CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Single Cab Pickup Trucks for Sale in Winchester, VA

1,011 results
Winchester, VA
2024 Ford F-350 Super Duty Chassis XL DRW RWD Malloy Ford of Alexandria

2024 Ford F-350 Super Duty Chassis

XL DRW RWD

310 miles

$49,300

Good Deal
Alexandria, VA
59 mi away
Year:
2024
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
330 hp 6.7L V8 Biodiesel
Exterior color:
Oxford White
Fuel type:
Biodiesel
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
310
Stock number:
PC4205
VIN:
1FDRF3GT8REC92144

Sponsored

2023 Ford F-350 Super Duty Chassis XL DRW 4WD

2023 Ford F-350 Super Duty Chassis

XL DRW 4WD

17,991 miles

$55,473

Fair Deal
Front Royal, VA
14 mi away
Year:
2023
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
335 hp 7.3L V8
Exterior color:
Oxford White
Fuel type:
Gasoline
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
17,991
Stock number:
SM5371
VIN:
1FDRF3HN1PDA11076

Sponsored

2018 Ford F-150 XL 4WD

2018 Ford F-150

XL 4WD

64,369 miles

$18,000

Good Deal
Morgantown, WV
99 mi away
Year:
2018
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
325 hp 2.7L V6
Exterior color:
Lightning Blue
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Medium Earth Gray
Transmission:
Automatic
Mileage:
64,369
Stock number:
E6T168758A
VIN:
1FTMF1EPXJKD42055

Sponsored

2021 RAM 1500 Classic Express 4WD

2021 RAM 1500

Classic Express 4WD

44,851 miles

$26,495

Good Deal
Johnstown, PA
85 mi away
Year:
2021
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Gray (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
44,851
Stock number:
26086A
VIN:
3C6JR7AT5MG648101

2020 Chevrolet Silverado 2500HD Work Truck Regular Cab LB RWD

2020 Chevrolet Silverado 2500HD

Work Truck Regular Cab LB RWD

99,491 miles

$22,999

Great Deal
Harrisonburg, VA
63 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
401 hp 6.6L V8
Exterior color:
Northsky Blue Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
99,491
Stock number:
28791
VIN:
1GC0WLE76LF172329

2020 Chevrolet Silverado 2500HD Work Truck Regular Cab LB RWD

2020 Chevrolet Silverado 2500HD

Work Truck Regular Cab LB RWD

106,225 miles

$21,759

Great Deal
Harrisonburg, VA
63 mi away
Year:
2020
Make:
Chevrolet
Model:
Silverado 2500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
401 hp 6.6L V8
Exterior color:
Northsky Blue Metallic
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
6-Speed Automatic
Mileage:
106,225
Stock number:
28680
VIN:
1GC0WLE74LF172300

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Work Truck Regular Cab LB RWD

15,871 miles

$25,999

Great Deal
Harrisonburg, VA
64 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
15,871
Stock number:
U-07321
VIN:
3GCNAAED3RG265380

Preparing for a close up...

Photos coming soon

2019 Chevrolet Silverado 1500

Work Truck LB RWD

126,000 miles

$12,875

Fair Deal
Fort Washington, MD
70 mi away
Year:
2019
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
126,000
Stock number:
F1189
VIN:
3GCNWAEH3KG267351

Preparing for a close up...

Photos coming soon

2024 Ford E-Series Chassis

E-350 SD Cutaway RWD

29,592 miles

$39,900

Great Deal
Fayetteville, PA
61 mi away
Year:
2024
Make:
Ford
Model:
E-Series Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
325 hp 7.3L V8
Exterior color:
White
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
29,592
Stock number:
3591
VIN:
1FDWE3FN5RDD23591

Preparing for a close up...

Photos coming soon

2018 Chevrolet Silverado 1500

Work Truck LB RWD

127,759 miles

$12,950

Fair Deal
Harrisonburg, VA
61 mi away
Year:
2018
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
4.3L V6 Flex Fuel Vehicle
Exterior color:
White
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
127,759
Stock number:
26529
VIN:
1GCNCNEH2JZ125278

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Work Truck Regular Cab 4WD

4,763 miles

$32,499

Good Deal
Warrenton, VA
37 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Dark Ash Metallic
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
4,763
Stock number:
65535AA
VIN:
3GCNDAEK4RG244415

Preparing for a close up...

Photos coming soon

2014 Ford E-Series Chassis

E-350 Super Duty 138 Cutaway RWD

100,518 miles

$17,000

Good Deal
Woodbridge, VA
61 mi away
Year:
2014
Make:
Ford
Model:
E-Series Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
255 hp 5.4L V8 Flex Fuel Vehicle
Exterior color:
Black
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Flint
Transmission:
5-Speed Automatic Overdrive
Mileage:
100,518
Stock number:
HT0065A
VIN:
1FDWE3FL1EDA17190

Preparing for a close up...

Photos coming soon

2016 Ford F-350 Super Duty Chassis

XLT 4WD

85,699 miles

$28,500

Good Deal
Glen Burnie, MD
83 mi away
Year:
2016
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
300 hp 6.7L V8 Biodiesel
Exterior color:
White
Fuel type:
Biodiesel
Interior color:
Gray
Transmission:
5-Speed Automatic
Mileage:
85,699
Stock number:
Cmc 111
VIN:
1FDRF3FT9GEC17208

Preparing for a close up...

Photos coming soon

2014 Ford F-150

FX4 Tremor 4WD

126,043 miles

$16,900

Good Deal
Springfield, VA
59 mi away
Year:
2014
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
365 hp 3.5L V6
Exterior color:
Ruby Red Metallic Tinted Clearcoat
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
126,043
Stock number:
GAM5949
VIN:
1FTMF1ETXEFB26475

Preparing for a close up...

