Best Pickup Trucks For Sale in Chester, MA

2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

30,092 miles

$35,110

Fair Deal

Terryville, CT

41 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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 30,092
Stock number:: 9672
VIN:: 1GCPDKEK5NZ549379

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2021 Chevrolet Silverado 1500

LT Crew Cab 4WD

95,939 miles

$26,276

Good Deal

Middletown, CT

49 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 95,939
Stock number:: P38574
VIN:: 3GCUYDET9MG162957

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2022 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

82,714 miles

$35,497

Good Deal

Certified Pre-Owned

Torrington, CT

32 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Gray (Satin Steel Metallic)
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 82,714
Stock number:: 26-366A
VIN:: 3GCUYGET6NG134715

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2021 Jeep Gladiator

Willys Crew Cab 4WD

69,462 miles

$24,987

Good Deal

Chicopee, MA

21 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:: 69,462
Stock number:: 6R123A
VIN:: 1C6HJTAG5ML583061

2022 Chevrolet Silverado 1500

LT Double Cab 4WD

22,956 miles

$29,506

Great Deal

Watertown, CT

48 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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 22,956
Stock number:: K3138
VIN:: 1GCRDKEK9NZ629602

2021 Nissan Frontier

SV Crew Cab 4WD

58,756 miles

$21,987

Great Deal

Chicopee, MA

21 mi away

Year:: 2021
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 3.8L V6
Exterior color:: Arctic Blue Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Gray (Steel)
Transmission:: 9-Speed Automatic
Mileage:: 58,756
Stock number:: P8279A
VIN:: 1N6ED0EB9MN701713

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2021 RAM 1500

Big Horn Quad Cab 4WD

89,791 miles

$25,688

Good Deal

Bennington, VT

45 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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 89,791
Stock number:: UV4393
VIN:: 1C6SRFBT9MN726979

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2022 RAM 1500

Big Horn Crew Cab 4WD

67,210 miles

$32,497

Good Deal

Catskill, NY

46 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:: Bright White Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 67,210
Stock number:: 12508U
VIN:: 1C6SRFFT8NN361481

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2021 GMC Canyon

Denali Crew Cab 4WD

68,615 miles

$28,990

Good Deal

Northampton, MA

18 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:: Cayenne Red Tintcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 68,615
Stock number:: 515475
VIN:: 1GTG6EENXM1168615

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2021 Jeep Gladiator

Sport Crew Cab 4WD

39,374 miles

$27,300

Good Deal

Certified Pre-Owned

Bristol, CT

40 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:: Bright White Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 39,374
Stock number:: 26C0177AA
VIN:: 1C6JJTAG9ML553479

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2022 Ford Maverick

XL SuperCrew FWD

35,454 miles

$22,300

Good Deal

Catskill, NY

46 mi away

Year:: 2022
Make:: Ford
Model:: Maverick
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Front-Wheel Drive
Engine:: 250 hp 2L I4
Exterior color:: Carbonized Gray Metallic
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Black Onyx/Medium Dark Slate
Transmission:: 8-Speed Automatic
Mileage:: 35,454
Stock number:: U24078LB1
VIN:: 3FTTW8E98NRA36950

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2021 GMC Sierra 1500

Elevation Crew Cab 4WD

72,219 miles

$31,987

Good Deal

Vernon Rockville, CT

38 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Cayenne Red Tintcoat
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 72,219
Stock number:: T9313A
VIN:: 1GTU9CED7MZ138933

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2022 RAM 1500

Laramie Crew Cab 4WD

30,876 miles

$39,998

Good Deal

Enfield, CT

27 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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 30,876
Stock number:: 51060A
VIN:: 1C6SRFJT7NN189516

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2022 Toyota Tacoma

SR5 I4 Double Cab RWD

26,928 miles

$24,999

Great Deal

Bristol, CT

41 mi away

Year:: 2022
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 159 hp 2.7L I4
Exterior color:: Blue
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black/Gun Metal
Transmission:: 6-Speed Automatic
Mileage:: 26,928
Stock number:: CC2943
VIN:: 3TYAX5GN6NT046407

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2023 RAM 1500

Big Horn Crew Cab 4WD

13,871 miles

$36,999

Good Deal

Bennington, VT

45 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:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 13,871
Stock number:: CH9313A
VIN:: 1C6RRFFG7PN569954

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2023 GMC Canyon

Denali Crew Cab 4WD

18,114 miles

$41,989

Good Deal

Middlebury, CT

50 mi away

Year:: 2023
Make:: GMC
Model:: Canyon
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Red
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 18,114
Stock number:: PMU5409
VIN:: 1GTP6FEK4P1267723

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2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

63,179 miles

$26,999

Great Deal

Certified Pre-Owned

Springfield, MA

24 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:: Northsky Blue Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 63,179
Stock number:: JC3960A
VIN:: 1GCPDKEK0NZ598215

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2022 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

65,410 miles

$31,099

Good Deal

Bristol, CT

40 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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 65,410
Stock number:: UA38236A
VIN:: 3GCPDCEK4NG569791

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2022 Toyota Tacoma

SR V6 Double Cab 4WD

37,679 miles

$32,349

Good Deal

Terryville, CT

41 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:: Midnight Black Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement
Transmission:: 6-Speed Automatic
Mileage:: 37,679
Stock number:: 9518
VIN:: 3TMCZ5AN5NM466912

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2022 RAM 1500

Rebel Crew Cab 4WD

51,788 miles

$40,991

Fair Deal

Watertown, CT

49 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Silver
Transmission:: 8-Speed Automatic
Mileage:: 51,788
Stock number:: W2216
VIN:: 1C6SRFLT5NN325428

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

35,986 miles

$31,568

Great Deal

Torrington, CT

32 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:: Northsky Blue Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 35,986
Stock number:: N5408
VIN:: 1GCPDKEK7PZ188059

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2023 Toyota Tacoma

27,155 miles

$35,555

Good Deal

Bennington, VT

45 mi away

Year:: 2023
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Engine:: 278 hp 3.5L V6
Exterior color:: Red
Fuel type:: Gasoline
Transmission:: 6-Speed Automatic
Mileage:: 27,155
Stock number:: CH9252B
VIN:: 3TYCZ5AN9PT127772

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2022 Chevrolet Silverado 1500

Custom Double Cab 4WD

80,598 miles

$23,988

Great Deal

Torrington, CT

32 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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 80,598
Stock number:: N5229A
VIN:: 1GCRYBEK6NZ222521

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2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

4,677 miles

$36,481

Fair Deal

Brattleboro, VT

47 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Summit White
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 4,677
Stock number:: A6954
VIN:: 1GCPYJEK3NZ172484

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