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

18 results

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

12,720 km

$54,995

CarGurus partner

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Summit White
Transmission:: Automatic
Mileage:: 12,720
Stock #:: IU4780
VIN:: 3GCUKCED9SG295963

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

49,543 km

$43,064

Good Deal

$682/mo est.

Home delivery from Guelph, ON

Price includes $1,764 shipping

CarGurus partner

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior colour:: Red
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 49,543
Stock #:: 25-409X
VIN:: 3GCPYCEL8NG106081

Home delivery

2020 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

117,033 km

$35,225

Good Deal

$558/mo est.

Certified Pre-Owned

Home delivery from Montréal, QC

Price includes $1,230 shipping

CarGurus partner

Year:: 2020
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Interior colour:: Jet Black
Transmission:: Automatic
Mileage:: 117,033
Stock #:: 26527
VIN:: 1GCPYCEF4LZ166088

Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

28,977 km

$49,235

Fair Deal

$780/mo est.

Home delivery from Listowel, ON

Price includes $1,241 shipping

CarGurus partner

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:: Black
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 28,977
Stock #:: 224103
VIN:: 3GCUDCED5RG224103

2025 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

12,720 km

$54,995

CarGurus partner

Year:: 2025
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Summit White
Transmission:: Automatic
Mileage:: 12,720
Stock #:: IU4780
VIN:: 3GCUKCED9SG295963

Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Double Cab 4WD

66,490 km

$38,225

Fair Deal

$606/mo est.

Certified Pre-Owned

Home delivery from Montréal, QC

Price includes $1,230 shipping

CarGurus partner

Year:: 2019
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Interior colour:: Jet Black
Transmission:: Automatic
Mileage:: 66,490
Stock #:: A630142A
VIN:: 1GCRYCEF7KZ261316

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

50,724 km

$51,990

CarGurus partner

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Red
Interior colour:: Black
Transmission:: Automatic
Mileage:: 50,724
Stock #:: UC5390
VIN:: 3GCUDCED4RG106804

Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

21,212 km

$53,363

High Priced

$845/mo est.

Home delivery from Winnipeg, MB

Price includes $1,205 shipping

CarGurus partner

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 #:: F7GDAT
VIN:: 3GCUDCED1RG224261

Home delivery

2019 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,262 km

$41,889

High Priced

$664/mo est.

Home delivery from Winnipeg, MB

Price includes $891 shipping

CarGurus partner

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 #:: S1647A
VIN:: 1GCPYCEH1KZ383789

Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

30,425 km

$52,349

High Priced

$829/mo est.

Home delivery from Joliette, QC

Price includes $2,454 shipping

CarGurus partner

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:: White
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 30,425
Stock #:: U7128
VIN:: 3GCUDCED7RG289034

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,531 km

$52,349

High Priced

$829/mo est.

Home delivery from Joliette, QC

Price includes $2,454 shipping

CarGurus partner

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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 29,531
Stock #:: U7131
VIN:: 3GCUDCED9RG120956

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

33,097 km

$52,751

High Priced

$835/mo est.

Certified Pre-Owned

Home delivery from Portage La Prairie, MB

Price includes $3,751 shipping

CarGurus partner

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:: Glacier Blue Metallic
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Jet Black
Transmission:: Automatic
Mileage:: 33,097
Stock #:: 70291
VIN:: 3GCUDCEDXRG290596

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

62,261 km

$49,880

High Priced

$790/mo est.

Home delivery from Winnipeg, MB

Price includes $1,180 shipping

CarGurus partner

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 #:: 7831
VIN:: 3GCUDCED9RG131763

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

41,755 km

$51,341

Overpriced

$813/mo est.

Home delivery from Edmonton, AB

Price includes $2,661 shipping

CarGurus partner

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:: Gray
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 41,755
Stock #:: S-LW3226-V
VIN:: 3GCPDCEK5RG270624

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

78,866 km

$47,641

Overpriced

$755/mo est.

Home delivery from Edmonton, AB

Price includes $2,661 shipping

CarGurus partner

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:: White
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 78,866
Stock #:: R-LW3239-V
VIN:: 3GCPDCEK8RG300540

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

54,828 km

$51,341

Overpriced

$813/mo est.

Home delivery from Edmonton, AB

Price includes $2,661 shipping

CarGurus partner

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:: Black
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 54,828
Stock #:: S-LW3249-V
VIN:: 3GCUDCED6RG289364

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

55,367 km

$53,641

Overpriced

$850/mo est.

Home delivery from Edmonton, AB

Price includes $2,661 shipping

CarGurus partner

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior colour:: Blue
Combined gas mileage:: 10 L/100km
Fuel type:: Diesel
Interior colour:: Black
Transmission:: Automatic
Mileage:: 55,367
Stock #:: S-LW3218-V
VIN:: 3GCUDCE87RG190698

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Home delivery

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,119 km

$55,641

Overpriced

$881/mo est.

Home delivery from Edmonton, AB

Price includes $2,661 shipping

CarGurus partner

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior colour:: Black
Combined gas mileage:: 10 L/100km
Fuel type:: Diesel
Interior colour:: Black
Transmission:: Automatic
Mileage:: 31,119
Stock #:: S-LW3197-V
VIN:: 3GCUDCE86RG264323

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Home delivery

2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

102,026 km

$44,341

Overpriced

$702/mo est.

Home delivery from Edmonton, AB

Price includes $2,661 shipping

CarGurus partner

Year:: 2022
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
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 102,026
Stock #:: U55961
VIN:: 3GCPDCED4NG655961

Chevrolet Silverado 1500 LT in Upsala ON Chevrolet Silverado 1500 RST in Upsala ON Chevrolet Silverado 1500 LT Trail Boss in Upsala ON Chevrolet Silverado 1500 Custom Trail Boss in Upsala ON Chevrolet Silverado 1500 Custom in Upsala ON Chevrolet Silverado 1500 High Country in Upsala ON Chevrolet Silverado 1500 LTZ in Upsala ON Chevrolet Silverado 1500 Work Truck in Upsala ON Chevrolet Silverado 1500 LS in Upsala ON

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2019 Chevrolet Silverado 1500 Custom Trail Boss in Upsala ON

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

2025 Chevrolet Silverado 1500

$54,995

2022 Chevrolet Silverado 1500

$43,064

2020 Chevrolet Silverado 1500

$35,225

2024 Chevrolet Silverado 1500

$49,235

2025 Chevrolet Silverado 1500

$54,995

2019 Chevrolet Silverado 1500

$38,225

2024 Chevrolet Silverado 1500

$51,990

2024 Chevrolet Silverado 1500

$53,363

2019 Chevrolet Silverado 1500

$41,889

2024 Chevrolet Silverado 1500

$52,349

2024 Chevrolet Silverado 1500

$52,349

2024 Chevrolet Silverado 1500

$52,751

2024 Chevrolet Silverado 1500

$49,880

2024 Chevrolet Silverado 1500

$51,341

2024 Chevrolet Silverado 1500

$47,641

2024 Chevrolet Silverado 1500

$51,341

2024 Chevrolet Silverado 1500

$53,641

2024 Chevrolet Silverado 1500

$55,641

2022 Chevrolet Silverado 1500

$44,341

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