Photos coming soon

2025 Chevrolet Silverado 1500

Work Truck Regular Cab 4WD

12,505 miles

$31,810

Good Deal
Prince Frederick, MD
94 mi away
Year:
2025
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Summit White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
12,505
Stock number:
SG303351A
VIN:
3GCNKAEKXSG303351

Preparing for a close up...

Photos coming soon

2011 Ford Ranger

Sport SuperCab

161,895 miles

$8,950

Good Deal
Madison, VA
57 mi away
Year:
2011
Make:
Ford
Model:
Ranger
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
207 hp 4L V6
Exterior color:
White
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Transmission:
5-Speed Automatic
Mileage:
161,895
Stock number:
MF26045
VIN:
1FTKR1EEXBPA56773

Preparing for a close up...

Photos coming soon

2014 RAM 1500

Tradesman 4WD

59,773 miles

$18,950

Fair Deal
Madison, VA
57 mi away
Year:
2014
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
White
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
59,773
Stock number:
AD26066
VIN:
3C6JR7AT7EG159247

Preparing for a close up...

Photos coming soon

2013 RAM 1500

Tradesman LB RWD

108,494 miles

$11,495

Fair Deal
Stafford, VA
63 mi away
Year:
2013
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
305 hp 3.6L V6 Flex Fuel Vehicle
Exterior color:
Blue
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
108,494
Stock number:
G563090
VIN:
3C6JR6DG5DG563090

Preparing for a close up...

Photos coming soon

2024 GMC Sierra 1500

Pro Regular Cab 4WD

29,005 miles

$31,934

Good Deal
Certified Pre-Owned
Winchester, VA
1 mi away
Year:
2024
Make:
GMC
Model:
Sierra 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
310 hp 2.7L I4
Exterior color:
Sterling Metallic
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Jet Black
Transmission:
Automatic
Mileage:
29,005
Stock number:
TF191074A
VIN:
3GTNUAEK4RG340156

Preparing for a close up...

Photos coming soon

2020 RAM 1500

Classic Express RWD

93,083 miles

$19,995

Good Deal
Manchester, PA
98 mi away
Year:
2020
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
305 hp 3.6L V6
Exterior color:
Diamond Black Crystal Pearlcoat
Combined gas mileage:
21 MPG
Fuel type:
Gasoline
Interior color:
Diesel Gray/Black
Transmission:
8-Speed Automatic
Mileage:
93,083
Stock number:
M290082
VIN:
3C6JR6AG6LG290082

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Work Truck Regular Cab LB RWD

16,137 miles

$27,777

Fair Deal
Warrenton, VA
37 mi away
Year:
2024
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
355 hp 5.3L V8
Exterior color:
Summit White
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
16,137
Stock number:
P9540
VIN:
3GCNAAED6RG344736

Preparing for a close up...

Photos coming soon

2023 RAM 3500 Chassis

Tradesman Regular Cab 4WD

1,822 miles

$41,825

Good Deal
Glen Burnie, MD
83 mi away
Year:
2023
Make:
RAM
Model:
3500 Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
370 hp 6.4L V8
Exterior color:
Diamond Black Crystal Pearlcoat
Fuel type:
Gasoline
Interior color:
Diesel Gray/Black
Transmission:
6-Speed Automatic
Mileage:
1,822
Stock number:
231385
VIN:
3C7WR9AJ5PG578888

Preparing for a close up...

Photos coming soon

2013 Ford F-150

XL 4WD

103,551 miles

$10,999

Great Deal
Culpeper, VA
48 mi away
Year:
2013
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 5L V8 Flex Fuel Vehicle
Exterior color:
White
Combined gas mileage:
16 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
Automatic
Mileage:
103,551
Stock number:
09
VIN:
1FTMF1EFXDFC72920

Preparing for a close up...

Photos coming soon

2002 Dodge Dakota

Sport Club Cab RWD

105,100 miles

$7,495

Fair Deal
Laurel, MD
72 mi away
Year:
2002
Make:
Dodge
Model:
Dakota
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Rear-Wheel Drive
Engine:
175 hp 3.9L V6
Exterior color:
Gray
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
105,100
Stock number:
T-11470
VIN:
1B7GL32X92S723600

Sponsored

  • Toyota Trucks for Sale in Winchester VA

  • Classic Trucks for Sale in Winchester VA

  • Manual Transmission Trucks for Sale in Winchester VA

  • OBS (1987 - 1997) Ford Trucks for Sale in Winchester VA

  • 1980s-era Trucks for Sale in Winchester VA

  • Manual Diesel Trucks for Sale in Winchester VA

  • Used Electric Pickup Trucks for Sale

  • Single Cab Pickup Trucks for Sale in Hagerstown MD

  • Single Cab Pickup Trucks for Sale in Cumberland MD

  • Single Cab Pickup Trucks for Sale in Manassas VA

  • Single Cab Pickup Trucks for Sale in Harrisonburg VA

  • Single Cab Pickup Trucks for Sale in Washington DC

  • Single Cab Pickup Trucks for Sale in Fredericksburg VA

  • Single Cab Pickup Trucks for Sale in Hanover PA

  • Single Cab Pickup Trucks for Sale in Charlottesville VA

  • Single Cab Pickup Trucks for Sale in Baltimore MD

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Ourisman Ford of Manassas

  • Kingstowne Motorcars

  • Lindsay Chrysler Dodge Jeep Ram

  • Country Chevrolet, Inc.

  • Koons Sterling Ford

  • AutoNation Honda Dulles

  • Nine Stars Auto Group

  • Dulles Kia

  • Car Vault

  • Catalan Auto Group LLC

  • Epic Motors of Chantilly

  • Safe Auto

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.