail Boss gets between 9 and 15 MPG (or MPGe).

What fuel types are available?

Diesel, Gasoline engines are available.

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