Best Pickup Trucks For Sale in Winchester, MA

2023 Honda Ridgeline

RTL AWD

24,118 miles

$34,494

Fair Deal

Portsmouth, NH

46 mi away

Year:: 2023
Make:: Honda
Model:: Ridgeline
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 280 hp 3.5L V6
Exterior color:: Radiant Red Metallic II
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 24,118
Stock number:: TP3359A
VIN:: 5FPYK3F51PB068747

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2022 Ford F-150

XLT SuperCrew 4WD

52,498 miles

$35,597

Fair Deal

Ayer, MA

23 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:: Black Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black w/Medium Dark Slate
Transmission:: Automatic
Mileage:: 52,498
Stock number:: 26EX6A
VIN:: 1FTEW1EP8NFA38872

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2023 Jeep Gladiator

Willys Crew Cab 4WD

24,656 miles

$32,753

Fair Deal

Certified Pre-Owned

Fitchburg, MA

33 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
Fuel type:: Gasoline
Mileage:: 24,656
Stock number:: H0176271A
VIN:: 1C6HJTAG0PL511303

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2023 Chevrolet Silverado 1500

LT Crew Cab 4WD

38,205 miles

$31,699

Great Deal

Westborough, MA

28 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:: Sterling Gray Metallic
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 38,205
Stock number:: Q02335A
VIN:: 3GCPDKEK6PG235372

2022 RAM 1500

Classic Warlock Quad Cab 4WD

78,128 miles

$25,643

Good Deal

Portsmouth, NH

46 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:: Diamond Black Crystal Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 78,128
Stock number:: JJ11055A
VIN:: 1C6RR7GG8NS149719

2022 Nissan Frontier

SV Crew Cab 4WD

44,209 miles

$26,970

Good Deal

Portsmouth, NH

46 mi away

Year:: 2022
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 3.8L V6
Exterior color:: Glacier White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black (Charcoal)
Transmission:: 9-Speed Automatic
Mileage:: 44,209
Stock number:: JJ11111
VIN:: 1N6ED1EK2NN609351

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2023 RAM 2500

Tradesman Crew Cab 4WD

36,666 miles

$43,999

Good Deal

Portsmouth, NH

46 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:: Diamond Black Crystal Pearlcoat
Fuel type:: Diesel
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 36,666
Stock number:: 4026A
VIN:: 3C6UR5CL1PG569737

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2023 Chevrolet Colorado

Z71 Crew Cab 4WD

47,903 miles

$32,717

Good Deal

Nashua, NH

27 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/Adrenaline Red
Transmission:: 8-Speed Automatic
Mileage:: 47,903
Stock number:: 26248A
VIN:: 1GCPTDEK9P1169784

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2022 GMC Canyon

Denali Crew Cab 4WD

34,872 miles

$33,975

Good Deal

Gloucester, MA

26 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:: Summit White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cocoa/Dark Atmosphere
Transmission:: 8-Speed Automatic
Mileage:: 34,872
Stock number:: 29718A
VIN:: 1GTG6EEN8N1195121

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2021 Chevrolet Colorado

Work Truck Crew Cab 4WD

124,000 miles

$16,750

Great Deal

Johnston, RI

48 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:: White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 8-Speed Automatic
Mileage:: 124,000
Stock number:: 200800
VIN:: 1GCGTBEN3M1200800

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2022 Jeep Gladiator

Willys Crew Cab 4WD

21,726 miles

$29,295

Good Deal

Medford, MA

3 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:: 21,726
Stock number:: CM228
VIN:: 1C6HJTAG5NL154505

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2022 Chevrolet Silverado 1500

Custom Crew Cab 4WD

53,209 miles

$28,924

Good Deal

Raynham, MA

38 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:: Gray (Satin Steel Metallic)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 53,209
Stock number:: M0217B
VIN:: 3GCPYBEK9NG104907

