Pickup Trucks for Sale inWinchester, VA
25,850 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- 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
Sponsored by Stuckey GMC
2022 Jeep Gladiator
Sport S Crew Cab 4WD
38,989 mi
Altoona, PA
91 mi away
Good Deal
$29,487
- Year:
- 2020
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 325 hp 2.7L V6
- Exterior color:
- Silver Metallic
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 108,324
- Stock #:
- 161716B
- VIN:
- 1FTEX1EP8LFB83291
Sponsored Listing
2020 Ford F-150
XLT SuperCab 4WD
108,324 mi
Bethesda, MD
59 mi away
Good Deal
$20,195
- Year:
- 2020
- 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:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,692
- Stock #:
- S263748A
- VIN:
- 1GCUYDED6LZ155892
Sponsored Listing
2020 Chevrolet Silverado 1500
LT Crew Cab 4WD
96,692 mi
Glen Burnie, MD
83 mi away
Fair Deal
$28,288
- Year:
- 2020
- 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 Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,878
- Stock #:
- U-06168
- VIN:
- 1C6SRFJT4LN193889
2020 RAM 1500
Laramie Crew Cab 4WD
81,878 mi
Harrisonburg, VA
64 mi away
Great Deal
$28,244
- 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
Good Deal
$39,092
- 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
Price drop
-$1,131
2023 Nissan Frontier
PRO-X Crew Cab RWD
45,855 mi
Charlottesville, VA
78 mi away
Great Deal
$30,787
$29,656
- 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:
- Shadow Gray Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Jet Black
- Transmission:
- Automatic
- Mileage:
- 57,123
- Stock #:
- B34814
- VIN:
- 3GCUYDET1MG103840
Price drop
-$1,845
2021 Chevrolet Silverado 1500
LT Crew Cab 4WD
57,123 mi
Waynesboro, PA
52 mi away
Good Deal
$32,718
$30,873
- Year:
- 2020
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Crystal Metallic
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89,956
- Stock #:
- 641032A
- VIN:
- 1C6SRFJT4LN297105
2020 RAM 1500
Laramie Crew Cab 4WD
89,956 mi
Cockeysville, MD
84 mi away
Fair Deal
$32,091
- 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:
- 2025
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6
- Exterior color:
- Flame Red Clearcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 21,502
- Stock #:
- 4616
- VIN:
- 1C6SRFFP1SN503247
2025 RAM 1500
Big Horn Crew Cab 4WD
21,502 mi
Cockeysville, MD
84 mi away
Good Deal
$39,791
- Year:
- 2020
- Make:
- Toyota
- Model:
- Tundra
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 381 hp 5.7L V8
- Exterior color:
- Brown
- Combined gas mileage:
- 15 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown
- Transmission:
- Automatic
- Mileage:
- 110,277
- Stock #:
- 70151440
- VIN:
- 5TFAY5F12LX944260
Price drop
-$1,000
2020 Toyota Tundra
1794 Edition CrewMax 4WD
110,277 mi
White Marsh, MD
93 mi away
Good Deal
$37,998
$36,998
- 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
2020 Ford F-150
Platinum SuperCrew 4WD
37,889 mi
Windber, PA
82 mi away
Great Deal
$40,486
- Year:
- 2019
- Make:
- Honda
- Model:
- Ridgeline
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 280 hp 3.5L V6
- Exterior color:
- Lunar Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black/Gray
- Transmission:
- 6-Speed Automatic
- Mileage:
- 52,412
- Stock #:
- C164288A
- VIN:
- 5FPYK2F25KB006664
2019 Honda Ridgeline
RT FWD
52,412 mi
Suitland, MD
71 mi away
Good Deal
$21,799
- Year:
- 2020
- Make:
- Chevrolet
- Model:
- Silverado 2500HD
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 401 hp 6.6L V8
- Exterior color:
- Summit White
