Best Pickup Trucks For Sale inWinchester, VA
2,940 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 305 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,257
- Stock #:
- FA539532
- VIN:
- 1C6RRFFG7PN539532
Sponsored by Ourisman Chevrolet of Marlow Heights
2023 RAM 1500
Big Horn Crew Cab 4WD
45,257 mi
Marlow Heights, MD
70 mi away
Fair Deal
$32,650
- Year:
- 2023
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Flame Red Clearcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- Automatic
- Mileage:
- 17,458
- Stock #:
- 897850
- VIN:
- 1C6SRFFT3PN609882
Sponsored Listing
2023 RAM 1500
Big Horn Crew Cab 4WD
17,458 mi
Oakland, MD
66 mi away
Great Deal
$36,886
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 355 hp 5.3L V8
- Exterior color:
- Glacier Blue Metallic
- Combined gas mileage:
- 17 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 90,263
- Stock #:
- B34786
- VIN:
- 1GCUDEED0NZ575510
Sponsored Listing
2022 Chevrolet Silverado 1500
RST Crew Cab 4WD
90,263 mi
Waynesboro, PA
52 mi away
Good Deal
$33,485
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 95,114
- Stock #:
- PML510778
- VIN:
- 1C6HJTAG4ML510778
Price drop
-$1,695
2021 Jeep Gladiator
80th Anniversary Edition Crew Cab 4WD
95,114 mi
Martinsburg, WV
22 mi away
Great Deal
$25,075
$23,955
- Year:
- 2021
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 410 hp 6.4L V8
- Exterior color:
- Gray (Maximum Steel Metallic Clear Coat)
- Fuel type:
- Gasoline
- Interior color:
- Black/Diesel Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,720
- Stock #:
- 52294
- VIN:
- 3C6UR5HJXMG652294
New arrival
2021 RAM 2500
Tradesman Crew Cab LB 4WD
83,720 mi
Bowie, MD
79 mi away
Fair Deal
$29,339
- 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:
- Diamond Black
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 24,731
- Stock #:
- Q260103B
- VIN:
- 1C6SRFJT7NN460722
2022 RAM 1500
Laramie Crew Cab 4WD
24,731 mi
Thurmont, MD
51 mi away
Great Deal
$37,381
- Year:
- 2023
- Make:
- GMC
- Model:
- Canyon
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Desert Sand Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Timber
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,606
- Stock #:
- PP1168973
- VIN:
- 1GTP6DEK8P1168973
2023 GMC Canyon
AT4 Crew Cab 4WD
47,606 mi
Martinsburg, WV
22 mi away
Fair Deal
$36,426
- 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
2023 Nissan Frontier
PRO-X Crew Cab RWD
45,855 mi
Charlottesville, VA
78 mi away
Great Deal
$29,605
- 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:
- Ash
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,221
- Stock #:
- Q260423B
- VIN:
- 3GCPDBEK5PG214724
Price drop
-$1,931
2023 Chevrolet Silverado 1500
Custom Crew Cab 4WD
61,221 mi
Thurmont, MD
51 mi away
Good Deal
$31,887
$30,756
- Year:
- 2023
- Make:
- RAM
- Model:
- 2500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 370 hp 6.7L I6 Diesel
- Exterior color:
- Bright White Clearcoat
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 98,274
- Stock #:
- MP12448
- VIN:
- 3C6UR5FL6PG559684
New arrival
2023 RAM 2500
Laramie Crew Cab 4WD
98,274 mi
Charlottesville, VA
76 mi away
Fair Deal
$44,990
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,832
- Stock #:
- 27GT20A
- VIN:
- 3GCPDCEK5NG669558
New arrival
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
55,832 mi
Altoona, PA
91 mi away
Good Deal
$32,487
- 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:
- Firecracker Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 39,697
- Stock #:
- UC26099
- VIN:
- 1C6JJTBG6PL561672
Price drop
-$1,416
2023 Jeep Gladiator
Rubicon Crew Cab 4WD
39,697 mi
Martinsburg, WV
22 mi away
Great Deal
$35,060
$34,219
- 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:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Exterior color:
- Black
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 95,140
- Stock #:
- Q260622B
- VIN:
- 1GCPYCEK0NZ112898
2022 Chevrolet Silverado 1500
Custom Trail Boss Crew Cab 4WD
95,140 mi
Thurmont, MD
51 mi away
Fair Deal
$28,928
- Year:
- 2023
- Make:
- Chevrolet
- Model:
- Colorado
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Sterling Gray Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black/Adrenaline Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,945
- Stock #:
- Q260565A
- VIN:
- 1GCPTDEK9P1227201
2023 Chevrolet Colorado
Z71 Crew Cab 4WD
48,945 mi
Thurmont, MD
51 mi away
Good Deal
$33,298
- Year:
- 2023
- Make:
- Toyota
- Model:
- Tacoma
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 159 hp 2.7L I4
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Cement
- Transmission:
- 6-Speed Automatic
- Mileage:
- 53,311
- Stock #:
- G261429A
- VIN:
- 3TYAX5GN9PT078738
Price drop
-$998
2023 Toyota Tacoma
SR I4 Double Cab RWD
53,311 mi
Glen Burnie, MD
83 mi away
Good Deal
$28,796
$27,798
- Year:
- 2022
- Make:
- Chevrolet
- Model:
- Silverado 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 2.7L I4
- Exterior color:
- Glacier Blue Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 27,131
- Stock #:
- V26000A
- VIN:
- 3GCPDBEK5NG614375
Price drop
-$2,173
2022 Chevrolet Silverado 1500
Custom Crew Cab 4WD
27,131 mi
Pasadena, MD
85 mi away
Great Deal
$33,489
$31,316
- Year:
- 2023
- 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 Crystal Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 47,006
- Stock #:
- S5266B
- VIN:
- 1C6SRFFT4PN681528
2023 RAM 1500
Big Horn Crew Cab 4WD
47,006 mi
Somerset, PA
78 mi away
Good Deal
$35,643
- 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
$36,284
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 5,658
- Stock #:
- U-07807
- VIN:
- 1C6HJTAG2ML557260
2021 Jeep Gladiator
Sport Crew Cab 4WD
5,658 mi
Harrisonburg, VA
64 mi away
Good Deal
$31,077
- 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:
- 8-Speed 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
$28,918
- Year:
- 2023
- Make:
- Nissan
- Model:
- Frontier
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 310 hp 3.8L V6
- Exterior color:
- Baja Storm
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Steel)
- Transmission:
- 9-Speed Automatic
- Mileage:
- 47,470
- Stock #:
- 602892P
- VIN:
- 1N6ED1EK8PN602892
2023 Nissan Frontier
PRO-4X Crew Cab 4WD
47,470 mi
Pasadena, MD
84 mi away
Fair Deal
$33,839
- 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:
- Ash
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,751
- Stock #:
- C1937N
- VIN:
- 3GCPDKEK0PG129015
2023 Chevrolet Silverado 1500
LT Crew Cab 4WD
65,751 mi
Glen Burnie, MD
83 mi away
Good Deal
$30,797
- 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:
- Silver Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 31,470
- Stock #:
- 4571
- VIN:
- 1FTFW1E83PFA69656
Price drop
-$1,000
Sponsored Listing
2023 Ford F-150
XLT SuperCrew 4WD
31,470 mi
Cockeysville, MD
84 mi away
Good Deal
$39,799
$38,799
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