Used Jeep Pickup Trucks for Sale in Massachusetts

1,201 results

2026 Jeep Gladiator

Sport S Crew Cab 4WD

812 km

$51,889

CarGurus partner

Year:: 2026
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Exterior colour:: Black Clearcoat
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 812
Stock #:: 26GD9163A
VIN:: 1C6PJTAG4TL151751

2023 Jeep Gladiator

Mojave Crew Cab 4WD

59,707 km

$44,998

CarGurus partner

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
Transmission:: Automatic
Mileage:: 59,707
Stock #:: 131543
VIN:: 1C6JJTEG4PL500199

2024 Jeep Gladiator

Willys Crew Cab 4WD

33,602 km

$46,978

Year:: 2024
Make:: Jeep
Model:: Gladiator
Body type:: Pickup Truck
Doors:: 4 doors
Drivetrain:: Four-Wheel Drive
Engine:: 285 hp 3.6L V6
Fuel type:: Gasoline
Mileage:: 33,602
Stock #:: DB0004
VIN:: 1C6HJTAG0RL129985

2022 Jeep Gladiator

Rubicon Crew Cab 4WD

55,284 km

$42,498

CarGurus partner

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
Interior colour:: Black
Transmission:: Automatic
Mileage:: 55,284
Stock #:: 821236
VIN:: 1C6JJTBG8NL144115

2024 Jeep Gladiator

Willys Crew Cab 4WD

1,568 km

$49,990

CarGurus partner

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:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 1,568
Stock #:: 3019545A
VIN:: 1C6HJTAG6RL132454

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

54,663 km

$44,499

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:: 13 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 6-Speed Manual
Mileage:: 54,663
Stock #:: 45P26-125
VIN:: 1C6JJTBG5PL575482

2022 Jeep Gladiator

Overland Crew Cab 4WD

108,867 km

$33,997

CarGurus partner

Year:: 2022
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:: 108,867
Stock #:: KS04020A
VIN:: 1C6HJTFG0NL109707

2025 Jeep Gladiator

Sport S Crew Cab 4WD

7,178 km

$53,888

CarGurus partner

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:: White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 7,178
Stock #:: S166
VIN:: 1C6PJTAG4SL526763

2024 Jeep Gladiator

NightHawk Crew Cab 4WD

2,045 km

$49,977

CarGurus partner

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:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 2,045
Stock #:: 8222B
VIN:: 1C6HJTAG0RL125015

2023 Jeep Gladiator

Overland Crew Cab 4WD

31,663 km

$41,913

CarGurus partner

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:: White[Bright White]
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 31,663
Stock #:: TP270002A
VIN:: 1C6HJTFG3PL551660

Preparing for a close up...

Photos coming soon

2025 Jeep Gladiator

Sport S Crew Cab 4WD

1,021 km

$55,900

CarGurus partner

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:: Black
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: 8-Speed Automatic
Mileage:: 1,021
Stock #:: L25121
VIN:: 1C6PJTAG4SL536158

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Mojave Crew Cab 4WD

40,585 km

$45,988

CarGurus partner

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
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Transmission:: 6-Speed Manual
Mileage:: 40,585
Stock #:: UP-2575
VIN:: 1C6JJTEG0PL569682

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

22,233 km

$46,990

CarGurus partner

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 Clearcoat
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 22,233
Stock #:: BH2054B
VIN:: 1C6JJTBG0PL533074

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Sport Crew Cab 4WD

42,000 km

$39,995

CarGurus partner

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:: Silver
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 42,000
Stock #:: A4609
VIN:: 1C6HJTAGXNL120950

Preparing for a close up...

Photos coming soon

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

89,326 km

$30,499

CarGurus partner

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
Transmission:: Automatic
Mileage:: 89,326
Stock #:: 177229
VIN:: 1C6JJTBG5LL177229

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Overland Crew Cab 4WD

35,890 km

$37,900

CarGurus partner

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:: Sting-grey
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Overland Bucket Seats - Black / Heritage Tan
Transmission:: Automatic
Mileage:: 35,890
Stock #:: S12C0016
VIN:: 1C6HJTFG5NL103160

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Sport S Crew Cab 4WD

51,439 km

$38,890

CarGurus partner

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:: 13 L/100km
Fuel type:: Gasoline
Transmission:: Manual
Mileage:: 51,439
Stock #:: 26228A
VIN:: 1C6JJTAG8NL152099

Preparing for a close up...

