New Chevrolet Silverado 1500 Custom Trail Boss for Sale near Massachusetts

1,065 results

Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$55,980

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 3
Stock #:: 26S18926
VIN:: 3GCPKCEK1TG388926

Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$55,980

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 3
Stock #:: 26S19093
VIN:: 3GCPKCEK7TG389093

Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$56,603

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Jet Black
Transmission:: Automatic
Mileage:: 0
Stock #:: T260918
VIN:: 3GCPKCEK2TG366448

Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$56,603

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 0
Stock #:: T261060
VIN:: 3GCPKCEK2TG366384

White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$56,895

CarGurus partner

Year:: 2026
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior colour:: White
Fuel type:: Diesel
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 299
Stock #:: 260768
VIN:: 3GCUKCE85TG149760

White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,039

CarGurus partner

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 Sands
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Jet Black
Transmission:: Automatic
Mileage:: 0
Stock #:: T261062
VIN:: 3GCPKCEK8TG366521

Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,093

CarGurus partner

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:: Summit White
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: JET BLACK, CLOTH S
Transmission:: Automatic
Mileage:: 4
Stock #:: 26-801
VIN:: 3GCPKCEK0TG449599

Gray (STERLING GREY META) 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,093

CarGurus partner

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:: Gray (STERLING GREY META)
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: JET BLACK, CLOTH S
Transmission:: Automatic
Mileage:: 40
Stock #:: 26-816
VIN:: 3GCPKCEK5TG452398

Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,093

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: JET BLACK, CLOTH S
Transmission:: Automatic
Mileage:: 40
Stock #:: 26-817
VIN:: 3GCPKCEK7TG452211

2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,216

CarGurus partner

Year:: 2026
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 25
Stock #:: G388533
VIN:: 3GCPKCEK4TG388533

Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,372

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 0
Stock #:: T260963
VIN:: 3GCPKCEK0TG388531

Red Hot 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,372

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Jet Black
Transmission:: Automatic
Mileage:: 0
Stock #:: T261179
VIN:: 3GCPKCEK4TG451209

WHITE SANDS 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,588

CarGurus partner

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 SANDS
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: JET BLACK, CLOTH S
Transmission:: Automatic
Mileage:: 4
Stock #:: 26-818
VIN:: 3GCPKCEKXTG452400

2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,652

CarGurus partner

Year:: 2026
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Transmission:: 8-Speed Automatic
Mileage:: 25
Stock #:: G389107
VIN:: 3GCPKCEK3TG389107

White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,808

CarGurus partner

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 Sands
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 0
Stock #:: T261085
VIN:: 3GCPKCEK8TG388535

GBA Black 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,904

Sioux Lookout, ON

CarGurus partner

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:: GBA Black
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: H0U Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 4
Stock #:: Q26275
VIN:: 3GCPKCEK8TG442657

White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,980

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 3
Stock #:: 26S13358F
VIN:: 3GCUKCED6TG333358

White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,980

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 1,870
Stock #:: 26S12956F
VIN:: 3GCUKCEDXTG332956

White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,980

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 5,518
Stock #:: 26S12958F
VIN:: 3GCUKCED3TG332958

White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$57,980

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 8,553
Stock #:: 26S12955F
VIN:: 3GCUKCED8TG332955

Summit White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$58,198

Témiscouata-sur-le-Lac, QC

CarGurus partner

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:: Summit White
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Cloth - Jet Black
Transmission:: Automatic
Mileage:: 10
Stock #:: 26764
VIN:: 3GCPKCEK9TG344589

White Sands 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$58,871

Sioux Lookout, ON

CarGurus partner

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 Sands
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: H0U Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 16
Stock #:: Q26243
VIN:: 3GCPKCEK0TG390506

Gray 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$58,964

CarGurus partner

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:: Gray
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 0
Stock #:: 26S12428
VIN:: 3GCPKCEK5TG462428

White 2026 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Preparing for a close up...

Photos coming soon

2026 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

New car

$58,964

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 0
Stock #:: 26S12873
VIN:: 3GCPKCEK4TG462873

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