Best Pickup Trucks For Sale in Winchester, VA

2021 RAM 1500

TRX Crew Cab 4WD

33,892 miles

$73,495

Fair Deal

Altoona, PA

92 mi away

Year:: 2021
Make:: RAM
Model:: 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: All-Wheel Drive
Engine:: 702 hp 6.2L V8
Exterior color:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 12 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 33,892
Stock number:: 5P809A-2
VIN:: 1C6SRFU99MN786097

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2022 Chevrolet Colorado

LT Extended Cab 4WD

39,483 miles

$24,492

Good Deal

Sterling, VA

41 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:: Summit White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: 8-Speed Automatic
Mileage:: 39,483
Stock number:: N1320153
VIN:: 1GCHTCENXN1320153

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2023 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

38,773 miles

$38,243

Fair Deal

Westminster, MD

70 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:: Black
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Jet Black
Transmission:: Automatic
Mileage:: 38,773
Stock number:: V2316A
VIN:: 3GCUDCED1PG125632

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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

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 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 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

99,314 miles

$25,800

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

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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 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 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

83,821 miles

$34,299

Fair Deal

Charlottesville, VA

80 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Exterior color:: Red
Transmission:: Automatic
Mileage:: 83,821
Stock number:: 36T4853A
VIN:: 3GCPYFED7NG193580

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2023 Ford F-150

XL SuperCrew 4WD

7,597 miles

$36,499

Good Deal

Charlottesville, VA

80 mi away

Year:: 2023
Make:: Ford
Model:: F-150
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 325 hp 2.7L V6
Exterior color:: Silver
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 7,597
Stock number:: 36T4596A
VIN:: 1FTEW1EP7PKF98229

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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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2022 Toyota Tacoma

TRD Off Road Double Cab RWD

63,686 miles

$28,499

Great Deal

Woodbridge, VA

61 mi away

Year:: 2022
Make:: Toyota
Model:: Tacoma
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: 4X2
Engine:: 278 hp 3.5L V6
Exterior color:: Silver
Combined gas mileage:: 21 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 63,686
Stock number:: 8D2WT1
VIN:: 3TMAZ5CN2NM192573

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2021 Ford F-150

XL SuperCab 4WD

107,148 miles

$19,395

Good Deal

Kensington, MD

60 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:: Oxford White
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black/Medium Dark Slate
Transmission:: Automatic
Mileage:: 107,148
Stock number:: 6536
VIN:: 1FTFX1E86MKD12960

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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 Toyota Tacoma

TRD Off Road Double Cab 4WD

34,733 miles

$37,495

Good Deal

Certified Pre-Owned

Culpeper, VA

50 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:: Lunar Rock
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Cement/Black Fabric
Transmission:: 6-Speed Automatic
Mileage:: 34,733
Stock number:: P5608A
VIN:: 3TMCZ5AN4PM600117

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2023 Jeep Gladiator

Willys Crew Cab 4WD

24,894 miles

$31,988

Good Deal

Windber, PA

80 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:: 24,894
Stock number:: 5819A
VIN:: 1C6HJTAG8PL571667

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2022 RAM 1500

Classic Tradesman Quad Cab 4WD

25,865 miles

$24,899

Good Deal

Parkville, MD

88 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:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 25,865
Stock number:: C13661
VIN:: 1C6RR7FG4NS187255

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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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2022 Jeep Gladiator

Willys Sport Crew Cab 4WD

42,253 miles

$26,495

Great Deal

Kensington, MD

60 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:: Silver Zynith Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 42,253
Stock number:: 6651
VIN:: 1C6HJTAG9NL130143

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2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

85,690 miles

$26,630

Great Deal

Front Royal, VA

17 mi away

Year:: 2022
Make:: Chevrolet
Model:: Silverado 1500
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 355 hp 5.3L V8
Exterior color:: White (Iridescent Pearl Tricoat)
Fuel type:: Gasoline
Interior color:: Gideon/Very Dark Atmosphere
Transmission:: 8-Speed Automatic
Mileage:: 85,690
Stock number:: RP1279A
VIN:: 3GCUYDED8NG135081

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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 Trail Boss Crew Cab 4WD

84,360 miles

$31,539

Good Deal

Westminster, MD

70 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:: Jet Black
Transmission:: Automatic
Mileage:: 84,360
Stock number:: BV1644
VIN:: 3GCPDFEK5NG519970

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2023 Toyota Tacoma

SR5 V6 Double Cab 4WD

38,352 miles

$34,900

Fair Deal

Certified Pre-Owned

Martinsburg, WV

22 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:: Black
Combined gas mileage:: 20 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 38,352
Stock number:: 25T1921A
VIN:: 3TMCZ5AN1PM591117

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