Photos coming soon

2025 Jeep Gladiator

Rubicon X Crew Cab 4WD

9,010 km

$60,809

CarGurus partner

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:: Blue
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Transmission:: Automatic
Mileage:: 9,010
Stock #:: 4010
VIN:: 1C6RJTBG3SL500694

Preparing for a close up...

Photos coming soon

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

82,240 km

$38,500

CarGurus partner

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:: Gray
Combined gas mileage:: 13 L/100km
Fuel type:: Gasoline
Transmission:: Manual
Mileage:: 82,240
Stock #:: AS10139A
VIN:: 1C6JJTBG8LL143950

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Sport S Crew Cab 4WD

24,724 km

$42,995

CarGurus partner

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:: 24,724
Stock #:: 05050W
VIN:: 1C6HJTAG6PL569688

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Mojave Crew Cab 4WD

75,412 km

$44,900

CarGurus partner

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:: Bright White
Combined gas mileage:: 12 L/100km
Fuel type:: Gasoline
Interior colour:: Black
Transmission:: Automatic
Mileage:: 75,412
Stock #:: 23-62856WFC
VIN:: 1C6JJTEG5PL562856

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

58,785 km

$45,998

CarGurus partner

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:: Automatic
Mileage:: 58,785
Stock #:: 260194B
VIN:: 1C6JJTBG1PL532287

Preparing for a close up...

Photos coming soon

2024 Jeep Gladiator

Rubicon Crew Cab 4WD

29,652 km

$52,980

CarGurus partner

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 #:: U21675
VIN:: 1C6JJTBG1RL124925

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Rubicon Crew Cab 4WD

22,835 km

$48,795

CarGurus partner

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 #:: 460125
VIN:: 1C6JJTBG9PL540069

Used White Jeep for Sale in Massachusetts Used Blue Jeep for Sale in Massachusetts Used Red Jeep for Sale in Massachusetts Used Black Jeep for Sale in Massachusetts Used Silver Jeep for Sale in Massachusetts Used Gray Jeep for Sale in Massachusetts

Shop all Pickup Trucks cars in Massachusetts Used Jeep Sedans for Sale in Massachusetts Used Jeep SUVs for Sale in Massachusetts Used Jeep Coupes for Sale in Massachusetts Used Jeep Hatchbacks for Sale in Massachusetts Used Jeep Convertibles for Sale in Massachusetts Used Jeep Wagons for Sale in Massachusetts Used Jeep Vans for Sale in Massachusetts

Used Jeep for Sale with Tow Package in Massachusetts

Used Jeep Pickup Trucks for Sale in Massachusetts

2026 Jeep Gladiator

$51,889

2023 Jeep Gladiator

$44,998

2024 Jeep Gladiator

$46,978

2022 Jeep Gladiator

$42,498

2024 Jeep Gladiator

$49,990

2023 Jeep Gladiator

$44,499

2022 Jeep Gladiator

$33,997

2025 Jeep Gladiator

$53,888

2024 Jeep Gladiator

$49,977

2023 Jeep Gladiator

$41,913

2025 Jeep Gladiator

$55,900

2023 Jeep Gladiator

$45,988

2023 Jeep Gladiator

$46,990

2022 Jeep Gladiator

$39,995

2020 Jeep Gladiator

$30,499

2022 Jeep Gladiator

$37,900

2022 Jeep Gladiator

$38,890

2025 Jeep Gladiator

$60,809

2020 Jeep Gladiator

$38,500

2023 Jeep Gladiator

$42,995

2023 Jeep Gladiator

$44,900

2023 Jeep Gladiator

$45,998

2024 Jeep Gladiator

$52,980

2023 Jeep Gladiator

$48,795

Shop by Color

Shop by Bodystyle

Shop by Tow Package