CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
  • Sell
    • Sell my car
    • Car values
  • Research
    • Test drive reviews
    • Price trends
    • Compare cars
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Jeep Pickup Trucks for Sale in Sheffield, ON

175 results
Hamilton, ON
2020 Jeep Gladiator Sport S Crew Cab 4WD Mark Wilson's Better Used Cars

2020 Jeep Gladiator

Sport S Crew Cab 4WD

88,151 kilometres

$32,488

Fair Deal
Guelph, ON
49 km away
Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Black
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
88,151
Stock number:
LL104145
VIN:
1C6HJTAG8LL104145

Sponsored

2021 Jeep Gladiator Sport S Crew Cab 4WD

2021 Jeep Gladiator

Sport S Crew Cab 4WD

134,096 kilometres

$30,995

Fair Deal
Mississauga, ON
48 km away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Black
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
134,096
Stock number:
W5009
VIN:
1C6HJTAGXML553697

Sponsored

2020 Jeep Gladiator Rubicon Crew Cab 4WD

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

165,271 kilometres

$32,995

Fair Deal
Cambridge, ON
47 km away
Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Red
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
165,271
Stock number:
P1282A
VIN:
1C6JJTBG2LL138095

Sponsored

2020 Jeep Gladiator Rubicon Crew Cab 4WD

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

105,576 kilometres

$32,995

Great Deal
Milton, ON
33 km away
Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Red
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
105,576
Stock number:
P4769
VIN:
1C6JJTBG0LL139505

2025 Jeep Gladiator Sport S Crew Cab 4WD

2025 Jeep Gladiator

Sport S Crew Cab 4WD

3,514 kilometres

$51,987

Great Deal
Mississauga, ON
35 km away
Year:
2025
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Green
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
3,514
Stock number:
DS1197
VIN:
1C6PJTAG2SL531055

2020 Jeep Gladiator Overland Crew Cab 4WD

2020 Jeep Gladiator

Overland Crew Cab 4WD

82,268 kilometres

$31,995

Great Deal
Georgetown, ON
47 km away
Year:
2020
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
82,268
Stock number:
GT69A
VIN:
1C6HJTFG6LL123415

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

78,988 kilometres

$44,980

Good Deal
Certified Pre-Owned
Burlington, ON
13 km away
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Black
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
78,988
Stock number:
U21390
VIN:
1C6JJTBG4PL500420

Preparing for a close up...

Photos coming soon

2024 Jeep Gladiator

Rubicon Crew Cab 4WD

29,652 kilometres

$54,980

Good Deal
Certified Pre-Owned
Burlington, ON
13 km away
Year:
2024
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Blue
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
8-Speed Automatic
Mileage:
29,652
Stock number:
U21675
VIN:
1C6JJTBG1RL124925

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Willys Crew Cab 4WD

71,291 kilometres

$34,999

Good Deal
Certified Pre-Owned
Ingersoll, ON
90 km away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Green
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Brown (Tan)
Transmission:
Automatic
Mileage:
71,291
Stock number:
7638
VIN:
1C6HJTAG2ML597029

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

22,835 kilometres

$49,995

Good Deal
Cayuga, ON
33 km away
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Green
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
22,835
Stock number:
460125
VIN:
1C6JJTBG9PL540069

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

High Altitude Crew Cab 4WD

26,054 kilometres

$49,988

Good Deal
Guelph, ON
49 km away
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Gray
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
26,054
Stock number:
PL500256
VIN:
1C6HJTFG5PL500256

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Mojave Crew Cab 4WD

34,444 kilometres

$47,488

Good Deal
Guelph, ON
49 km away
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Gray
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Interior colour:
Black
Transmission:
Automatic
Mileage:
34,444
Stock number:
PL532929
VIN:
1C6JJTEGXPL532929

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Mojave Crew Cab 4WD

120,089 kilometres

$36,990

Good Deal
Mississauga, ON
45 km away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
White
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
120,089
Stock number:
SC8722
VIN:
1C6JJTEG3ML532654

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Mojave Crew Cab 4WD

35,277 kilometres

$47,988

Good Deal
Paris, ON
46 km away
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Silver
Fuel type:
Gasoline
Mileage:
35,277
Stock number:
UP-2575
VIN:
1C6JJTEG0PL569682

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

49,389 kilometres

$42,995

Good Deal
Oakville, ON
26 km away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Black
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
49,389
Stock number:
ST04A
VIN:
1C6JJTBG9ML580244

Preparing for a close up...