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 41,886
- Stock #:
- UF287188
- VIN:
- 1GC4YME76LF287188
2020 Chevrolet Silverado 2500HD
Custom Crew Cab 4WD
41,886 mi
Oakland, MD
68 mi away
Fair Deal
$42,295
- 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:
- Diamond Black
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,843
- Stock #:
- 4646
- VIN:
- 1C6RRFFG8PN517703
2023 RAM 1500
Big Horn Crew Cab 4WD
19,843 mi
Cockeysville, MD
84 mi away
Fair Deal
$37,591
- Year:
- 2018
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 395 hp 5.7L V8
- Exterior color:
- Delmonico Red Pearlcoat
- Combined gas mileage:
- 18 MPG
- Fuel type:
- Gasoline
- Interior color:
- Diesel Gray/Black
- Transmission:
- Automatic
- Mileage:
- 85,788
- Stock #:
- 40023A
- VIN:
- 3C6RR7LT7JG130860
New arrival
2018 RAM 1500
Big Horn Crew Cab 4WD
85,788 mi
Fredericksburg, VA
71 mi away
Great Deal
$18,995
- Year:
- 2007
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 248 hp 4.6L V8
- Exterior color:
- Bright Red Clearcoat
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 4-Speed Automatic Overdrive
- Mileage:
- 156,873
- Stock #:
- TF6813B
- VIN:
- 1FTRX14W97NA80886
Price drop
-$163
2007 Ford F-150
XLT SuperCab Short Bed 4WD
156,873 mi
Winchester, VA
1 mi away
Great Deal
$5,995
$5,832
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 10,048
- Stock #:
- B34727
- VIN:
- 1C6HJTAG7RL103027
2024 Jeep Gladiator
Sport Crew Cab 4WD
10,048 mi
Waynesboro, PA
52 mi away
Great Deal
$32,550
- 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:
- Cajun Red Tintcoat
- Combined gas mileage:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,037
- Stock #:
- UF149141
- VIN:
- 1GCGTDEN8J1149141
2018 Chevrolet Colorado
Z71 Crew Cab 4WD
37,037 mi
Oakland, MD
68 mi away
Fair Deal
$27,695
- 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:
- Silver
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 22,718
- Stock #:
- WA43982N
- VIN:
- 3C6UR5DJ6KG712168
New arrival
2019 RAM 2500
Big Horn Crew Cab 4WD
22,718 mi
Waldorf, MD
78 mi away
Fair Deal
$37,799
- 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:
- 2024
- 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:
- 20 MPG
- Fuel type:
- Gasoline
- Interior color:
- Jet Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,459
- Stock #:
- 19669A
- VIN:
- 1GCPTBEK8R1148903
2024 Chevrolet Colorado
Work Truck Crew Cab 4WD
44,459 mi
Harrisonburg, VA
63 mi away
Great Deal
$27,692
- Year:
- 2026
- Make:
- RAM
- Model:
- 1500
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 3L I6
- Exterior color:
- Forged Blue Metallic
- Combined gas mileage:
- 21 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 19,109
- Stock #:
- TN265322
- VIN:
- 1C6SRFLP6TN265322
New arrival
2026 RAM 1500
Rebel Crew Cab 4WD
19,109 mi
Winchester, VA
4 mi away
Great Deal
$46,548
- Year:
- 2016
- Make:
- Ford
- Model:
- F-150
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- 4X2
- Engine:
- 325 hp 2.7L V6
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 126,694
- Stock #:
- 2619046A
- VIN:
- 1FTEX1CPXGFD13564
Sponsored Listing
2016 Ford F-150
XLT SuperCab
126,694 mi
Alexandria, VA
65 mi away
Good Deal
$14,999
Pickup Trucks for Sale in Hagerstown MDPickup Trucks for Sale in Cumberland MDPickup Trucks for Sale in Manassas VAPickup Trucks for Sale in Harrisonburg VAPickup Trucks for Sale in Washington DCPickup Trucks for Sale in Fredericksburg VAPickup Trucks for Sale in Hanover PAPickup Trucks for Sale in Charlottesville VAPickup Trucks for Sale in Baltimore MD
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
