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Make & modelFord, F-150 Heritage, F-150 SVT Lightning, F-150, F-350 Super Duty, F-250 Super Duty, F-350, F-250, F-350 Super Duty Chassis, Nissan, Titan, Chevrolet, Silverado Classic 1500, Silverado Classic 2500HD, Silverado 1500, Silverado 2500, Silverado 1500HD, C/K 1500, Silverado 2500HD, Silverado 1500 Hybrid, Silverado Classic 1500HD, 1500, GMC, C/K 2500 Series, Sierra 2500HD Classic, Sierra 1500HD, Sierra 1500, Sierra 2500HD, Sierra C/K 1500, Sierra 2500, Sierra 1500 Limited, Sierra Classic 1500, Sierra Classic 2500, Sierra C/K 2500, Sierra 1500 Hybrid, C/K 1500 Series, RAM, 2500, 1500, Toyota, Tundra, Dodge, RAM 1500, RAM 2500

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Best Work Trucks for Sale in Shakespeare, ON

7,921 results

Black 2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

Tabangi Motors

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

45,746 km

$42,995

Mississauga, ON

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:: Black
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 45,746
Stock #:: 19832
VIN:: 3GCPDCEK0RG264925

Sponsored by Tabangi Motors

Black 2024 GMC Sierra 1500 Denali Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

2024 GMC Sierra 1500

Denali Crew Cab 4WD

61,896 km

$62,995

Certified Pre-Owned

CarGurus partner

Year:: 2024
Make:: GMC
Model:: Sierra 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:: 61,896
Stock #:: 286845A
VIN:: 3GTUUGE86RG317349

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White 2024 Chevrolet Silverado 1500 LT Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

2024 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

58,369 km

$56,488

CarGurus partner

Year:: 2024
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior colour:: White
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 58,369
Stock #:: RG189697
VIN:: 3GCUDFEL3RG189697

Sponsored

Black 2020 RAM 1500 Limited Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

2020 RAM 1500

Limited Crew Cab 4WD

139,864 km

$37,998

CarGurus partner

Year:: 2020
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Black
Interior colour:: Black
Transmission:: Automatic
Mileage:: 139,864
Stock #:: E6507
VIN:: 1C6SRFHMXLN385784

Silver 2024 Chevrolet Silverado 1500 Custom Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

2024 Chevrolet Silverado 1500

Custom Crew Cab 4WD

67,043 km

$39,491

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:: Silver
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 67,043
Stock #:: G161253
VIN:: 1GCPDBEK7RZ161253

Black 2024 Chevrolet Silverado 1500 Custom Trail Boss Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

29,093 km

$45,995

Mississauga, ON

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:: 29,093
Stock #:: 19935
VIN:: 3GCUDCED9RG291447

Blue 2021 Ford F-150 XLT SuperCrew 4WD Pickup Truck Four-Wheel Drive Automatic

2021 Ford F-150

XLT SuperCrew 4WD

253,300 km

$18,450

CarGurus partner

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Blue
Transmission:: Automatic
Mileage:: 253,300
Stock #:: 3827
VIN:: 1FTEW1EB8MFA05440

White 2025 Chevrolet Silverado 2500HD LT Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

2025 Chevrolet Silverado 2500HD

LT Crew Cab 4WD

88,876 km

$55,995

CarGurus partner

Year:: 2025
Make:: Chevrolet
Model:: Silverado 2500HD
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 401 hp 6.6L V8
Exterior colour:: White
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 88,876
Stock #:: 147456
VIN:: 2GC1KNE77S1147456

Red 2017 Chevrolet Silverado 1500 LT Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

2017 Chevrolet Silverado 1500

LT Crew Cab 4WD

168,000 km

$20,888

CarGurus partner

Year:: 2017
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
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 168,000
Stock #:: 139800
VIN:: 3GCUKNEC8HG139800

Silver 2023 RAM 1500 Classic SLT Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

2023 RAM 1500

Classic SLT Crew Cab 4WD

66,447 km

$32,492

CarGurus partner

Year:: 2023
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior colour:: Silver
Combined gas mileage:: 14 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 66,447
Stock #:: G663222
VIN:: 3C6RR7LT9PG663222

White 2023 GMC Sierra 1500 Elevation Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

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2023 GMC Sierra 1500

Elevation Crew Cab 4WD

35,840 km

$47,995

Mississauga, ON

CarGurus partner

Year:: 2023
Make:: GMC
Model:: Sierra 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
Interior colour:: Black
Transmission:: Automatic
Mileage:: 35,840
Stock #:: 19558
VIN:: 3GTUUCED7PG336138

White 2024 GMC Sierra 1500 Elevation Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

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2024 GMC Sierra 1500

Elevation Crew Cab 4WD

51,112 km

$48,995

Mississauga, ON

CarGurus partner

Year:: 2024
Make:: GMC
Model:: Sierra 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:: 51,112
Stock #:: 20286
VIN:: 3GTUUCED9RG324043

