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

1,000 results
Winchester, VA
2016 GMC Sierra 2500HD Base LB 4WD Koons Ford of Annapolis

2016 GMC Sierra 2500HD

Base LB 4WD

114,827 miles

$22,900

Fair Deal
Annapolis, MD
88 mi away
Year:
2016
Make:
GMC
Model:
Sierra 2500HD
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
360 hp 6L V8 Flex Fuel Vehicle
Exterior color:
Summit White
Fuel type:
Flex Fuel Vehicle
Interior color:
Dark Ash/Jet Black
Transmission:
6-Speed Automatic Overdrive
Mileage:
114,827
Stock number:
T1003C
VIN:
1GT02REG1GZ344138

Sponsored

2024 Ford F-250 Super Duty XL LB 4WD

2024 Ford F-250 Super Duty

XL LB 4WD

4,906 miles

$48,573

Fair Deal
Front Royal, VA
14 mi away
Year:
2024
Make:
Ford
Model:
F-250 Super Duty
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
405 hp 6.8L V8 Flex Fuel Vehicle
Exterior color:
Oxford White
Fuel type:
Flex Fuel Vehicle
Interior color:
Medium Dark Slate
Transmission:
Automatic
Mileage:
4,906
Stock number:
AF5376
VIN:
1FTBF2BAXRED08706

Sponsored

2023 Chevrolet Silverado 1500 Work Truck RWD

2023 Chevrolet Silverado 1500

Work Truck RWD

47,342 miles

$22,500

Fair Deal
Woodbridge, VA
61 mi away
Year:
2023
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
310 hp 2.7L I4
Exterior color:
White
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
47,342
Stock number:
KWHP230820
VIN:
3GCNAAEK1PG155181

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

2013 Ford F-150 XLT LB

2013 Ford F-150

XLT LB

107,759 miles

$9,995

Good Deal
Baltimore, MD
85 mi away
Year:
2013
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
302 hp 3.7L V6 Flex Fuel Vehicle
Exterior color:
White
Combined gas mileage:
20 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
107,759
Stock number:
DKD85980
VIN:
1FTMF1CM0DKD85980

2019 RAM 1500 Classic Express RWD

2019 RAM 1500

Classic Express RWD

21,175 miles

$24,999

Fair Deal
Red Lion, PA
98 mi away
Year:
2019
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
395 hp 5.7L V8
Exterior color:
Red
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black (Charcoal)
Transmission:
8-Speed Automatic
Mileage:
21,175
VIN:
3C6JR6AT3KG621731

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

2013 RAM 1500

Tradesman LB RWD

108,494 miles

$10,195

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

2022 RAM 1500

Classic Tradesman 4WD

66,795 miles

$20,990

Good Deal
Keyser, WV
48 mi away
Year:
2022
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
305 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:
66,795
Stock number:
A3003
VIN:
3C6JR7AGXNG214132

Preparing for a close up...

Photos coming soon

2019 RAM 1500

Classic Tradesman LB 4WD

71,978 miles

$17,800

Good Deal
Red Lion, PA
98 mi away
Year:
2019
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
395 hp 5.7L V8
Exterior color:
Black
Combined gas mileage:
18 MPG
Fuel type:
Gasoline
Interior color:
Black (Charcoal)
Transmission:
8-Speed Automatic
Mileage:
71,978
VIN:
3C6JR7DT6KG511872

Preparing for a close up...

Photos coming soon

2017 RAM 1500

Tradesman LB RWD

158,138 miles

$8,995

Great Deal
Mount Crawford, VA
69 mi away
Year:
2017
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
305 hp 3.6L V6 Flex Fuel Vehicle
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
158,138
Stock number:
3586
VIN:
3C6JR6DGXHG573586

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Work Truck Regular Cab LB RWD

15,871 miles

$25,499

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

2009 Toyota Tacoma

Regular Cab

79,364 miles

$10,950

Good Deal
Madison, VA
57 mi away
Year:
2009
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
159 hp 2.7L I4
Exterior color:
White
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
4-Speed Automatic
Mileage:
79,364
Stock number:
D25965
VIN:
5TENX22N79Z638281

Preparing for a close up...

Photos coming soon

2025 Ford F-150

XL Regular Cab 4WD

10,651 miles

$49,999

Good Deal
Warrenton, VA
37 mi away
Year:
2025
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
400 hp 5L V8
Exterior color:
Blue Metallic
Combined gas mileage:
20 MPG
Fuel type:
Gasoline
Interior color:
Black W/Medium Dark Slate
Transmission:
Automatic
Mileage:
10,651
Stock number:
P9598A
VIN:
1FTMF1L52SKD51223

Preparing for a close up...

Photos coming soon

2020 RAM 2500

Tradesman 4WD

5,338 miles

$38,495

Fair Deal
Manchester, PA
99 mi away
Year:
2020
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
2 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:
5,338
Stock number:
U174243S
VIN:
3C6MR5AJ1LG174243

Preparing for a close up...

