Used Pickup Trucks for Sale nearWinchester, VA
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2019
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6 Flex Fuel Vehicle
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Flex Fuel Vehicle
- Transmission:
- 8-Speed Automatic
- Mileage:
- 116,358
- Stock #:
- 607403
- VIN:
- 1C6RR7FG8KS607403


Sponsored by Arlington Auto Group
2019 RAM 1500
Classic Express Quad Cab 4WD
116,358 mi
$15,495
- Year:
- 2019
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Gray (Maximum Steel Metallic Clearcoat)
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,205
- Stock #:
- 641514A
- VIN:
- 1C6SRFRT1KN662259

-$851
Sponsored Listing
2019 RAM 1500
Laramie Crew Cab 4WD
47,205 mi
$35,150
$34,299
- Year:
- 2024
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Black
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 38,062
- Stock #:
- J261290B
- VIN:
- 3C6UR5DJ0RG323861

Sponsored Listing
2024 RAM 2500
Big Horn Crew Cab 4WD
38,062 mi
$41,575
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 11,339
- Stock #:
- 647503A
- VIN:
- 1GCUDDED1RZ119872

2024 Chevrolet Silverado 1500
LT Crew Cab 4WD
11,339 mi
$41,872
- 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:
- Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 58,876
- Stock #:
- TN237768B
- VIN:
- 3GCPYCEL4MG371854

2021 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
58,876 mi
$37,271
- Year:
- 2017
- 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:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 133,888
- Stock #:
- CBM1006
- VIN:
- 1GCVKREC9HZ392975

-$2,299
2017 Chevrolet Silverado 1500
LT Double Cab 4WD
133,888 mi
$17,495
$15,995
- Year:
- 2021
- Make:
- RAM
- Model:
- 3500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89,033
- Stock #:
- PC2878
- VIN:
- 3C63R3RJ5MG529369

2021 RAM 3500
Limited Crew Cab LB 4WD
89,033 mi
$49,719
- Year:
- 2026
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 3,254
- Stock #:
- XL1442
- VIN:
- 1GCPTEEK6T1117237

2026 Chevrolet Colorado
Trail Boss Crew Cab 4WD
3,254 mi
$37,995
- 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:
- Blue Pearl
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,962
- Stock #:
- F26590A
- VIN:
- 1C6JJTBG2NL134194

2022 Jeep Gladiator
Rubicon Crew Cab 4WD
36,962 mi
$37,783
- Year:
- 2020
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5L V8 Flex Fuel Vehicle
- Exterior color:
- Star White Metallic Tri-Coat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,889
- Stock #:
- UAA69261
- VIN:
- 1FTEW1E58LFA69261

2020 Ford F-150
Platinum SuperCrew 4WD
37,889 mi
$40,486
- Year:
- 2019
- Make:
- Ford
- Model:
- F-250 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 450 hp 6.7L V8 Biodiesel
- Exterior color:
- Agate Black Metallic
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 30,455
- Stock #:
- FUE09489
- VIN:
- 1FT7W2BT0KEE09489

2019 Ford F-250 Super Duty
Lariat Crew Cab 4WD
30,455 mi
$52,000
- Year:
- 2017
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 88,004
- Stock #:
- 61650A
- VIN:
- 3GCPCREC6HG412993

2017 Chevrolet Silverado 1500
LT Crew Cab RWD
88,004 mi
$22,797
- 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:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Transmission:
- 9-Speed Automatic
- Mileage:
- 63,445
- Stock #:
- 613001A
- VIN:
- 5FPYK3F15MB003134

-$2,000
2021 Honda Ridgeline
Sport AWD
63,445 mi
$26,670
$24,670
Popular Pickup Truck reviews
- Year:
- 2017
- 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:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 111,190
- Stock #:
- C1942NA
- VIN:
- 3GCUKREC2HG154137

2017 Chevrolet Silverado 1500
LT Crew Cab 4WD
111,190 mi
$22,297
- Year:
- 2018
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Brilliant Black Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 75,124
- Stock #:
- S5364A
- VIN:
- 1C6RR7MT7JS209565

2018 RAM 1500
Night Crew Cab 4WD
75,124 mi
$28,478
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Glacier Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Artemis
- Transmission:
- Automatic
- Mileage:
- 10,378
- Stock #:
- S5378A
- VIN:
- 1GCPTFEK3R1156589

