Used Pickup Trucks for Sale nearWinchester, VA

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Year:
2024
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
43,413
Stock #:
A13390
VIN:
1FTEW2LP5RFA39444
Black 2024 Ford F-150 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$700

Toothman Ford

Sponsored by Toothman Ford

2024 Ford F-150

STX SuperCrew 4WD

43,413 mi

Grafton, WV
100 mi away
Great Deal

$34,697

$33,997

Year:
2023
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:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
51,289
Stock #:
PW6300
VIN:
2GCUDGED9P1153646
Summit White 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2023 Chevrolet Silverado 1500

LTZ Crew Cab 4WD

51,289 mi

Mount Airy, MD
57 mi away
Fair Deal

$42,199

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
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,876 mi

Shippensburg, PA
70 mi away
Fair Deal

$37,271

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
Black 2021 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2021 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

58,876 mi

Shippensburg, PA
70 mi away
Fair Deal

$37,271

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
White 2021 Honda Ridgeline Pickup Truck All-Wheel Drive 9-Speed Automatic
Price drop

-$2,000

 

2021 Honda Ridgeline

Sport AWD

63,445 mi

Cockeysville, MD
84 mi away
Great Deal

$26,670

$24,670

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
Silver 2023 Ford Maverick Pickup Truck  Continuously Variable Transmission
Price drop

-$1,000

 

2023 Ford Maverick

12,689 mi

Waldorf, MD
78 mi away
Great Deal
Manufacturer certified

$26,799

$25,799

Year:
2018
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
370 hp 6.7L I6 Diesel
Exterior color:
Pearl White
Fuel type:
Diesel
Interior color:
Canyon Brown/Light Frost Beige
Transmission:
6-Speed Automatic
Mileage:
126,012
Stock #:
P4710A
VIN:
3C6UR5GL2JG237291
Pearl White 2018 RAM 2500 Pickup Truck Four-Wheel Drive 6-Speed Automatic
Price drop

-$2,499

 

2018 RAM 2500

Laramie Longhorn Crew Cab 4WD

126,012 mi

Winchester, VA
1 mi away
Good Deal

$41,994

$39,495

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
Black 2017 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic

 

2017 Chevrolet Silverado 1500

LT Double Cab 4WD

133,888 mi

Colonial Beach, VA
93 mi away
Good Deal

$15,995

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
Blue Stone 2022 Hyundai Santa Cruz Pickup Truck All-Wheel Drive 8-Speed Automatic
Price drop

-$481

 

2022 Hyundai Santa Cruz

SEL Crew Cab AWD

43,771 mi

Glen Burnie, MD
83 mi away
Great Deal

$22,545

$22,064

Popular Pickup Truck reviews
4.5 Overall rating(10221 reviews)
Britt O says...
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.
Josiah L says...
Apr 23, 2026
2020 Ford XLT Crew Cab 4WD
Great condition really nice interior, really good priced drives and runs great
Jesse S says...
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
Dale W says...
Dec 6, 2025
2019 Ford XLT SuperCrew RWD
Great vehicle! Has everything I need in a strong durable truck! Will definitely buy Ford again.
Aristotle A says...
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:
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
Agate Black Metallic 2019 Ford F-250 Super Duty Pickup Truck Four-Wheel Drive 6-Speed Automatic
New arrival

 

2019 Ford F-250 Super Duty

Lariat Crew Cab 4WD

30,455 mi

Fallston, MD
98 mi away
Good Deal

$52,000

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:
Summit White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
51,041
Stock #:
U17576
VIN:
3GCUDCED9RG116292
Summit White 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
Price drop

-$1,747

 

2024 Chevrolet Silverado 1500

Custom Trail Boss Crew Cab 4WD

51,041 mi

Waynesboro, PA
51 mi away
Great Deal

$39,697

$37,950

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
Sterling Gray Metallic 2024 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2024 Chevrolet Silverado 1500

LT Crew Cab 4WD

11,339 mi

Cockeysville, MD
84 mi away
Good Deal

$41,872

Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Gray
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
35,919
Stock #:
97117
VIN:
3GCPDBEK7PG186277
Gray 2023 Chevrolet Silverado 1500 Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2023 Chevrolet Silverado 1500

Custom Crew Cab 4WD

35,919 mi

Hanover, PA
77 mi away
Great Deal

$32,388

Year:
2023
Make:
Toyota
Model:
Tundra
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
389 hp 3.4L V6
Exterior color:
Black
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
33,147
Stock #:
DH11818
VIN:
5TFJA5DB2PX111046
Black 2023 Toyota Tundra Pickup Truck Four-Wheel Drive Automatic

Sponsored Listing

2023 Toyota Tundra

Limited CrewMax Cab 4WD

33,147 mi

Chantilly, VA
42 mi away
Fair Deal
Manufacturer certified

$46,994

4.5 Overall rating for Pickup Truck

(10221 reviews)

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Britt O

4.0

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

5.0

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

5.0

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

5.0

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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