Photos coming soon

2024 Toyota Tacoma

SR XtraCab LB RWD

25,832 miles

$24,950

Great Deal
Woodbridge, VA
59 mi away
Year:
2024
Make:
Toyota
Model:
Tacoma
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
228 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
25,832
Stock number:
166246
VIN:
3TYJDAHN4RT006137

Preparing for a close up...

Photos coming soon

2016 Ford F-150

XL LB

153,623 miles

$10,950

Fair Deal
Harrisonburg, VA
61 mi away
Year:
2016
Make:
Ford
Model:
F-150
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
282 hp 3.5L V6 Flex Fuel Vehicle
Exterior color:
White
Combined gas mileage:
21 MPG
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray
Transmission:
6-Speed Automatic
Mileage:
153,623
Stock number:
26522
VIN:
1FTMF1C81GKE26348

Preparing for a close up...

Photos coming soon

2017 RAM 2500

Tradesman 4WD

89,500 miles

$20,950

Good Deal
Baltimore, MD
80 mi away
Year:
2017
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
383 hp 5.7L V8
Exterior color:
Black
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
89,500
Stock number:
3812
VIN:
3C6LR5AT6HG693812

Preparing for a close up...

Photos coming soon

2016 RAM 2500

Tradesman 4WD

21,984 miles

$26,990

Fair Deal
Fredericksburg, VA
72 mi away
Year:
2016
Make:
RAM
Model:
2500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
410 hp 6.4L V8
Exterior color:
Silver
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
21,984
Stock number:
LLM12724
VIN:
3C6MR5AJ1GG368714

Preparing for a close up...

Photos coming soon

2016 Ford F-350 Super Duty Chassis

XL DRW 4WD

96,370 miles

$25,000

Good Deal
Culpeper, VA
49 mi away
Year:
2016
Make:
Ford
Model:
F-350 Super Duty Chassis
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
Four-Wheel Drive
Engine:
385 hp 6.2L V8 Flex Fuel Vehicle
Exterior color:
Oxford White
Fuel type:
Flex Fuel Vehicle
Interior color:
Gray (Steel)
Transmission:
6-Speed Automatic
Mileage:
96,370
Stock number:
23411AA
VIN:
1FDRF3H67GEB98472

Preparing for a close up...

Photos coming soon

2019 RAM 1500

Classic Tradesman LB 4WD

14,624 miles

$26,999

Fair Deal
Manchester, PA
99 mi away
Year:
2019
Make:
RAM
Model:
1500
Body type:
Pickup Truck
Doors:
2 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:
Diesel Gray/Black
Transmission:
8-Speed Automatic
Mileage:
14,624
Stock number:
U502555A
VIN:
3C6JR7DT4KG502555

Preparing for a close up...

Photos coming soon

2022 Chevrolet Silverado 1500

Work Truck Regular Cab LB RWD

86,252 miles

$17,995

Fair Deal
Fredericksburg, VA
67 mi away
Year:
2022
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
310 hp 2.7L I4
Exterior color:
White
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic Overdrive
Mileage:
86,252
Stock number:
11791
VIN:
3GCNAAEKXNG506165

Preparing for a close up...

Photos coming soon

2012 Chevrolet Silverado 1500

Work Truck RWD

112,465 miles

$10,500

Good Deal
New Oxford, PA
77 mi away
Year:
2012
Make:
Chevrolet
Model:
Silverado 1500
Body type:
Pickup Truck
Doors:
2 doors
Drivetrain:
4X2
Engine:
195 hp 4.3L V6
Exterior color:
Red
Combined gas mileage:
17 MPG
Fuel type:
Gasoline
Interior color:
-
Transmission:
Automatic
Mileage:
112,465
Stock number:
146059
VIN:
1GCNCPEXXCZ146059

Preparing for a close up...

Photos coming soon

2024 Chevrolet Silverado 1500

Work Truck Regular Cab 4WD

4,763 miles

$31,999

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

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 in Winchester

  • Used SUVs / Crossovers for Sale with Low Mileage in Winchester

  • Used Hatchbacks for Sale with Low Mileage in Winchester

  • Used Convertibles for Sale with Low Mileage in Winchester

  • Used Vans for Sale with Low Mileage in Winchester

  • Used Minivans for Sale with Low Mileage in Winchester

  • Used Pickup Trucks for Sale with Low Mileage in Winchester

  • Used Coupes for Sale with Low Mileage in Winchester

  • Used Wagons for Sale with Low Mileage in Winchester

  • Kingstowne Motorcars

  • Lindsay Chrysler Dodge Jeep Ram

  • Country Chevrolet, Inc.

  • Catalan Auto Group LLC

  • Koons Sterling Ford

  • Nine Stars Auto Group

  • Car Vault

  • AutoNation Toyota Leesburg

  • AutoNation Honda Dulles

  • Auto Expo, Inc

  • Safe Auto

  • Safford Subaru Manassas

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.