Forged Blue Metallic 2025 RAM 2500 Limited Longhorn Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

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2025 RAM 2500

Limited Longhorn Crew Cab 4WD

11,412 km

$92,688

Mississauga, ON

CarGurus partner

Year:: 2025
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 6.7L I6 Diesel
Exterior colour:: Forged Blue Metallic
Fuel type:: Diesel
Interior colour:: Mountain Brown/Bison, Premium Filigree Leather-Tri
Transmission:: Automatic
Mileage:: 11,412
Stock #:: 589608P
VIN:: 3C63R5SL5SG589608

Black 2026 RAM 1500 Limited Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

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2026 RAM 1500

Limited Crew Cab 4WD

1,422 km

$92,980

Certified Pre-Owned

CarGurus partner

Year:: 2026
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior colour:: Black
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 1,422
Stock #:: TN2681D
VIN:: 1C6SRFHT6TN346021

Black 2022 Ford F-150 Lariat SuperCrew 4WD Pickup Truck Four-Wheel Drive Automatic

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2022 Ford F-150

Lariat SuperCrew 4WD

79,871 km

$48,995

CarGurus partner

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 5L V8 Flex Fuel Vehicle
Exterior colour:: Black
Combined gas mileage:: 13 L/100km
Fuel type:: Flex Fuel Vehicle
Interior colour:: Black
Transmission:: Automatic
Mileage:: 79,871
Stock #:: A32284
VIN:: 1FTFW1E51NFA32284

White 2025 GMC Sierra 1500 Elevation Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

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2025 GMC Sierra 1500

Elevation Crew Cab 4WD

40,849 km

$53,995

CarGurus partner

Year:: 2025
Make:: GMC
Model:: Sierra 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:: 40,849
Stock #:: 327842
VIN:: 3GTUUCED2SG327842

White 2022 RAM 1500 Classic Warlock Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

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2022 RAM 1500

Classic Warlock Crew Cab 4WD

91,606 km

$32,964

CarGurus partner

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior colour:: White
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 91,606
Stock #:: G239077
VIN:: 1C6RR7LG9NS239077

Black 2024 Toyota Tundra SR5 CrewMax Cab LB 4WD Pickup Truck Four-Wheel Drive Automatic

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2024 Toyota Tundra

SR5 CrewMax Cab LB 4WD

40,863 km

$51,333

CarGurus partner

Year:: 2024
Make:: Toyota
Model:: Tundra
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 389 hp 3.4L V6
Exterior colour:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 40,863
Stock #:: P5664
VIN:: 5TFLA5EC6RX031882

Black 2023 GMC Sierra 1500 Denali Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

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2023 GMC Sierra 1500

Denali Crew Cab 4WD

79,350 km

$51,200

CarGurus partner

Year:: 2023
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior colour:: Black
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 79,350
Stock #:: 25-427A
VIN:: 3GTUUGED0PG114578

White 2025 Chevrolet Silverado 2500HD LT Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

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2025 Chevrolet Silverado 2500HD

LT Crew Cab 4WD

61,862 km

$57,995

CarGurus partner

Year:: 2025
Make:: Chevrolet
Model:: Silverado 2500HD
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 401 hp 6.6L V8
Exterior colour:: White
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 61,862
Stock #:: 198949
VIN:: 2GC1KNE7XS1198949

Black 2025 GMC Sierra 1500 Elevation Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

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2025 GMC Sierra 1500

Elevation Crew Cab 4WD

30,100 km

$58,887

CarGurus partner

Year:: 2025
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior colour:: Black
Fuel type:: Diesel
Interior colour:: Black
Transmission:: Automatic
Mileage:: 30,100
Stock #:: 228458
VIN:: 3GTUUCE86SG228458

White 2025 Chevrolet Silverado 1500 Work Truck Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

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2025 Chevrolet Silverado 1500

Work Truck Crew Cab 4WD

13,489 km

$49,995

CarGurus partner

Year:: 2025
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:: 19 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 13,489
Stock #:: 460372
VIN:: 2GCUKAED1S1181811

Black 2025 Chevrolet Silverado 1500 High Country Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

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2025 Chevrolet Silverado 1500

High Country Crew Cab 4WD

64,157 km

$66,995

CarGurus partner

Year:: 2025
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:: Brown
Transmission:: Automatic
Mileage:: 64,157
Stock #:: 460041
VIN:: 3GCUKJE88SG178351

Black 2023 GMC Sierra 1500 Denali Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

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2023 GMC Sierra 1500

Denali Crew Cab 4WD

63,017 km

$58,995

CarGurus partner

Year:: 2023
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior colour:: Black
Transmission:: Automatic
Mileage:: 63,017
Stock #:: 9079
VIN:: 3GTUUGEL2PG307192

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