Used Pickup Trucks for Sale nearWinchester, VA
10,923 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2018
- 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:
- Jet Black/Dark Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,159
- Stock #:
- P682R
- VIN:
- 1GCGTBEN9J1117710
New arrival
Sponsored by Safford Chrysler Jeep Dodge Ram Fiat of Fredericksburg
2018 Chevrolet Colorado
Work Truck Crew Cab 4WD
24,159 mi
Fredericksburg, VA
73 mi away
Good Deal
$23,998
- 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:
- Boulder Gray
- Fuel type:
- Gasoline
- Interior color:
- Gray (Steel)
- Transmission:
- 9-Speed Automatic Overdrive
- Mileage:
- 26,779
- Stock #:
- D17330P
- VIN:
- 1N6ED1EK8TN603597
Price drop
-$1,000
Sponsored Listing
2026 Nissan Frontier
PRO-4X Crew Cab 4WD
26,779 mi
Manassas, VA
47 mi away
Good Deal
$35,996
$34,996
- Year:
- 2018
- Make:
- GMC
- Model:
- Sierra 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 111,758
- Stock #:
- ZD2161
- VIN:
- 3GTU1NER0JG105444
Sponsored Listing
2018 GMC Sierra 1500
SLT Crew Cab
111,758 mi
Fredericksburg, VA
72 mi away
Fair Deal
$23,994
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 24,790
- Stock #:
- 50601
- VIN:
- 3TMLB5JN9RM050601
Price drop
-$1,000
2024 Toyota Tacoma
TRD Sport Double Cab 4WD
24,790 mi
Winchester, VA
3 mi away
Great Deal
$38,694
$37,694
- Year:
- 2024
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Summit White
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Timber
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,347
- Stock #:
- M266896
- VIN:
- 1GTP6DEK9R1266896
2024 GMC Canyon
AT4 Crew Cab 4WD
21,347 mi
Manchester, PA
98 mi away
Great Deal
$37,485
- Year:
- 2017
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 278 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Mileage:
- 58,810
- Stock #:
- Z0013
- VIN:
- 3TMCZ5AN8HM096642
New arrival
2017 Toyota Tacoma
SR V6 Double Cab 4WD
58,810 mi
Harrisonburg, VA
63 mi away
Great Deal
$26,038
- Year:
- 2015
- 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:
- Silver Ice Metallic
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 90,961
- Stock #:
- 926058B
- VIN:
- 1GC1KVEG2FF586028
2015 Chevrolet Silverado 2500HD
LT Crew Cab 4WD
90,961 mi
Shippensburg, PA
71 mi away
Good Deal
$25,440
- 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:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 94,224
- Stock #:
- 191699
- VIN:
- 1GTR9CEK7NZ191699
New arrival
2022 GMC Sierra 1500 Limited
Elevation Double Cab 4WD
94,224 mi
Manchester, MD
77 mi away
Great Deal
$26,134
- Year:
- 2015
- Make:
- Ford
- Model:
- F-350 Super Duty
- Body type:
- Pickup Truck
- Doors:
- 2 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 316 hp 6.2L V8 Flex Fuel Vehicle
- Exterior color:
- Blue
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Adobe
- Transmission:
- 6-Speed Automatic
- Mileage:
- 8,329
- Stock #:
- FF9669A
- VIN:
- 1FDRF3B69FEC17711
New arrival
2015 Ford F-350 Super Duty
XL LB 4WD
8,329 mi
Wheaton, MD
60 mi away
Great Deal
$23,295
- Year:
- 2026
- Make:
- Ford
- Model:
- Maverick
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 238 hp 2L I4
- Exterior color:
- Gray
- Combined gas mileage:
- 26 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,106
- Stock #:
- ZTRA01659
- VIN:
- 3FTTW8JA8TRA01659
New arrival
2026 Ford Maverick
XLT SuperCrew AWD
18,106 mi
Chambersburg, PA
60 mi away
Fair Deal
$31,378
- Year:
- 2025
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 9,335
- Stock #:
- B34919
- VIN:
- 1C6RRFFG9SN507772
Price drop
-$923
2025 RAM 1500
Big Horn Crew Cab 4WD
9,335 mi
Waynesboro, PA
52 mi away
Great Deal
$38,210
$37,287
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Silverado 3500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 6.6L V8 Biodiesel
