Used Pickup Trucks for Sale nearWinchester, VA
10,627 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 51,101
- Stock #:
- 2519016A
- VIN:
- 3FTTW8A32RRA38118
New arrival
Sponsored by Ourisman Ford Lincoln of Alexandria
2024 Ford Maverick
XL SuperCrew FWD
51,101 mi
Alexandria, VA
65 mi away
Great Deal
$23,999
- 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
Price drop
-$2,299
Sponsored Listing
2017 Chevrolet Silverado 1500
LT Double Cab 4WD
133,888 mi
Colonial Beach, VA
93 mi away
Good Deal
$17,495
$15,995
- Year:
- 2016
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3.5L V6
- Exterior color:
- Ingot Silver Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 179,961
- Stock #:
- CSA8317
- VIN:
- 1FTFX1EG0GFA47893
Sponsored Listing
2016 Ford F-150
Lariat SuperCab 4WD
179,961 mi
Stafford, VA
63 mi away
Great Deal
$12,270
- Year:
- 2018
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- 4X2
- Engine:
- 3.3L V6 Flex Fuel Vehicle
- Exterior color:
- Oxford White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Medium Earth Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 149,335
- Stock #:
- 26595
- VIN:
- 1FTMF1CB3JFD61210
2018 Ford F-150
XL RWD
149,335 mi
Harrisonburg, VA
61 mi away
Great Deal
$11,149
- Year:
- 2021
- Make:
- Ford
- Model:
- Ranger
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 2.3L I4
- Exterior color:
- Cactus
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- Automatic
- Mileage:
- 45,319
- Stock #:
- SHU2295
- VIN:
- 1FTER4FH9MLD07199
New arrival
2021 Ford Ranger
Lariat SuperCrew 4WD
45,319 mi
Hanover, PA
77 mi away
Good Deal
$31,489
- Year:
- 2019
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 381 hp 5.7L V8
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 6-Speed Automatic
- Mileage:
- 44,322
- Stock #:
- 24548MA
- VIN:
- 5TFUY5F12KX793822
2019 Toyota Tundra
SR5 Double Cab 5.7L 4WD
44,322 mi
Braddock Heights, MD
40 mi away
Fair Deal
$39,995
- Year:
- 2016
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3.5L V6
- Exterior color:
- White Platinum Metallic Tri-Coat/Caribou Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Java
- Transmission:
- 6-Speed Automatic
- Mileage:
- 160,716
- Stock #:
- 36405
- VIN:
- 1FTEW1EGXGFC36405
2016 Ford F-150
King Ranch SuperCrew 4WD
160,716 mi
Westminster, MD
69 mi away
Fair Deal
$20,694
- Year:
- 2021
- 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:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,540
- Stock #:
- T218495A
- VIN:
- 3GCPYEEK1MG361432
2021 Chevrolet Silverado 1500
RST Crew Cab 4WD
28,540 mi
Frederick, MD
44 mi away
Good Deal
$34,799
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Glacier Blue Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 41,857
- Stock #:
- SP4119A
- VIN:
- 1GCPABEK1NZ555110
2022 Chevrolet Silverado 1500
Custom Crew Cab RWD
41,857 mi
Somerset, PA
78 mi away
Good Deal
$29,282
- Year:
- 2019
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Gray (Magnetic)
- Transmission:
- Automatic
- Mileage:
- 96,213
- Stock #:
- p7718
- VIN:
- 1FTFX1E53KKE97987
New arrival
2019 Ford F-150
XL SuperCab 4WD
96,213 mi
Frederick, MD
41 mi away
Fair Deal
$20,998
- Year:
- 2015
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 236 hp 4L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 5-Speed Automatic
- Mileage:
- 89,242
- Stock #:
- CVW400
- VIN:
- 3TMJU4GN4FM191400
New arrival
2015 Toyota Tacoma
Double Cab V6 PreRunner
89,242 mi
Woodbridge, VA
61 mi away
Great Deal
$19,985
- 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:
- Star White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Java
- Transmission:
- 10-Speed Automatic
- Mileage:
- 47,171
- Stock #:
- 13388
- VIN:
- 1FTFW1E8XPFC06026
New arrival
2023 Ford F-150
King Ranch SuperCrew 4WD
47,171 mi
Bedford, PA
61 mi away
Good Deal
$48,485
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 94,343
- Stock #:
- BC0707A
- VIN:
- 1GCUYEET6MZ382661
2021 Chevrolet Silverado 1500
RST Crew Cab 4WD
94,343 mi
Rockville, MD
56 mi away
Good Deal
$30,300
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:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 25,554
- Stock #:
- DX7449AT
- VIN:
- 1C6JJTAGXML561798
New arrival
2021 Jeep Gladiator
Sport S Crew Cab 4WD
25,554 mi
Fredericksburg, VA
72 mi away
Good Deal
$31,294
- Year:
- 2013
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Mineral Gray Metallic Clearcoat
- Combined gas mileage:
- 16 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black Interior
- Transmission:
- 6-Speed Automatic
- Mileage:
- 98,284
- Stock #:
- 5991
- VIN:
- 1C6RR7JT6DS531218
2013 RAM 1500
Laramie Quad Cab 4WD
98,284 mi
Hagerstown, MD
40 mi away
Fair Deal
$20,794
- Year:
- 2018
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Blue Jeans Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Medium Earth Gray
- Transmission:
- Automatic
- Mileage:
- 80,004
- Stock #:
- UFG01348
- VIN:
- 1FTEW1EP0JKG01348
Price drop
-$1,000
2018 Ford F-150
XLT SuperCrew 4WD