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2021 GMC Sierra 1500

Elevation Crew Cab 4WD

82,937 miles

$31,977

Fair Deal

Certified Pre-Owned

Charlton, MA

49 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:: Pacific Blue Metallic
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black, Cloth seat trim
Transmission:: 8-Speed Automatic
Mileage:: 82,937
Stock number:: U215178
VIN:: 3GTU9CED5MG475178

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2023 Chevrolet Colorado

Z71 Crew Cab 4WD

22,942 miles

$35,698

Fair Deal

Plymouth, MA

40 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:: Black
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Adrenaline Red
Transmission:: 8-Speed Automatic
Mileage:: 22,942
Stock number:: PH169
VIN:: 1GCPTDEK0P1131750

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2023 GMC Sierra 1500

SLE Double Cab 4WD

15,550 miles

$37,411

Fair Deal

Saugus, MA

6 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:: Summit White
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Dark Walnut/Slate
Transmission:: 8-Speed Automatic
Mileage:: 15,550
Stock number:: FX1418
VIN:: 1GTRUBEK4PZ288323

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2022 Nissan Frontier

SV Crew Cab 4WD

67,119 miles

$22,810

Great Deal

Portsmouth, NH

47 mi away

Year:: 2022
Make:: Nissan
Model:: Frontier
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 310 hp 3.8L V6
Exterior color:: Deep Blue Pearl
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black (Charcoal)
Transmission:: 9-Speed Automatic
Mileage:: 67,119
Stock number:: PA8451A
VIN:: 1N6ED1EK3NN628829

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2021 Ford F-250 Super Duty

Lariat Crew Cab 4WD

18,087 miles

$64,995

Great Deal

Portsmouth, NH

47 mi away

Year:: 2021
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 6.7L V8 Biodiesel
Exterior color:: White Metallic
Fuel type:: Biodiesel
Interior color:: Black
Transmission:: Automatic
Mileage:: 18,087
Stock number:: G11153
VIN:: 1FT7W2BT1MEC16447

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2021 RAM 1500

Big Horn Crew Cab 4WD

56,784 miles

$31,427

Good Deal

Medford, MA

4 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:: Granite Crystal
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 56,784
Stock number:: 4698P
VIN:: 1C6SRFFT3MN515237

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2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

42,159 miles

$31,722

Good Deal

Somerset, MA

50 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:: Dark Ash Metallic
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,159
Stock number:: TH1903A
VIN:: 1GCPDKEK1NZ541540

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2023 Chevrolet Silverado 1500

ZR2 Crew Cab 4WD

30,271 miles

$46,856

Great Deal

Nashua, NH

24 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:: Red Hot
Combined gas mileage:: 15 MPG
Fuel type:: Gasoline
Interior color:: Jet Black/Graystone
Transmission:: Automatic
Mileage:: 30,271
Stock number:: 250347A
VIN:: 3GCUDHEL4PG220366

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2021 Chevrolet Silverado 1500

Custom Double Cab 4WD

82,905 miles

$22,995

Good Deal

Tewksbury, MA

11 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:: Silver
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 82,905
Stock number:: 327320
VIN:: 1GCRYBEK8MZ327320

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2021 Jeep Gladiator

Overland Crew Cab 4WD

37,221 miles

$27,849

Great Deal

Certified Pre-Owned

Natick, MA

15 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:: 37,221
Stock number:: J50508A
VIN:: 1C6HJTFG1ML587469

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2021 Chevrolet Silverado 1500

Custom Crew Cab 4WD

43,180 miles

$29,400

Good Deal

Kingston, MA

40 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:: Shadow Gray Metallic
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 43,180
Stock number:: 26521A
VIN:: 1GCPYBEKXMZ220518

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2023 Ford F-150

XL SuperCab 4WD

17,163 miles

$37,998

Fair Deal

Westborough, MA

28 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 w/Medium Dark Slate
Transmission:: Automatic
Mileage:: 17,163
Stock number:: NOL008A
VIN:: 1FTFX1E59PKF86454

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