- Exterior color:
- Black
- Fuel type:
- Biodiesel
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 153,256
- Stock #:
- 21777
- VIN:
- 1GC4YVEY1MF102061
2021 Chevrolet Silverado 3500HD
High Country Crew Cab LB 4WD
153,256 mi
Dunbar, PA
96 mi away
Fair Deal
$44,034
- 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:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,837
- Stock #:
- ZLL170264
- VIN:
- 1C6HJTAG5LL170264
2020 Jeep Gladiator
Sport S Crew Cab 4WD
46,837 mi
Chambersburg, PA
60 mi away
Good Deal
$25,978
Popular Pickup Truck reviews
4.5 Overall rating(10225 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:
- 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:
- White
- Fuel type:
- Flex Fuel Vehicle
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 124,300
- Stock #:
- 21476
- VIN:
- 1FT7W2B61LEE09299
2020 Ford F-250 Super Duty
XL Crew Cab 4WD
124,300 mi
Dunbar, PA
96 mi away
Great Deal
$24,654
- Year:
- 2017
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Gray
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 118,600
- Stock #:
- K1260
- VIN:
- 3C6UR5CJXHG612875
2017 RAM 2500
Tradesman Crew Cab 4WD
118,600 mi
Spotsylvania, VA
79 mi away
Good Deal
$19,999
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 308 hp 3.6L V6
- Exterior color:
- Gray (Steel Metallic)
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 41,052
- Stock #:
- NP277072
- VIN:
- 1GCGTCEN8N1277072
2022 Chevrolet Colorado
LT Crew Cab 4WD
41,052 mi
Towson, MD
85 mi away
Good Deal
$27,700
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 200 hp 2.5L I4
- Exterior color:
- White
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 146,983
- Stock #:
- W26-37
- VIN:
- 1GCHTCEA6L1166549
2020 Chevrolet Colorado
LT Extended Cab 4WD
146,983 mi
Ruckersville, VA
66 mi away
Fair Deal
$15,808
- Year:
- 2019
- Make:
- Ford
- Model:
- Ranger
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 2.3L I4
- Exterior color:
- Gray (Magnetic Metallic)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black (Ebony)
- Transmission:
- Automatic
- Mileage:
- 61,473
- Stock #:
- N620761
- VIN:
- 1FTER4FH4KLB20448
Price drop
-$500
2019 Ford Ranger
XL SuperCrew 4WD
61,473 mi
Johnstown, PA
87 mi away
Good Deal
$22,980
$22,480
- Year:
- 2021
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 200 hp 2.5L I4
- Exterior color:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 65,704
- Stock #:
- ZA10182
- VIN:
- 1GCHSCEA8M1252241
Price drop
-$655
2021 Chevrolet Colorado
LT Extended Cab RWD
65,704 mi
Fredericksburg, VA
70 mi away
Good Deal
$17,845
$17,190
- 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
-$1,297
2024 Chevrolet Silverado 1500
RST Crew Cab 4WD
23,927 mi
Waynesboro, PA
52 mi away
Great Deal
$42,187
$40,890
- Year:
- 2026
- 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:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 6,001
- Stock #:
- PC4500A
- VIN:
- 3GTUUGEL1TG128121
Price drop
-$10,200
2026 GMC Sierra 1500
Denali Crew Cab 4WD
6,001 mi
Alexandria, VA
59 mi away
Great Deal
$64,895
$54,695
- 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:
- Billet Silver Metallic Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 12,840
- Stock #:
- U-08052
- VIN:
- 3C6UR5DJ3RG161949
New arrival
2024 RAM 2500
Big Horn Crew Cab 4WD
12,840 mi
Harrisonburg, VA
64 mi away
Fair Deal
$46,084
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,129
- Stock #:
- RM4417
- VIN:
- 1C6RJTBG2TL151836
Sponsored Listing
2026 Jeep Gladiator
Rubicon Crew Cab 4WD
11,129 mi
Bedford, PA
61 mi away
Fair Deal
$43,985
4.5 Overall rating for Pickup Truck
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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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