Best Pickup Trucks For Sale in Chester, NY

2022 Jeep Gladiator

Mojave Crew Cab 4WD

52,939 miles

$30,489

Great Deal

Certified Pre-Owned

Port Jervis, NY

22 mi away

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Sting-Gray Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 52,939
Stock number:: U26253
VIN:: 1C6JJTEGXNL119650

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2023 GMC Sierra 1500

Elevation Crew Cab 4WD

43,703 miles

$40,000

Good Deal

Danbury, CT

43 mi away

Year:: 2023
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3L I6 Diesel
Exterior color:: Onyx Black
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 43,703
Stock number:: T180755
VIN:: 3GTUUCE82PG180755

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2022 RAM 1500

Rebel Crew Cab 4WD

70,768 miles

$32,980

Great Deal

Great Neck, NY

48 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:: Silver
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 70,768
Stock number:: C5557-215
VIN:: 1C6SRFLT6NN144872

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2022 Jeep Gladiator

Mojave Crew Cab 4WD

52,939 miles

$30,489

Great Deal

Certified Pre-Owned

Port Jervis, NY

22 mi away

Year:: 2022
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior color:: Sting-Gray Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 52,939
Stock number:: U26253
VIN:: 1C6JJTEGXNL119650

2021 Ford F-150

King Ranch SuperCrew LB RWD

83,482 miles

$28,444

Great Deal

Linden, NJ

49 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 3.3L V6 Flex Fuel Vehicle
Exterior color:: Blue
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 83,482
Stock number:: E66534
VIN:: 1FTEW1EBXMKE66534

2021 RAM 1500

Big Horn Quad Cab 4WD

86,905 miles

$22,497

Good Deal

Newton, NJ

32 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:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 86,905
Stock number:: 775904N
VIN:: 1C6RRFBG1MN775904

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2023 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

32,078 miles

$44,579

Good Deal

White Plains, NY

33 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 32,078
Stock number:: WU257847
VIN:: 3GCUDFEL1PG257847

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2021 Chevrolet Silverado 1500

LT Crew Cab 4WD

158,444 miles

$17,996

Great Deal

Hackettstown, NJ

44 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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 158,444
Stock number:: T02146
VIN:: 3GCUYDED5MG216621

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2022 RAM 1500

Big Horn Crew Cab 4WD

41,677 miles

$28,995

Great Deal

New York, NY

43 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:: Black
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 41,677
Stock number:: C3561
VIN:: 1C6RRFFG4NN417322

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2022 RAM 1500

Big Horn Crew Cab 4WD

48,732 miles

$32,987

Good Deal

Rhinebeck, 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:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 48,732
Stock number:: C9395
VIN:: 1C6SRFFT1NN141812

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2021 GMC Sierra 1500

Elevation Crew Cab 4WD

57,253 miles

$31,995

Great Deal

Monticello, NY

27 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:: White
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 57,253
Stock number:: CR-T552UT
VIN:: 3GTU9CED7MG219382

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2022 Ford F-150

XLT LB 4WD

105,177 miles

$20,993

Good Deal

New Hampton, NY

9 mi away

Year:: 2022
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 2 doors
Drivetrain:: Four-Wheel Drive
Engine:: 3.3L V6 Flex Fuel Vehicle
Exterior color:: White
Combined gas mileage:: 20 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Gray
Transmission:: Automatic
Mileage:: 105,177
Stock number:: 53909
VIN:: 1FTMF1EB1NKD99416

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2021 Toyota Tacoma

TRD Sport Double Cab 4WD

38,364 miles

$35,899

Fair Deal

Danbury, CT

44 mi away

Year:: 2021
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 278 hp 3.5L V6
Exterior color:: Red
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black/Gun Metal
Transmission:: 6-Speed Automatic
Mileage:: 38,364
Stock number:: C2851
VIN:: 5TFCZ5AN8MX261223

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

32,678 miles

$35,499

Good Deal

New Hampton, NY

9 mi away

Year:: 2023
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Dark Ash Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 32,678
Stock number:: UA26012
VIN:: 2GCUDDED0P1142131

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2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

107,968 miles

$21,469

Great Deal

Hackettstown, NJ

44 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Silver Ice Metallic
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 107,968
Stock number:: T02237
VIN:: 1GCPYJEK1NZ125941

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2023 Chevrolet Silverado 1500

RST Double Cab 4WD

8,919 miles

$39,995

Good Deal

Monticello, NY

27 mi away

Year:: 2023
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:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 8,919
Stock number:: CH-5329UT
VIN:: 1GCRDEED5PZ317833

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2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

63,614 miles

$26,998

Good Deal

Maplewood, NJ

43 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:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 63,614
Stock number:: NZ235311P
VIN:: 1GCPYDEK1NZ235311

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2021 GMC Sierra 1500

Elevation Crew Cab 4WD

141,292 miles

$23,469

Great Deal

Hackettstown, NJ

44 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:: Summit White
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 141,292
Stock number:: T02238
VIN:: 1GTU9CED1MZ211102

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2023 Ford F-150

XLT SuperCrew 4WD

44,724 miles

$38,744

Good Deal

Certified Pre-Owned

Butler, NJ

25 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:: AGATE BLACK MET
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 44,724
Stock number:: P11047
VIN:: 1FTFW1E89PFA71007

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2023 Ford F-150

XL SuperCrew 4WD

30,936 miles

$39,900

Fair Deal

Scarsdale, NY

34 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
Combined gas mileage:: 19 MPG
Fuel type:: Flex Fuel Vehicle
Interior color:: Black
Transmission:: Automatic
Mileage:: 30,936
Stock number:: FS1662Y
VIN:: 1FTFW1E58PKD47402

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

55,607 miles

$30,995

Great Deal

Roslyn, NY

49 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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 55,607
Stock number:: 05600
VIN:: 3GCPYCEF4MG144965

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2022 RAM 1500

Big Horn Crew Cab 4WD

50,134 miles

$35,544

Fair Deal

Milford, PA

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:: Billet Silver Metallic Clearcoat
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Manual
Mileage:: 50,134
Stock number:: M2632A
VIN:: 1C6SRFFTXNN447651

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2022 Ford Maverick

XL SuperCrew FWD

38,227 miles

$20,497

Great Deal

Newton, NJ

32 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:: Oxford White
Combined gas mileage:: 26 MPG
Fuel type:: Gasoline
Interior color:: Black Onyx/Medium Dark Slate
Transmission:: 8-Speed Automatic
Mileage:: 38,227
Stock number:: A98380N
VIN:: 3FTTW8E96NRA98380

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2023 GMC Sierra 1500

Elevation Crew Cab 4WD

36,055 miles

$38,900

Fair Deal

Certified Pre-Owned

Little Falls, NJ

32 mi away

Year:: 2023
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Sterling Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 36,055
Stock number:: U6472
VIN:: 3GTPUCEK2PG246472

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