Used Pickup Trucks for Sale nearWinchester, VA
10,782 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2024
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Patriot Blue Pearl-Coat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,276
- Stock #:
- 16907A
- VIN:
- 1C6SRFMTXRN154051
Sponsored by Dulles Kia
2024 RAM 1500
Big Horn Crew Cab 4WD
47,276 mi
Leesburg, VA
33 mi away
Fair Deal
$38,395
- 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
- Fuel type:
- Biodiesel
- Transmission:
- Automatic
- Mileage:
- 32,735
- Stock #:
- KFCTREE36880
- VIN:
- 1FT8W2BM2REE36880
New arrival
Sponsored Listing
2024 Ford F-250 Super Duty
Limited Crew Cab 4WD
32,735 mi
Falls Church, VA
58 mi away
Good Deal
$80,995
- Year:
- 2024
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 2.4L I4
- Exterior color:
- Underground
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Boulder
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,610
- Stock #:
- 28598A
- VIN:
- 3TMLB5JN9RM073005
Sponsored Listing
2024 Toyota Tacoma
Limited Double Cab 4WD
20,610 mi
Harrisonburg, VA
63 mi away
Great Deal
$43,694
- 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:
- 2019
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 360 hp 6L V8 Flex Fuel Vehicle
- Exterior color:
- Gray (Graphite Metallic)
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Dark Ash/Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 23,383
- Stock #:
- 26GT405A
- VIN:
- 1GC1KREG5KF131546
New arrival
2019 Chevrolet Silverado 2500HD
Work Truck Crew Cab 4WD
23,383 mi
Altoona, PA
91 mi away
Good Deal
$35,487
- 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:
- 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
Great Deal
$20,256
- Year:
- 2015
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Silver Ice Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 59,601
- Stock #:
- 431626B
- VIN:
- 1GCVKSECXFZ431626
New arrival
2015 Chevrolet Silverado 1500
LTZ Double Cab 4WD
59,601 mi
Pasadena, MD
84 mi away
Good Deal
$24,326
- Year:
- 2018
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 3.3L V6 Flex Fuel Vehicle
- Exterior color:
- White Gold
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Dark Earth Gray
- Transmission:
- Automatic
- Mileage:
- 147,079
- Stock #:
- CX4103
- VIN:
- 1FTEX1CB9JKE64219
New arrival
2018 Ford F-150
XLT SuperCab RWD
147,079 mi
Fredericksburg, VA
67 mi away
Good Deal
$12,494
- 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
$21,775
- 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:
- 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
New arrival
2019 Ford F-250 Super Duty
Lariat Crew Cab 4WD
30,455 mi
Fallston, MD
98 mi away
Good Deal
$52,000
Popular Pickup Truck reviews
4.5 Overall rating(10220 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:
- 2025
- 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:
- Blue Metallic
- Fuel type:
- Biodiesel
- Interior color:
- Black Onyx/Platinum Blue
- Transmission:
- Automatic
- Mileage:
- 9,695
- Stock #:
- 167876
- VIN:
- 1FT8W2BM2SEE02167
New arrival
2025 Ford F-250 Super Duty
Platinum Crew Cab 4WD
9,695 mi
Duncansville, PA
90 mi away
Great Deal
$77,468
- 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
$29,201
- 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:
- 2021
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 420 hp 6.2L V8
- Exterior color:
- Gray (Satin Steel Metallic)
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 77,057
- Stock #:
- UF243081
- VIN:
- 3GTU9FEL2MG243081
2021 GMC Sierra 1500
Denali Crew Cab 4WD
77,057 mi
Oakland, MD
68 mi away
Great Deal
$36,695
- Year:
- 2016
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Cyber Gray Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Dark Ash
- Transmission:
- 6-Speed Automatic
- Mileage:
- 61,359
- Stock #:
- 19654A
- VIN:
- 1GTH6CE32G1217043
New arrival
2016 GMC Canyon
SLE Ext. Cab LB 4WD
61,359 mi
Harrisonburg, VA
63 mi away
Fair Deal
$22,358
- 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:
- Gray (Graphite Metallic)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 87,815
- Stock #:
- 20341
- VIN:
- 1GCVKREC0HZ389415
2017 Chevrolet Silverado 1500
LT Double Cab 4WD
87,815 mi
Kingsville, MD
95 mi away
Fair Deal
$23,286
- 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:
- 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:
- 2024
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,276
- Stock #:
- MF604951
- VIN:
- 1C6HJTAG4RL111926
2024 Jeep Gladiator
Willys Crew Cab 4WD
43,276 mi
Mechanicsburg, PA
97 mi away
Good Deal
$33,282
- Year:
- 2022
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- White Frost Tricoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 81,749
- Stock #:
- 49149A
- VIN:
- 1GTUUGET0NZ514967
Sponsored Listing
2022 GMC Sierra 1500
Denali Crew Cab 4WD
81,749 mi
Frederick, MD
42 mi away
Great Deal
$39,799
4.5 Overall rating for Pickup Truck
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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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