Best Pickup Trucks For Sale in Winchester, MA

2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

66,605 miles

$30,500

Fair Deal

Peabody, MA

10 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
Transmission:: Automatic
Mileage:: 66,605
Stock number:: 552050
VIN:: 1GCPDKEK6NZ552050

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2022 RAM 1500

Big Horn Crew Cab 4WD

16,162 miles

$34,500

Fair Deal

Manchester, NH

37 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:: Delmonico Red Pearlcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: Automatic
Mileage:: 16,162
Stock number:: 26M080A
VIN:: 1C6RRFFG8NN349736

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2022 Chevrolet Colorado

Z71 Crew Cab 4WD

69,641 miles

$28,294

Fair Deal

Lunenburg, MA

32 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:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 69,641
Stock number:: S25551C
VIN:: 1GCGTDEN7N1114967

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2023 RAM 2500

Big Horn Crew Cab 4WD

76,133 miles

$33,900

Great Deal

Hooksett, NH

44 mi away

Year:: 2023
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 370 hp 6.7L I6 Diesel
Exterior color:: Bright White Clearcoat
Fuel type:: Diesel
Interior color:: Diesel Gray/Black
Transmission:: 6-Speed Automatic
Mileage:: 76,133
Stock number:: C86564CT
VIN:: 3C6UR5DL4PG613311

2022 Chevrolet Silverado 1500

RST Crew Cab 4WD

40,656 miles

$37,500

Good Deal

Kingston, MA

40 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:: Automatic
Mileage:: 40,656
Stock number:: P8985
VIN:: 1GCUYEEL3NZ166638

2022 RAM 2500

Big Horn Crew Cab 4WD

84,395 miles

$34,900

Great Deal

Hooksett, NH

44 mi away

Year:: 2022
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 370 hp 6.7L I6 Diesel
Exterior color:: Bright White Clearcoat
Fuel type:: Diesel
Interior color:: Diesel Gray/Black
Transmission:: 6-Speed Automatic
Mileage:: 84,395
Stock number:: C86399CT
VIN:: 3C6UR5DL1NG201795

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2021 Chevrolet Silverado 1500

LT Crew Cab 4WD

47,119 miles

$31,592

Good Deal

Certified Pre-Owned

Amesbury, MA

30 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:: 47,119
Stock number:: T149A
VIN:: 1GCUYDED8MZ136035

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2021 GMC Sierra 1500

Elevation Crew Cab 4WD

30,646 miles

$37,498

Fair Deal

Weymouth, MA

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:: Black
Fuel type:: Gasoline
Interior color:: Elevation
Transmission:: Automatic
Mileage:: 30,646
Stock number:: S482694
VIN:: 3GTU9CED3MG482694

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2023 RAM 1500

Laramie Crew Cab 4WD

37,028 miles

$39,999

Good Deal

Portsmouth, NH

46 mi away

Year:: 2023
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:: 37,028
Stock number:: JJ10888
VIN:: 1C6SRFJT4PN541521

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2022 RAM 1500

Big Horn Crew Cab 4WD

26,675 miles

$31,999

Good Deal

Fitchburg, MA

33 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:: Billet Silver Metallic Clearcoat
Fuel type:: Gasoline
Mileage:: 26,675
Stock number:: L384553
VIN:: 1C6RRFFGXNN384553

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2022 RAM 1500

Tradesman Quad Cab 4WD

114,000 miles

$15,750

Great Deal

Johnston, RI

48 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:: White
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 8-Speed Automatic
Mileage:: 114,000
Stock number:: T-340140
VIN:: 1C6RRFCG1NN340140

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

95,799 miles

$27,998

Great Deal

Brookline, MA

8 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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 95,799
Stock number:: AB5680A
VIN:: 1GCPYFED6MZ316249

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2021 Jeep Gladiator

Overland Crew Cab 4WD

100,509 miles

$23,300

Good Deal

Kingston, MA

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:: Sting-Gray Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 100,509
Stock number:: 26117A
VIN:: 1C6HJTFG6ML505395

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2021 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

66,099 miles

$35,880

Fair Deal

Portsmouth, NH

47 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:: Shadow Gray Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 66,099
Stock number:: G25180A
VIN:: 1GCUYGED5MZ333276

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2021 GMC Sierra 1500

Elevation Double Cab 4WD

61,527 miles

$28,999

Great Deal

Lancaster, MA

27 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 277 hp 3L I6 Diesel
Exterior color:: Onyx Black
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Transmission:: Automatic
Mileage:: 61,527
Stock number:: P199404
VIN:: 1GTV9CET5MZ199404

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2021 Chevrolet Silverado 1500

RST Crew Cab 4WD

67,476 miles

$30,299

Great Deal

Portsmouth, NH

46 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:: 67,476
Stock number:: 4009B
VIN:: 1GCUYEED4MZ222030

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2022 RAM 1500

Classic SLT Crew Cab 4WD

71,228 miles

$22,888

Good Deal

Johnston, RI

47 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:: Flame Red Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 71,228
Stock number:: Y51156A
VIN:: 1C6RR7LG0NS209126

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2021 Chevrolet Colorado

Z71 Crew Cab 4WD

52,165 miles

$29,965

Fair Deal

Amesbury, MA

30 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:: 52,165
Stock number:: TS206A
VIN:: 1GCGTDEN9M1173159

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2023 GMC Sierra 1500

SLT Crew Cab 4WD

36,100 miles

$44,000

Good Deal

Danvers, MA

13 mi away

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 color:: Summit White
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 36,100
Stock number:: 26165A
VIN:: 1GTUUDED2PZ133745

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2022 Toyota Tacoma

TRD Off Road Double Cab 4WD

119,633 miles

$25,887

Great Deal

North Attleboro, MA

35 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:: Magnetic Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black/Gun Metal
Transmission:: Automatic
Mileage:: 119,633
Stock number:: N0800667A
VIN:: 3TMCZ5AN2NM469301

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2021 GMC Sierra 1500

Elevation Crew Cab 4WD

78,429 miles

$29,888

Great Deal

North Attleboro, MA

36 mi away

Year:: 2021
Make:: GMC
Model:: Sierra 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:: 78,429
Stock number:: H71063C
VIN:: 3GTU9CET1MG167240

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2021 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

87,569 miles

$30,210

Great Deal

Johnston, RI

47 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:: Mosaic Black Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 87,569
Stock number:: PY2869
VIN:: 1GCUYGED2MZ331386

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2022 GMC Sierra 1500

Denali Crew Cab 4WD

36,418 miles

$46,895

Good Deal

Gloucester, MA

26 mi away

Year:: 2022
Make:: GMC
Model:: Sierra 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: Onyx Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 36,418
Stock number:: 29649A
VIN:: 3GTUUGED7NG669962

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2023 RAM 1500

Big Horn Crew Cab 4WD

33,915 miles

$32,872

Fair Deal

Salisbury, MA

30 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
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 33,915
Stock number:: S7247A
VIN:: 1C6RRFFG8PN679430

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