CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Best Pickup Trucks For Sale in Winchester, VA

2,939 results
Winchester, VA
2022 Ford Maverick XL SuperCrew FWD Toothman Ford

2022 Ford Maverick

XL SuperCrew FWD

43,533 miles

$21,749

Good Deal
Grafton, WV
100 mi away
Year:
2022
Make:
Ford
Model:
Maverick
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
2.5L I4 Hybrid
Exterior color:
Area 51
Combined gas mileage:
38 MPG
Fuel type:
Hybrid
Interior color:
Black Onyx/Dark Slate
Transmission:
Continuously Variable Transmission
Mileage:
43,533
Stock number:
G0254A
VIN:
3FTTW8E32NRA37622

Sponsored

2021 GMC Sierra 1500 Denali Crew Cab 4WD

2021 GMC Sierra 1500

Denali Crew Cab 4WD

50,182 miles

$42,980

Fair Deal
Windber, PA
82 mi away
Year:
2021
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior color:
-Select-
Transmission:
Automatic
Mileage:
50,182
Stock number:
UA233801
VIN:
3GTU9FET4MG233801

Sponsored

2021 Chevrolet Colorado Z71 Crew Cab 4WD

2021 Chevrolet Colorado

Z71 Crew Cab 4WD

69,728 miles

$28,497

Fair Deal
Certified Pre-Owned
Glen Burnie, MD
83 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:
Summit White
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
69,728
Stock number:
C1743N
VIN:
1GCGTDEN9M1263606

Sponsored

2023 Ford F-250 Super Duty XL SuperCab 4WD

2023 Ford F-250 Super Duty

XL SuperCab 4WD

27,810 miles

$41,982

Great Deal
Hanover, PA
77 mi away
Year:
2023
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
6.8L V8
Exterior color:
Carbonized Gray Metallic
Fuel type:
Gasoline
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
27,810
Stock number:
N26171A
VIN:
1FT8X2BA4PED34190

2022 RAM 1500 Big Horn Crew Cab 4WD

2022 RAM 1500

Big Horn Crew Cab 4WD

75,738 miles

$29,856

Great Deal
Bedford, PA
63 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:
Bright White Clearcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
75,738
Stock number:
8757000
VIN:
1C6SRFFT2NN331828

2022 GMC Sierra 1500 AT4 Crew Cab 4WD

2022 GMC Sierra 1500

AT4 Crew Cab 4WD

54,600 miles

$44,450

Great Deal
Waynesboro, PA
51 mi away
Year:
2022
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:
16 MPG
Fuel type:
Gasoline
Interior color:
Jet Black with Kalahari accents
Transmission:
Automatic
Mileage:
54,600
Stock number:
U17083
VIN:
1GTPUEEL8NZ600402

Preparing for a close up...

Photos coming soon

2022 RAM 2500

Power Wagon Crew Cab 4WD

37,113 miles

$49,788

Good Deal
Winchester, VA
1 mi away
Year:
2022
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:
8-Speed Automatic
Mileage:
37,113
Stock number:
96168F
VIN:
3C6TR5EJ1NG250343

Preparing for a close up...

Photos coming soon

2023 Toyota Tacoma

SR V6 Double Cab 4WD

29,003 miles

$29,973

Great Deal
Front Royal, VA
14 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:
Ice Cap
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Cement
Transmission:
Automatic
Mileage:
29,003
Stock number:
S035039A
VIN:
3TMCZ5AN6PM627688

Preparing for a close up...

Photos coming soon

2022 GMC Sierra 1500

Denali Crew Cab 4WD

19,632 miles

$49,900

Good Deal
Elkins, WV
93 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:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Brown
Transmission:
Automatic
Mileage:
19,632
Stock number:
F26007A
VIN:
3GTUUGED2NG679038

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Willys Sport Crew Cab 4WD

40,026 miles

$27,355

Great Deal
Waynesboro, PA
52 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:
40,026
Stock number:
B34431
VIN:
1C6HJTAG6NL110335

Preparing for a close up...

Photos coming soon

2021 RAM 2500

Laramie Crew Cab 4WD

64,959 miles

$50,995

Fair Deal
Bedford, PA
63 mi away
Year:
2021
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
370 hp 6.7L I6 Diesel
Exterior color:
Patriot Blue Pearlcoat
Fuel type:
Diesel
Interior color:
Black
Transmission:
6-Speed Automatic
Mileage:
64,959
Stock number:
4511708
VIN:
3C6UR5FL4MG676739

Preparing for a close up...

Photos coming soon

2022 Ford F-250 Super Duty

XL Crew Cab 4WD

25,685 miles

$49,995

Great Deal
Winchester, VA
3 mi away
Year:
2022
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
Fuel type:
Biodiesel
Interior color:
Black (Charcoal)
Transmission:
6-Speed Automatic
Mileage:
25,685
Stock number:
50790
VIN:
1FT7W2BT2NED50790

Preparing for a close up...

