Best Pickup Trucks For Sale in Cheshire, MA

2022 GMC Canyon

AT4 Crew Cab 4WD with Leather

28,205 miles

$29,987

Great Deal

Brookfield, CT

77 mi away

Year:: 2022
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Onyx Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Kalahari
Transmission:: 8-Speed Automatic
Mileage:: 28,205
Stock number:: Z4035
VIN:: 1GTG6FENXN1237682

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2022 Ford F-150

XLT SuperCrew 4WD

28,645 miles

$37,997

Fair Deal

Ayer, MA

80 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 3.5L V6 Hybrid
Exterior color:: Iconic Silver Metallic
Combined gas mileage:: 23 MPG
Fuel type:: Hybrid
Interior color:: Black
Transmission:: Automatic
Mileage:: 28,645
Stock number:: PR7169
VIN:: 1FTFW1ED0NFA38777

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2021 Chevrolet Silverado 1500

Custom Double Cab 4WD

134,588 miles

$18,788

Good Deal

Waterbury, CT

67 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 134,588
Stock number:: 22225
VIN:: 1GCRYBEK1MZ369392

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2021 RAM 1500

Laramie Crew Cab 4WD

26,940 miles

$36,289

Great Deal

Certified Pre-Owned

Meriden, CT

74 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Flame Red Clearcoat
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 26,940
Stock number:: 60042A
VIN:: 1C6SRFRT1MN707137

2022 GMC Sierra 1500

Elevation Crew Cab 4WD

61,950 miles

$32,999

Great Deal

Amsterdam, NY

61 mi away

Year:: 2022
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Summit White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 61,950
Stock number:: U0117
VIN:: 1GTPUCEK2NZ515406

2021 Ford F-150

XLT SuperCrew 4WD

29,611 miles

$30,609

Great Deal

Albany, NY

34 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Agate Black Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black/Medium Dark Slate
Transmission:: Automatic
Mileage:: 29,611
Stock number:: MKD27884P
VIN:: 1FTEW1EP6MKD27884

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2021 RAM 2500

Tradesman Crew Cab 4WD

72,304 miles

$28,943

Great Deal

Albany, NY

34 mi away

Year:: 2021
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 410 hp 6.4L V8
Exterior color:: Diamond Black Crystal Pearlcoat
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 72,304
Stock number:: MG535322P
VIN:: 3C6UR5CJ8MG535322

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2021 RAM 1500

Classic Tradesman Crew Cab 4WD

99,970 miles

$21,045

Good Deal

Amsterdam, NY

61 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 99,970
Stock number:: U0127
VIN:: 3C6RR7KG9MG506676

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2021 Jeep Gladiator

Sport Crew Cab 4WD

29,441 miles

$27,463

Good Deal

Certified Pre-Owned

Glastonbury, CT

65 mi away

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Sarge Green Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Manual
Mileage:: 29,441
Stock number:: 21UC9285
VIN:: 1C6HJTAG1ML622549

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2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

26,108 miles

$32,900

Good Deal

Westbrook, CT

95 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Gray
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 26,108
Stock number:: 13895A
VIN:: 1GCPDBEK6PZ154047

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2021 Ford F-150

XL SuperCrew 4WD

44,224 miles

$30,495

Good Deal

Claremont, NH

68 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Velocity Blue Metallic
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 44,224
Stock number:: U2694
VIN:: 1FTEW1EP4MKD05222

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2022 RAM 1500

Classic Warlock Quad Cab 4WD

64,319 miles

$25,429

Great Deal

Keene, NH

50 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Silver
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 64,319
Stock number:: 2185
VIN:: 1C6RR7GG3NS121097

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2021 GMC Canyon

AT4 Crew Cab 4WD with Leather

43,673 miles

$31,105

Fair Deal

Rutland, VT

71 mi away

Year:: 2021
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Onyx Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Kalahari
Transmission:: 8-Speed Automatic
Mileage:: 43,673
Stock number:: 2160074A
VIN:: 1GTG6FEN9M1160074

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2021 RAM 1500

Lone Star Crew Cab 4WD

69,950 miles

$27,900

Great Deal

Worcester, MA

71 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 8-Speed Automatic
Mileage:: 69,950
Stock number:: P03286
VIN:: 1C6SRFFT0MN521092

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2022 RAM 1500

Laramie Crew Cab 4WD

43,359 miles

$36,199

Great Deal

Certified Pre-Owned

Warrensburg, NY

72 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 43,359
Stock number:: 6596PA
VIN:: 1C6SRFJT8NN150336

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2023 RAM 1500

Big Horn Crew Cab 4WD

42,921 miles

$32,179

Good Deal

Hudson, NY

35 mi away

Year:: 2023
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 305 hp 3.6L V6
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,921
Stock number:: 2225P
VIN:: 1C6RRFFG9PN666668

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2022 Ford F-150

XL SuperCrew 4WD

54,024 miles

$29,500

Good Deal

Certified Pre-Owned

Schenectady, NY

41 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Carbonized Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 54,024
Stock number:: 65352
VIN:: 1FTEW1EPXNFB79491

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2023 Ford F-150

XLT SuperCrew 4WD

23,934 miles

$37,980

Great Deal

West Sand Lake, NY

23 mi away

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Gray (Carbonized Grey Metallic)
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black w/Medium Dark Slate
Transmission:: Automatic
Mileage:: 23,934
Stock number:: 9376
VIN:: 1FTFW1E88PKF02718

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2021 Chevrolet Silverado 1500

LT Crew Cab 4WD

115,876 miles

$22,999

Great Deal

Newport, NH

74 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Summit White
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 115,876
Stock number:: E13715A
VIN:: 3GCUYDED8MG319984

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

98,669 miles

$23,995

Great Deal

Queensbury, NY

59 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 98,669
Stock number:: 155584
VIN:: 3GCPYBEK2NG155584

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2023 Ford F-150

Tremor SuperCrew 4WD

43,048 miles

$46,790

Great Deal

Rutland, VT

71 mi away

Year:: 2023
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 color:: Oxford White
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 43,048
Stock number:: 2320533
VIN:: 1FTFW1E55PFB20533

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2021 Chevrolet Colorado

Z71 Crew Cab 4WD

51,925 miles

$28,488

Fair Deal

Hudson, NY

35 mi away

Year:: 2021
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 51,925
Stock number:: 2216P
VIN:: 1GCGTDENXM1206119

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2021 RAM 1500

Big Horn Crew Cab 4WD

95,954 miles

$27,800

Fair Deal

Kingston, NY

65 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 395 hp 5.7L V8
Exterior color:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 95,954
Stock number:: KJ24756A
VIN:: 1C6SRFFT9MN518496

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2022 Toyota Tacoma

SR V6 Double Cab 4WD

67,000 miles

$29,995

Fair Deal

Concord, NH

93 mi away

Year:: 2022
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Gray
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 6-Speed Automatic
Mileage:: 67,000
Stock number:: 1124256
VIN:: 3TMCZ5AN8NM527797

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