Used Jeep Pickup Trucks for Sale inPittsfield, MA
541 vehicles found
Shop with transparent pricing.
Only show listings that include dealer fees- Year:
- 2025
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Anvil Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,723
- Stock #:
- 507313
- VIN:
- 1C6PJTAGXSL507313
Sponsored by AutoMax Preowned Framingham
2025 Jeep Gladiator
NightHawk Crew Cab 4WD
28,723 mi
Framingham, MA
92 mi away
Fair Deal
$36,495
- 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:
- Sarge Green Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 44,661
- Stock #:
- U41770A
- VIN:
- 1C6JJTBG8NL152893
Sponsored Listing
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
44,661 mi
Auburn, MA
75 mi away
Fair Deal
$34,960
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,062
- Stock #:
- P30143
- VIN:
- 1C6JJTEG6PL530143
Sponsored Listing
2023 Jeep Gladiator
Mojave Crew Cab 4WD
46,062 mi
East Hartford, CT
56 mi away
Fair Deal
$36,694
- 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:
- Firecracker Red Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,175
- Stock #:
- HL334A
- VIN:
- 1C6HJTAG6NL114935
2022 Jeep Gladiator
Willys Crew Cab 4WD
28,175 mi
Lebanon, NH
97 mi away
Great Deal
$28,908
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Crystal Metallic
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 43,639
- Stock #:
- 5AP5105
- VIN:
- 1C6HJTAG4ML535681
2021 Jeep Gladiator
Sport Crew Cab 4WD
43,639 mi
Albany, NY
32 mi away
Great Deal
$25,750
- Year:
- 2020
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 25,602
- Stock #:
- U3555B
- VIN:
- 1C6JJTBG2LL190262
Price drop
-$704
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
25,602 mi
Acton, MA
93 mi away
Great Deal
$30,298
$29,594
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- High Velocity Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,640
- Stock #:
- T16460A
- VIN:
- 1C6HJTAG6PL511872
2023 Jeep Gladiator
Willys Crew Cab 4WD
20,640 mi
Westminster, VT
61 mi away
Fair Deal
$34,697
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 75,588
- Stock #:
- L24826A
- VIN:
- 1C6JJTAG9ML573828
2021 Jeep Gladiator
Sport Crew Cab 4WD
75,588 mi
White River Junction, VT
95 mi away
Great Deal
$23,498
- Year:
- 2025
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Green
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 16,680
- Stock #:
- CT2925
- VIN:
- 1C6RJTEG9SL530584
Price drop
-$3,000
2025 Jeep Gladiator
Mojave Crew Cab 4WD
16,680 mi
Colchester, CT
77 mi away
Good Deal
$45,799
$42,799
- 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:
- 72,796
- Stock #:
- L24967B
- VIN:
- 1C6JJTEG1NL105619
Price drop
-$1,004
2022 Jeep Gladiator
Mojave Crew Cab 4WD
72,796 mi
White River Junction, VT
95 mi away
Great Deal
$29,898
$28,894
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 86,039
- Stock #:
- J26-0504XA
- VIN:
- 1C6HJTFG5NL138801
2022 Jeep Gladiator
Overland Crew Cab 4WD
86,039 mi
Norwalk, CT
92 mi away
Good Deal
$26,500
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Diesel
- Exterior color:
- Black Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,318
- Stock #:
- 9601U
- VIN:
- 1C6JJTBM2PL562405
2023 Jeep Gladiator
Rubicon Crew Cab 4WD
11,318 mi
Fairfield, CT
89 mi away
Fair Deal
$43,033
- 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 34,567
- Stock #:
- L25100A
- VIN:
- 1C6HJTAG4NL162997
2022 Jeep Gladiator
Sport Crew Cab 4WD
34,567 mi
White River Junction, VT
95 mi away
Good Deal
$28,898
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 260 hp 3L V6 Diesel
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 46,073
- Stock #:
- G48988
- VIN:
- 1C6JJTBMXML548988
Price drop
-$1,361
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
46,073 mi
Rutland, VT
80 mi away
Fair Deal
$39,228
$37,867
- 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:
- Sarge Green Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,697
- Stock #:
- 26-301
- VIN:
- 1C6HJTAG9NL107042
2022 Jeep Gladiator
Willys Crew Cab 4WD
37,697 mi
Lowell, MA
97 mi away
Fair Deal
$32,293
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 31,990
- Stock #:
- TT0628B
- VIN:
- 1C6JJTEGXNL128011
2022 Jeep Gladiator
Mojave Crew Cab 4WD
31,990 mi
New London, CT
95 mi away
Fair Deal
$36,224
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Snazzberry Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,047
- Stock #:
- 126-188A
- VIN:
- 1C6JJTBG1ML518949
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
53,047 mi
Mendon, MA
89 mi away
Good Deal
$31,967
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,893
- Stock #:
- X8051
- VIN:
- 1C6JJTEG1PL538036
2023 Jeep Gladiator
Mojave Crew Cab 4WD
28,893 mi
Stratford, CT
87 mi away
Good Deal
$36,992
- Year:
- 2021
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 81,855
- Stock #:
- D16512CDJ
- VIN:
- 1C6HJTAG3ML568252
2021 Jeep Gladiator
Sport Crew Cab 4WD
81,855 mi
Mendon, MA
89 mi away
Good Deal
$25,467
- Year:
- 2025
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,448
- Stock #:
- CH4971A
- VIN:
- 1C6PJTAG1SL501089
2025 Jeep Gladiator
NightHawk Crew Cab 4WD
11,448 mi
White River Junction, VT
95 mi away
Good Deal
$36,598
- Year:
- 2023
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 70,337
- Stock #:
- J2081A
- VIN:
- 1C6HJTAG8PL582006
2023 Jeep Gladiator
Sport S Crew Cab 4WD
70,337 mi
Old Saybrook, CT
91 mi away
Good Deal
$26,969
- 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,972
- Stock #:
- F1509376M
- VIN:
- 1C6HJTFG7NL134233
2022 Jeep Gladiator
Overland Crew Cab 4WD
42,972 mi
Watertown, CT
61 mi away
Fair Deal
$32,864
- 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:
- Sting-Gray Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 25,709
- Stock #:
- FN7238A
- VIN:
- 1C6JJTBG3NL146919
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
25,709 mi
Lowell, MA
97 mi away
Good Deal
$34,500
- Year:
- 2026
- Make:
- Jeep
- Model:
- Gladiator
- Body type:
- Pickup Truck
- Doors:
- 4 doors
- Drivetrain:
- Four-Wheel Drive
- Engine:
- 285 hp 3.6L V6
- Exterior color:
- 41
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 17,687
- Stock #:
- P3732
- VIN:
- 1C6RJTEGXTL150896
Sponsored Listing
2026 Jeep Gladiator
Mojave Crew Cab 4WD
17,687 mi
Putnam, CT
79 mi away
Great Deal
$39,598
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