Best Pickup Trucks For Sale in Winchester, VA

2021 Honda Ridgeline

Black Edition AWD

62,261 miles

$29,998

Fair Deal

Fredericksburg, VA

67 mi away

Year:: 2021
Make:: Honda
Model:: Ridgeline
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 280 hp 3.5L V6
Exterior color:: Crystal Black Pearl
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 9-Speed Automatic
Mileage:: 62,261
Stock number:: 143935B
VIN:: 5FPYK3F80MB017004

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2023 RAM 1500

Classic SLT Crew Cab RWD

50,056 miles

$24,950

Good Deal

Temple Hills, MD

70 mi away

Year:: 2023
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 305 hp 3.6L V6
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Diesel Gray/Black
Transmission:: 8-Speed Automatic
Mileage:: 50,056
Stock number:: 167015
VIN:: 1C6RR6LG4PS554219

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2023 GMC Sierra 1500

SLT Crew Cab 4WD

53,143 miles

$41,997

Good Deal

Altoona, PA

91 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:: White Frost Tricoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 53,143
Stock number:: 26GT158A
VIN:: 3GTUUDED6PG302858

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2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

83,408 miles

$27,490

Great Deal

Waynesboro, PA

51 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 4.3L V6 Flex Fuel Vehicle
Exterior color:: Black
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 83,408
Stock number:: U17211
VIN:: 3GCPYCEH8MG351778

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

99,314 miles

$25,799

Great Deal

Waynesboro, PA

51 mi away

Year:: 2021
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 4.3L V6 Flex Fuel Vehicle
Exterior color:: Gray (Satin Steel Metallic)
Fuel type:: Flex Fuel Vehicle
Interior color:: Jet Black
Transmission:: 6-Speed Automatic
Mileage:: 99,314
Stock number:: U17153
VIN:: 1GCPYCEH7MZ337631

2021 Ford F-150

Lariat SuperCrew 4WD

74,442 miles

$32,594

Great Deal

Moorefield, WV

43 mi away

Year:: 2021
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 400 hp 3.5L V6
Exterior color:: Race Red
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black/Medium Dark Slate
Transmission:: Automatic
Mileage:: 74,442
Stock number:: FP0353
VIN:: 1FTFW1E89MKD00353

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2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

56,407 miles

$32,930

Great Deal

Cumberland, MD

48 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:: 56,407
Stock number:: 13926
VIN:: 1GCPYFED8MZ285750

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2021 RAM 1500

Big Horn Crew Cab 4WD

80,887 miles

$28,341

Good Deal

Harrisonburg, VA

64 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:: 80,887
Stock number:: U-07572
VIN:: 1C6SRFMT6MN640087

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2021 Jeep Gladiator

Rubicon Crew Cab 4WD

140,688 miles

$22,500

Great Deal

Warrenton, VA

37 mi away

Year:: 2021
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 260 hp 3L V6 Diesel
Exterior color:: Bright White Clearcoat
Combined gas mileage:: 24 MPG
Fuel type:: Diesel
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 140,688
Stock number:: W260004A
VIN:: 1C6JJTBM4ML588001

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2022 RAM 1500

Big Horn Crew Cab 4WD

38,212 miles

$33,198

Good Deal

Certified Pre-Owned

Chambersburg, PA

59 mi away

Year:: 2022
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Diamond Black Crystal Pearlcoat
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 38,212
Stock number:: TN214267A
VIN:: 1C6RRFMG5NN439557

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2021 Ford F-150

XLT SuperCrew 4WD

80,556 miles

$32,995

Fair Deal

Claysburg, PA

80 mi away

Year:: 2021
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
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 80,556
Stock number:: 1771
VIN:: 1FTFW1E88MFA57515

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2022 Chevrolet Colorado

LT Extended Cab RWD

50,470 miles

$14,995

Great Deal

Fredericksburg, VA

73 mi away

Year:: 2022
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 200 hp 2.5L I4
Exterior color:: Summit White
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 50,470
Stock number:: D18938
VIN:: 1GCHSCEA5N1121365

