Used Pickup Trucks for Sale nearWinchester, VA
10,695 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2022
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 250 hp 2L I4
- Exterior color:
- Silver
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,837
- Stock #:
- FDA07598
- VIN:
- 3FTTW8E97NRA07598
Sponsored by Drive Prime Motors - Fredericksburg
2022 Ford Maverick
XL SuperCrew FWD
46,837 mi
Fredericksburg, VA
73 mi away
Great Deal
$20,790
- Year:
- 2023
- 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 Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 47,314
- Stock #:
- TD14808
- VIN:
- 1FTEW1E85PFD14808
New arrival
Sponsored Listing
2023 Ford F-150
Tremor SuperCrew 4WD
47,314 mi
Manassas, VA
47 mi away
Fair Deal
$49,000
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 130,593
- Stock #:
- A13375
- VIN:
- 1C6SRFFT0MN662762
Sponsored Listing
2021 RAM 1500
Big Horn Crew Cab 4WD
130,593 mi
Grafton, WV
100 mi away
Great Deal
$21,697
- Year:
- 2021
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 381 hp 5.7L V8
- Exterior color:
- White (Wind Chill Pearl)
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 26,839
- Stock #:
- MT4393
- VIN:
- 5TFHY5F11MX028346
New arrival
2021 Toyota Tundra
Limited CrewMax 4WD
26,839 mi
Winchester, VA
1 mi away
Fair Deal
$53,987
- Year:
- 2024
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6 Diesel
- Exterior color:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 23,927
- Stock #:
- B34838
- VIN:
- 1GCUDEE8XRZ176614
Price drop
-$2,452
2024 Chevrolet Silverado 1500
RST Crew Cab 4WD
23,927 mi
Waynesboro, PA
52 mi away
Good Deal
$45,728
$43,276
- 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
New arrival
2020 Ford F-150
Platinum SuperCrew 4WD
37,889 mi
Windber, PA
82 mi away
Great Deal
$40,486
- 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:
- Summit White
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Obsidian Rush)
- Transmission:
- Automatic
- Mileage:
- 7,591
- Stock #:
- 26GT443A
- VIN:
- 3GTUUFEL7PG207809
New arrival
2023 GMC Sierra 1500
AT4X Crew Cab 4WD
7,591 mi
Altoona, PA
91 mi away
Good Deal
$59,487
- Year:
- 2019
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Diamond Black Crystal Pearlcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,942
- Stock #:
- 26074B
- VIN:
- 3C6UR5HJ3KG595322
New arrival
2019 RAM 2500
Tradesman Crew Cab LB 4WD
41,942 mi
Frederick, MD
43 mi away
Great Deal
$28,995
- Year:
- 2022
- Make:
- GMC
- Model:
- Sierra 1500 Limited
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Onyx Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,556
- Stock #:
- PV12270
- VIN:
- 1GTR9CEK3NZ227615
2022 GMC Sierra 1500 Limited
Elevation Double Cab 4WD
59,556 mi
Rockville, MD
56 mi away
Good Deal
$29,800
- Year:
- 2022
- Make:
- Hyundai
- Model:
- Santa Cruz
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 191 hp 2.5L I4
- Exterior color:
- Blue Stone
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,771
- Stock #:
- V199166A
- VIN:
- 5NTJBDAE4NH024846
2022 Hyundai Santa Cruz
SEL Crew Cab AWD
43,771 mi
Glen Burnie, MD
83 mi away
Great Deal
$21,477
- Year:
- 2017
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Cyber Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Dark Ash
- Transmission:
- Automatic
- Mileage:
- 136,799
- Stock #:
- 172580
- VIN:
- 1GCGTCEN0H1172580
2017 Chevrolet Colorado
LT Crew Cab 4WD
136,799 mi
Sterling, VA
44 mi away
Good Deal
$15,595
- 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
Thurmont, MD
51 mi away
Great Deal
$37,967
- 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:
- Carbonized Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 148,338
- Stock #:
- RV8066P
- VIN:
- 1FTFW1E85MFC21559
2021 Ford F-150
XL SuperCrew 4WD
148,338 mi
Pasadena, MD
85 mi away
Good Deal
$20,339
Popular Pickup Truck reviews
4.5 Overall rating(10221 reviews)
Jun 6, 2026
2012 Chevrolet LT Crew Cab 4WD
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.