80,004 mi
Oakland, MD
68 mi away
Great Deal
$24,695
$23,695
- Year:
- 2026
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6
- Exterior color:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 14,438
- Stock #:
- 26S034
- VIN:
- 1C6SRFJP1TN255879
2026 RAM 1500
Laramie Crew Cab 4WD
14,438 mi
Stafford, VA
64 mi away
Good Deal
$47,977
- 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,134
- Stock #:
- T554273
- VIN:
- 1C6HJTAG1PL554273
2023 Jeep Gladiator
Willys Crew Cab 4WD
36,134 mi
Woodbridge, VA
61 mi away
Fair Deal
$32,900
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,989
- Stock #:
- 26GT126B
- VIN:
- 1C6HJTAG7NL159107
2022 Jeep Gladiator
Sport S Crew Cab 4WD
38,989 mi
Altoona, PA
91 mi away
Good Deal
$29,987
- Year:
- 2021
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 702 hp 6.2L V8
- Combined gas mileage:
- 12 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 40,131
- Stock #:
- U902943S
- VIN:
- 1C6SRFU91MN902943
Price drop
-$2,498
2021 RAM 1500
TRX Crew Cab 4WD
40,131 mi
Manchester, PA
99 mi away
Good Deal
$70,488
$67,990
- Year:
- 2026
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Red
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 3,138
- Stock #:
- TN616794
- VIN:
- 1N6ED1EK9TN616794
New arrival
2026 Nissan Frontier
PRO-4X Crew Cab 4WD
3,138 mi
Mechanicsburg, PA
95 mi away
Good Deal
$39,823
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 277 hp 3L I6 Diesel
- Exterior color:
- Northsky Blue Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black, Cloth seat trim
- Transmission:
- Automatic
- Mileage:
- 75,238
- Stock #:
- LT0583B
- VIN:
- 1GCUDDET0NZ641846
2022 Chevrolet Silverado 1500
LT Crew Cab 4WD
75,238 mi
Leesburg, VA
34 mi away
Good Deal
$31,294
- 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:
- Onyx Black
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Alpine Umber
- Transmission:
- Automatic
- Mileage:
- 32,158
- Stock #:
- P252776
- VIN:
- 1GTUUHEL7PZ252776
Sponsored Listing
2023 GMC Sierra 1500
Denali Ultimate Crew Cab 4WD
32,158 mi
Manassas, VA
47 mi away
Fair Deal
$57,000
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?
Used Pickup Trucks for Sale Under $10,000 Near WinchesterUsed Pickup Trucks for Sale Under $15,000 Near WinchesterUsed Pickup Trucks for Sale Under $20,000 Near WinchesterUsed Pickup Trucks for Sale Under $25,000 Near WinchesterUsed Pickup Trucks for Sale Under $30,000 Near WinchesterUsed Pickup Trucks for Sale Under $40,000 Near Winchester
Old Chevy Trucks for Sale in Winchester VARAM Trucks for Sale in Winchester VA - CarGurusFord Trucks for Sale in Winchester VALifted GMC trucks for sale in Winchester VAChevrolet Trucks For Sale in Winchester VAOld Toyota Pickups for Sale in Winchester VADodge and RAM Trucks for Sale by Owner in Winchester VAClassic Ford Trucks for Sale in Winchester VADodge Trucks For Sale in Winchester VAToyota Trucks for Sale in Winchester VA
Ford F-150 in Winchester VAChevrolet Silverado 1500 in Winchester VARAM 1500 in Winchester VAGMC Sierra 1500 in Winchester VAToyota Tacoma in Winchester VAJeep Compass in Winchester VAFord F-250 Super Duty in Winchester VARAM 2500 in Winchester VAChevrolet Silverado 2500HD in Winchester VAToyota Tundra in Winchester VAChevrolet Colorado in Winchester VAJeep Gladiator in Winchester VA
All Used CarsManual Transmission CarsLuxury CarsCars with Red InteriorCheap Manual CarsHybrid CarsSports CarsElectric SUVsCheap TrucksSmall CarsThird Row SUVsThree Quarter Ton TrucksLifted TrucksManual Transmission TrucksDiesel TrucksHybrid SUVsDually TrucksOne Ton TrucksCheap SUVsLifted Ford Trucks4x4 TrucksWork TrucksAWD SUVsFord TrucksChevrolet TrucksToyota TrucksTrucks Under $10,000Cars Under $15,000Sports Cars Under $20,000Trucks Under $20,000Used Sedans for Sale with Low Mileage in WinchesterUsed SUVs / Crossovers for Sale with Low Mileage in WinchesterUsed Hatchbacks for Sale with Low Mileage in WinchesterUsed Convertibles for Sale with Low Mileage in WinchesterUsed Vans for Sale with Low Mileage in WinchesterUsed Minivans for Sale with Low Mileage in WinchesterUsed Pickup Trucks for Sale with Low Mileage in WinchesterUsed Coupes for Sale with Low Mileage in WinchesterUsed Wagons for Sale with Low Mileage in Winchester
Used Ford F-150 for Sale with Tow Package in WinchesterUsed Chevrolet Silverado 1500 for Sale with Tow Package in WinchesterUsed RAM 1500 for Sale with Tow Package in WinchesterUsed GMC Sierra 1500 for Sale with Tow Package in WinchesterUsed Toyota Tacoma for Sale with Tow Package in WinchesterUsed Ford F-250 Super Duty for Sale with Tow Package in WinchesterUsed RAM 2500 for Sale with Tow Package in WinchesterUsed Chevrolet Silverado 2500HD for Sale with Tow Package in WinchesterUsed Toyota Tundra for Sale with Tow Package in WinchesterUsed Chevrolet Colorado for Sale with Tow Package in WinchesterUsed Jeep Gladiator for Sale with Tow Package in WinchesterUsed GMC Sierra 2500HD for Sale with Tow Package in Winchester