2024 Chevrolet Colorado
ZR2 Crew Cab 4WD
10,378 mi
$46,078
- 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
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,142
- Stock #:
- M7039
- VIN:
- 1C6RRFBG5NN420865

-$3,073
2022 RAM 1500
Big Horn Quad Cab 4WD
29,142 mi
$33,101
$30,028
- Year:
- 2014
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 365 hp 3.5L V6
- Exterior color:
- Tuxedo Black Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 95,569
- Stock #:
- 6F8563A
- VIN:
- 1FTFW1ET3EKD02380

-$1,000
2014 Ford F-150
XLT SuperCrew 4WD
95,569 mi
$19,080
$18,080
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Black
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 51,916
- Stock #:
- M7033
- VIN:
- 1GCUDJEL6NZ546688

-$2,343
2022 Chevrolet Silverado 1500
High Country Crew Cab 4WD
51,916 mi
$43,934
$41,591
- Year:
- 2025
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 3,722
- Stock #:
- U26366B
- VIN:
- 1C6SRFFP5SN564200

2025 RAM 1500
Big Horn Crew Cab 4WD
3,722 mi
$44,153
- Year:
- 2023
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Engine:
- 250 hp 2L I4
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 12,689
- Stock #:
- 0FB35228
- VIN:
- 3FTTW8E95PRA38321

-$1,000
2023 Ford Maverick
12,689 mi
$26,799
$25,799
- 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:
- Blue Pearl
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,828
- Stock #:
- LP116978
- VIN:
- 1C6HJTAG1NL116978

2022 Jeep Gladiator
Sport Crew Cab 4WD
55,828 mi
$27,600
- Year:
- 2024
- 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:
- Gray Metallic
- Fuel type:
- Biodiesel
- Interior color:
- Admiral Blue/Light Slate
- Transmission:
- Automatic
- Mileage:
- 14,406
- Stock #:
- REF88591
- VIN:
- 1FT8W2BM9REF88591

Sponsored Listing
2024 Ford F-250 Super Duty
Limited Crew Cab 4WD
14,406 mi
$84,439
4.5 Overall rating for Pickup Truck
Filter by make
Filter by rating
Britt O
Reviewed a 2012 Chevrolet LT Crew Cab 4WD on Jun 6, 2026
Before purchasing a used Silverado 2500HD, I would strongly recommend checking the overall condition of the truck with special attention to rust, the transmission, suspension, and maintenance history. Look closely at the rocker panels, cab corners, wheel wells, frame rails, brake lines, and fuel lines for excessive rust, flaking metal, or holes. During the test drive, make sure the transmission shifts smoothly without slipping, shuddering, hard shifts, or delayed engagement into drive or reverse, and ask whether it is the original transmission or if it has ever been rebuilt or replaced. Check the engine for oil leaks, coolant leaks, unusual noises, excessive exhaust smoke, or warning lights, and ask if major components such as the water pump, radiator, or thermostat have been replaced. Pay close attention to the steering and suspension by listening for clunks, checking for loose steering, and looking for uneven tire wear that could indicate worn ball joints, tie rods, wheel bearings, or other front-end components. Also inspect the brakes for pulsation, soft pedal feel, or rusted lines, and examine the tires for uneven wear, dry rot, or signs that an alignment or suspension issue may be present. Most importantly, ask for maintenance records and receipts for major repairs, as a well-documented truck is generally a much safer purchase than one with an unknown service history. For a high-mileage Silverado 2500HD, rust, transmission condition, front-end wear, four-wheel-drive operation, and cooling system maintenance are the areas most likely to lead to expensive repairs if they have been neglected.
Josiah L
Reviewed a 2020 Ford XLT Crew Cab 4WD on Apr 23, 2026
Great condition really nice interior, really good priced drives and runs great
Jesse S
Reviewed a 2022 Hyundai SEL Premium Crew Cab AWD on Jan 23, 2026
The car comes with incredible features I wasn’t even prepared for. Everything is thoughtfully crafted and they make use of every inch of space with hidden storage compartments. I love it so far
Dale W
Reviewed a 2019 Ford XLT SuperCrew RWD on Dec 6, 2025
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.