Photos coming soon

2023 Ford Maverick

XLT SuperCrew FWD

18,179 miles

$26,000

Good Deal
Harrisonburg, VA
66 mi away
Year:
2023
Make:
Ford
Model:
Maverick
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
2.5L I4 Hybrid
Exterior color:
Cactus
Combined gas mileage:
37 MPG
Fuel type:
Hybrid
Interior color:
Blue (Navy Pier/Medium Slate)
Transmission:
Continuously Variable Transmission
Mileage:
18,179
Stock number:
K11048A
VIN:
3FTTW8E32PRA77394

Preparing for a close up...

Photos coming soon

2023 Toyota Tacoma

TRD Off Road Double Cab LB 4WD

40,513 miles

$36,473

Good Deal
Front Royal, VA
14 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:
Ice Cap
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Cement
Transmission:
6-Speed Automatic
Mileage:
40,513
Stock number:
S65096A
VIN:
3TMDZ5BN5PM155308

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

LT Crew Cab 4WD

31,848 miles

$32,888

Great Deal
Windber, PA
80 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:
Silver Ice Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
8-Speed Automatic
Mileage:
31,848
Stock number:
P3069
VIN:
3GCPDKEK0NG522784

Preparing for a close up...

Photos coming soon

2023 RAM 2500

Limited Longhorn Mega Cab 4WD

9,528 miles

$71,972

Good Deal
Woodstock, VA
29 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:
Lt Mountain Brown/Brown
Transmission:
6-Speed Automatic
Mileage:
9,528
Stock number:
F250400A
VIN:
3C6UR5PL3PG524907

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

31,980 miles

$34,991

Good Deal
Certified Pre-Owned
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:
Summit White
Fuel type:
Flex Fuel Vehicle
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
31,980
Stock number:
U17124
VIN:
1GCPYCEH8MZ184824

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Laramie Crew Cab 4WD

60,325 miles

$36,995

Good Deal
Beaverdale, PA
85 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:
Gray
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
60,325
Stock number:
146754
VIN:
1C6SRFJT6NN146754

Preparing for a close up...

Photos coming soon

2021 Ford F-250 Super Duty

XL Crew Cab 4WD

83,197 miles

$29,843

Great Deal
Hanover, PA
77 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:
Oxford White
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Earth Gray
Transmission:
6-Speed Automatic
Mileage:
83,197
Stock number:
N26127A
VIN:
1FT7W2B64MEC02147

Preparing for a close up...

Photos coming soon

2021 GMC Canyon

AT4 Crew Cab 4WD with Leather

80,450 miles

$26,977

Good Deal
Front Royal, VA
14 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:
Jet Black/Kalahari
Transmission:
8-Speed Automatic
Mileage:
80,450
Stock number:
V26100B
VIN:
1GTG6FEN8M1169655

Preparing for a close up...

Photos coming soon

2021 RAM 2500

Power Wagon Crew Cab 4WD

43,423 miles

$47,995

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

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Big Horn Quad Cab 4WD

57,323 miles

$27,650

Great Deal
Waynesboro, PA
52 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:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Diesel Gray/Black
Transmission:
8-Speed Automatic
Mileage:
57,323
Stock number:
B34382
VIN:
1C6SRFBT0NN179599

Preparing for a close up...

Photos coming soon

2022 RAM 1500

Laramie Crew Cab 4WD

44,528 miles

$38,716

Good Deal
Certified Pre-Owned
Connellsville, PA
96 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:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
44,528
Stock number:
J71497A
VIN:
1C6SRFJTXNN368195

Preparing for a close up...

Photos coming soon

2021 Chevrolet Silverado 1500

LT Trail Boss Crew Cab 4WD

92,783 miles

$34,820

Good 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:
420 hp 6.2L V8
Exterior color:
Cherry Red Tintcoat
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
92,783
Stock number:
U17118
VIN:
1GCPYFEL4MZ275966

Sponsored

  • Best Pickup Trucks For Sale in Hagerstown MD

  • Best Pickup Trucks For Sale in Cumberland MD

  • Best Pickup Trucks For Sale in Manassas VA

  • Best Pickup Trucks For Sale in Harrisonburg VA

  • Best Pickup Trucks For Sale in Washington DC

  • Best Pickup Trucks For Sale in Fredericksburg VA

  • Best Pickup Trucks For Sale in Hanover PA

  • Best Pickup Trucks For Sale in Charlottesville VA

  • Best Pickup Trucks For Sale in Baltimore MD

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Kingstowne Motorcars

  • Country Chevrolet, Inc.

  • Lindsay Chrysler Dodge Jeep Ram

  • AutoNation Honda Dulles

  • Nine Stars Auto Group

  • AutoNation Toyota Leesburg

  • Car Vault

  • Auto Expo, Inc

  • Koons Sterling Ford

  • Joyce Koons Honda Buick GMC

  • Regnum Auto Motors

  • Safe Auto

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2025 CarGurus, Inc., All Rights Reserved.