Photos coming soon

2024 Jeep Gladiator

Rubicon Crew Cab 4WD

43,325 kilometres

$49,995

Good Deal
Mississauga, ON
40 km away
Year:
2024
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
43,325
Stock number:
P6029
VIN:
1C6JJTBG3RL128541

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Overland Crew Cab 4WD

24,411 kilometres

$43,999

Good Deal
Toronto, ON
57 km away
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Gray
Transmission:
Automatic
Mileage:
24,411
Stock number:
43637A
VIN:
1C6HJTFG3PL540402

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

120,263 kilometres

$33,595

Good Deal
Cambridge, ON
47 km away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
White
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
120,263
Stock number:
A9185A
VIN:
1C6JJTBG3ML540659

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

120,101 kilometres

$33,595

Good Deal
Cambridge, ON
47 km away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Gray
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
120,101
Stock number:
A9130A
VIN:
1C6JJTBGXML613204

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Mojave Crew Cab 4WD

141,590 kilometres

$33,895

Good Deal
Guelph, ON
55 km away
Year:
2022
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Green
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
141,590
Stock number:
S03681A
VIN:
1C6JJTEG3NL107016

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Rubicon Crew Cab 4WD

85,063 kilometres

$37,999

Good Deal
Mississauga, ON
35 km away
Year:
2022
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Gray
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
85,063
Stock number:
S1221A
VIN:
1C6JJTBGXNL167380

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Rubicon Crew Cab 4WD

46,800 kilometres

$42,495

Good Deal
Oakville, ON
26 km away
Year:
2022
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Black
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
46,800
Stock number:
ST12A
VIN:
1C6JJTBG3NL169374

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

62,781 kilometres

$38,992

Good Deal
Scarborough, ON
71 km away
Year:
2021
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Engine:
285 hp 3.6L V6
Exterior colour:
Gray
Combined gas mileage:
12 L/100km
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
62,781
Stock number:
P3373
VIN:
1C6JJTBG9ML593236

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Overland Crew Cab 4WD

24,411 kilometres

$43,999

Good Deal
Toronto, ON
57 km away
Year:
2023
Make:
Jeep
Model:
Gladiator
Body type:
Pickup Truck
Doors:
4 doors
Drivetrain:
Four-Wheel Drive
Exterior colour:
Gray
Transmission:
Automatic
Mileage:
24,411
Stock number:
43637A
VIN:
1C6HJTFG3PL540402

Sponsored

  1. Home
  2. / Used Cars
  3. / Jeep
  4. / Ontario
  5. / Sheffield
  • Used White Jeep for Sale in Sheffield

  • Used Blue Jeep for Sale in Sheffield

  • Used Red Jeep for Sale in Sheffield

  • Used Black Jeep for Sale in Sheffield

  • Used Silver Jeep for Sale in Sheffield

  • Used Gray Jeep for Sale in Sheffield

  • Shop all Pickup Trucks cars in Sheffield ON

  • Used Jeep Sedans for Sale in Sheffield

  • Used Jeep SUVs for Sale in Sheffield

  • Used Jeep Coupes for Sale in Sheffield

  • Used Jeep Hatchbacks for Sale in Sheffield

  • Used Jeep Convertibles for Sale in Sheffield

  • Used Jeep Wagons for Sale in Sheffield

  • Used Jeep Vans for Sale in Sheffield

  • Used Jeep for Sale with Tow Package in Sheffield

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
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.