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2021 RAM 2500

Power Wagon Crew Cab 4WD

43,423 miles

$46,995

Good Deal

Bedford, PA

63 mi away

Year:: 2021
Make:: RAM
Model:: 2500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 410 hp 6.4L V8
Exterior color:: Gray (Maximum Steel Metallic Clearcoat)
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 43,423
Stock number:: 4511109
VIN:: 3C6TR5EJ2MG620813

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2023 Ford F-250 Super Duty

XLT Crew Cab 4WD

71,442 miles

$41,495

Good Deal

Bedford, PA

61 mi away

Year:: 2023
Make:: Ford
Model:: F-250 Super Duty
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 430 hp 7.3L V8
Exterior color:: Carbonized Gray
Fuel type:: Gasoline
Interior color:: Medium Dark Slate
Transmission:: 10-Speed Automatic
Mileage:: 71,442
Stock number:: M689079
VIN:: 1FT8W2BN2PEC41111

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2021 Honda Ridgeline

Sport AWD

98,305 miles

$22,215

Fair Deal

Harrisonburg, VA

64 mi away

Year:: 2021
Make:: Honda
Model:: Ridgeline
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 280 hp 3.5L V6
Exterior color:: Black
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Gray
Transmission:: 9-Speed Automatic
Mileage:: 98,305
Stock number:: U-07520
VIN:: 5FPYK3F14MB002864

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2021 GMC Sierra 1500

SLT Crew Cab 4WD

81,675 miles

$32,356

Great Deal

Front Royal, VA

17 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:: Onyx Black
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 81,675
Stock number:: RX25342A
VIN:: 3GTU9DED2MG434044

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2021 Chevrolet Silverado 1500

RST Crew Cab 4WD

35,917 miles

$37,999

Fair Deal

Red Lion, PA

97 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:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 35,917
Stock number:: JP2890
VIN:: 3GCUYEED8MG451312

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2022 Chevrolet Silverado 1500

LT Crew Cab RWD

43,928 miles

$28,497

Great Deal

Glen Burnie, MD

83 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 355 hp 5.3L V8
Exterior color:: Shadow Gray Metallic
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 43,928
Stock number:: 60367A
VIN:: 1GCPWCED8NZ147373

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2023 GMC Sierra 1500

SLT Crew Cab 4WD

30,146 miles

$43,997

Great Deal

Altoona, PA

91 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:: White Frost Tricoat
Combined gas mileage:: 17 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 30,146
Stock number:: 26GT37A
VIN:: 3GTUUDELXPG138733

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2021 Jeep Gladiator

Rubicon Crew Cab 4WD

75,935 miles

$26,500

Good Deal

Laurel, MD

71 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:: 75,935
Stock number:: LP436
VIN:: 1C6JJTBGXML509229

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2023 RAM 1500

Laramie Crew Cab 4WD

26,071 miles

$38,921

Great Deal

Accident, MD

69 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:: Flame Red Clear Coat (pr4)
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black (x9)
Transmission:: 8-Speed Automatic
Mileage:: 26,071
Stock number:: 5781A
VIN:: 1C6SRFJT3PN665781

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2021 Chevrolet Colorado

LT Extended Cab RWD

110,728 miles

$11,995

Great Deal

Fredericksburg, VA

70 mi away

Year:: 2021
Make:: Chevrolet
Model:: Colorado
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 200 hp 2.5L I4
Exterior color:: Black
Combined gas mileage:: 22 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 110,728
Stock number:: ZA10153
VIN:: 1GCHSCEA8M1279875

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2021 Jeep Gladiator

High Altitude Crew Cab 4WD

44,997 miles

$27,995

Great Deal

Gaithersburg, MD

51 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:: Black Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 44,997
Stock number:: J250845A
VIN:: 1C6HJTFG9ML578423

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2023 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

16,750 miles

$46,991

Fair Deal

Alexandria, VA

65 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:: Gray
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 16,750
Stock number:: 2671009B
VIN:: 2GCUDGED3P1140973

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