Best Pickup Trucks For Sale in Chester, CT

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

20,928 miles

$37,991

Fair Deal

Plainfield, CT

34 mi away

Year:: 2023
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:: 20,928
Stock number:: H12582A
VIN:: 1C6JJTBG5PL583520

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2023 GMC Sierra 1500

AT4X Crew Cab 4WD

44,691 miles

$54,383

Fair Deal

Riverhead, NY

35 mi away

Year:: 2023
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 420 hp 6.2L V8
Exterior color:: Onyx Black
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Black (Obsidian Rush)
Transmission:: Automatic
Mileage:: 44,691
Stock number:: 45054U
VIN:: 3GTUUFEL5PG234331

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2022 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

90,113 miles

$34,774

Fair Deal

Certified Pre-Owned

Norwich, CT

21 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:: Northsky Blue Metallic
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 90,113
Stock number:: PK9064A
VIN:: 3GCUDGET4NG523381

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2021 Ford F-250 Super Duty

XL SuperCab 4WD

43,210 miles

$38,865

Good Deal

Putnam, CT

46 mi away

Year:: 2021
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:: Blue
Fuel type:: Flex Fuel Vehicle
Interior color:: Medium Earth Gray
Transmission:: 6-Speed Automatic
Mileage:: 43,210
Stock number:: P1588A
VIN:: 1FT7X2B68MEC55558

2022 Jeep Gladiator

Rubicon Crew Cab 4WD

36,936 miles

$33,250

Good Deal

Waterbury, CT

28 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:: Sarge Green Clearcoat
Fuel type:: Gasoline
Interior color:: Black
Mileage:: 36,936
Stock number:: T9210513E
VIN:: 1C6JJTBGXNL149042

2022 Honda Ridgeline

RTL-E AWD

20,311 miles

$30,994

Good Deal

Port Jefferson Station, NY

44 mi away

Year:: 2022
Make:: Honda
Model:: Ridgeline
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 280 hp 3.5L V6
Exterior color:: Sonic Gray Pearl
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 20,311
Stock number:: U2920T
VIN:: 5FPYK3F72NB037750

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2022 Jeep Gladiator

Sport Crew Cab 4WD

35,120 miles

$25,994

Good Deal

Bridgeport, CT

39 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:: Black Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 35,120
Stock number:: B26033A2
VIN:: 1C6HJTAG2NL135264

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2021 RAM 1500

Big Horn Crew Cab 4WD

56,610 miles

$29,500

Good Deal

Berlin, CT

21 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:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 56,610
Stock number:: G12762A
VIN:: 1C6SRFFT4MN696283

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2023 Chevrolet Colorado

LT Crew Cab 4WD

15,070 miles

$31,495

Great Deal

Certified Pre-Owned

Riverhead, NY

34 mi away

Year:: 2023
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Sterling Gray Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 15,070
Stock number:: 15UP1143006
VIN:: 1GCPTCEK4P1143006

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2022 Jeep Gladiator

Willys Crew Cab 4WD

40,067 miles

$26,194

Great Deal

Bridgeport, CT

39 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:: Sarge Green Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 40,067
Stock number:: B26034A2
VIN:: 1C6HJTAG9NL115304

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2022 Toyota Tacoma

SR5 I4 Double Cab RWD

26,928 miles

$24,999

Great Deal

Bristol, CT

28 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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2021 GMC Canyon

Elevation Crew Cab 4WD

55,506 miles

$25,777

Great Deal

Certified Pre-Owned

Springfield, MA

47 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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 55,506
Stock number:: P42433A
VIN:: 1GTG6CEN1M1103107

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2022 RAM 1500

Big Horn Quad Cab 4WD

40,714 miles

$28,977

Good Deal

Certified Pre-Owned

Enfield, CT

42 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:: Bright White Clearcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 40,714
Stock number:: 51129A
VIN:: 1C6RRFBG2NN191092

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2021 Jeep Gladiator

Sport Crew Cab 4WD

87,019 miles

$22,677

Good Deal

Fairfield, CT

42 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:: Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 87,019
Stock number:: RF8836A
VIN:: 1C6HJTAG9ML519105

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2023 Toyota Tacoma

TRD Sport Double Cab 4WD

22,182 miles

$34,988

Great Deal

Hamden, CT

23 mi away

Year:: 2023
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
Transmission:: Automatic
Mileage:: 22,182
Stock number:: P8955A
VIN:: 3TYCZ5ANXPT163115

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

26,149 miles

$34,288

Good Deal

North Haven, CT

19 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:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 26,149
Stock number:: 19588MA4
VIN:: 1GCPDKEK5PZ135229

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2022 Chevrolet Colorado

Z71 Crew Cab 4WD

50,572 miles

$29,200

Good Deal

Certified Pre-Owned

Glastonbury, CT

21 mi away

Year:: 2022
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 308 hp 3.6L V6
Exterior color:: Sand Dune Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 50,572
Stock number:: 22UC9312
VIN:: 1GCGTDEN0N1297449

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

35,986 miles

$31,568

Great Deal

Torrington, CT

42 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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2021 GMC Sierra 1500

AT4 Crew Cab 4WD

107,721 miles

$29,999

Great Deal

Glastonbury, CT

21 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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black With Kalahari Accents
Transmission:: Automatic
Mileage:: 107,721
Stock number:: 21UC9238
VIN:: 3GTP9EED7MG381036

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2023 Chevrolet Colorado

Z71 Crew Cab 4WD

47,177 miles

$32,500

Great Deal

New London, CT

19 mi away

Year:: 2023
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 2.7L I4
Exterior color:: Summit White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Adrenaline Red
Transmission:: 8-Speed Automatic
Mileage:: 47,177
Stock number:: 30321A
VIN:: 1GCPTDEK7P1249892

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2022 Chevrolet Silverado 1500

LT Double Cab 4WD

22,956 miles

$30,575

Great Deal

Watertown, CT

34 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

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2022 RAM 1500

Big Horn Crew Cab 4WD

27,403 miles

$36,960

Fair Deal

Certified Pre-Owned

Ellington, CT

33 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:: Hydro Blue Pearlcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 27,403
Stock number:: 904691
VIN:: 1C6SRFFT7NN407107

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2022 Toyota Tacoma

SR V6 Double Cab 4WD

37,679 miles

$32,349

Good Deal

Terryville, CT

34 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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2021 RAM 1500

Big Horn Crew Cab 4WD

86,175 miles

$29,591

Fair Deal

Watertown, CT

34 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
Transmission:: 8-Speed Automatic
Mileage:: 86,175
Stock number:: W2207
VIN:: 1C6SRFFT2MN650371

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