Apr 23, 2026
2020 Ford XLT Crew Cab 4WD
Great condition really nice interior, really good priced drives and runs great
Jan 23, 2026
2022 Hyundai SEL Premium Crew Cab AWD
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
Dec 6, 2025
2019 Ford XLT SuperCrew RWD
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Oct 17, 2025
2022 GMC Denali Ultimate Crew Cab 4WD
Love this truck! Love the inline 6 diesel! And my fiance loves the massaging seats!
- Year:
- 2020
- 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:
- 62,637
- Stock #:
- 3082342B
- VIN:
- 1C6JJTBG1LL136600
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
62,637 mi
Glen Burnie, MD
83 mi away
Great Deal
$28,799
- Year:
- 2026
- 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:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 8,860
- Stock #:
- F26143A
- VIN:
- 3GCUKCED0TG157228
Price drop
-$1,000
2026 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
8,860 mi
Elkins, WV
93 mi away
Good Deal
$47,575
$46,575
- 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
2017 Chevrolet Silverado 1500
LT Double Cab 4WD
133,888 mi
Colonial Beach, VA
93 mi away
Good Deal
$15,995
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 3500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 17,064
- Stock #:
- 29095
- VIN:
- 1GC4YSE77LF168392
New arrival
2020 Chevrolet Silverado 3500HD
Work Truck Crew Cab 4WD
17,064 mi
Harrisonburg, VA
63 mi away
Fair Deal
$41,998
- Year:
- 2023
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Boulder Gray
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Charcoal)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 45,855
- Stock #:
- P1744B
- VIN:
- 1N6ED1EJ8PN628996
Price drop
-$1,131
2023 Nissan Frontier
PRO-X Crew Cab RWD
45,855 mi
Charlottesville, VA
78 mi away
Great Deal
$30,787
$29,656
- 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:
- 8-Speed Automatic
- Mileage:
- 36,850
- Stock #:
- U-07755
- VIN:
- 1C6SRFJT4NN342689
2022 RAM 1500
Laramie Crew Cab 4WD
36,850 mi
Harrisonburg, VA
64 mi away
Great Deal
$36,596
- Year:
- 2025
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6
- Exterior color:
- Flame Red Clearcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,502
- Stock #:
- 4616
- VIN:
- 1C6SRFFP1SN503247
Price drop
-$1,000
2025 RAM 1500
Big Horn Crew Cab 4WD
21,502 mi
Cockeysville, MD
84 mi away
Good Deal
$41,399
$40,399
- Year:
- 2024
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 2.5L I4 Hybrid
- Exterior color:
- Gray
- Combined gas mileage:
- 38 MPG
- Fuel type:
- Hybrid
- Interior color:
- Blue (Navy Pier/Medium Slate)
- Transmission:
- Continuously Variable Transmission
- Mileage:
- 35,908
- Stock #:
- PTC267333A
- VIN:
- 3FTTW8H32RRA15945
2024 Ford Maverick
XLT SuperCrew FWD
35,908 mi
Fredericksburg, VA
73 mi away
Good Deal
$27,815
- 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
Parkville, MD
89 mi away
Good Deal
$27,300
- 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
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,273
- Stock #:
- 647016A
- VIN:
- 1C6SRFRT0MN655080
Sponsored Listing
2021 RAM 1500
Laramie Crew Cab 4WD
85,273 mi
Cockeysville, MD
84 mi away
Fair Deal
$33,988
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.
Is this review helpful?
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
Is this review helpful?
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
Is this review helpful?
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.
Is this review helpful?
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