Used Jeep Pickup Trucks for Sale in Winsted, CT
874 results
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 39,777
- Stock #:
- Z4647
- VIN:
- 1C6JJTBG7ML597978
Sponsored by Blasius Mitsubishi
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
39,777 mi
Brookfield, CT
38 mi away
Good Deal
$34,992
- 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:
- 9,846
- Stock #:
- 23612A
- VIN:
- 1C6PJTAG9SL510090
Sponsored Listing
2025 Jeep Gladiator
Sport S Crew Cab 4WD
9,846 mi
Bristol, CT
21 mi away
Good Deal
$36,399
- Year:
- 2024
- 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:
- 40,311
- Stock #:
- C9773
- VIN:
- 1C6JJTBG5RL120554
Price drop
-$2,000
Sponsored Listing
2024 Jeep Gladiator
Rubicon X Crew Cab 4WD
40,311 mi
Westfield, MA
23 mi away
Good Deal
$43,500
$41,500
- 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:
- White
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 37,805
- Stock #:
- 28281210
- VIN:
- 1C6JJTEG7ML608392
2021 Jeep Gladiator
Mojave Crew Cab 4WD
37,805 mi
Store transfer to Hartford, CT
Free shipping to Hartford, CT
Good Deal
$34,998
- 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
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 71,533
- Stock #:
- FS3483A
- VIN:
- 1C6JJTBG6LL101566
2020 Jeep Gladiator
Rubicon Crew Cab 4WD
71,533 mi
Kingston, NY
46 mi away
Great Deal
$27,777
- 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 Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 65,366
- VIN:
- 1C6HJTAGXLL181549
2020 Jeep Gladiator
Sport Crew Cab 4WD
65,366 mi
Waterbury, CT
29 mi away
Good Deal
$23,499
- Year:
- 2024
- 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:
- 4,934
- Stock #:
- 120634U
- VIN:
- 1C6HJTAG3RL120634
2024 Jeep Gladiator
Sport S Crew Cab 4WD
4,934 mi
New Milford, CT
34 mi away
Good Deal
$35,797
- 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:
- Billet Silver Metallic Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,282
- Stock #:
- X26-728A
- VIN:
- 1C6HJTFG8LL103179
2020 Jeep Gladiator
Overland Crew Cab 4WD
88,282 mi
Torrington, CT
10 mi away
Good Deal
$25,476
- 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 Clear Coat
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic Overdrive
- Mileage:
- 84,355
- Stock #:
- 9404UJG
- VIN:
- 1C6JJTBG1ML599404
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
84,355 mi
Ware, MA
49 mi away
Good Deal
$29,344
- 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 Clear Coat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 49,926
- Stock #:
- 9534-TR-TR
- VIN:
- 1C6HJTAG8ML542780
Price drop
-$2,000
2021 Jeep Gladiator
Willys Crew Cab 4WD
49,926 mi
Home delivery from Joliet, IL
Price includes $1,550 shipping
Good Deal
$29,903
$27,903
- 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:
- 9,846
- Stock #:
- 23612A
- VIN:
- 1C6PJTAG9SL510090
2025 Jeep Gladiator
Sport S Crew Cab 4WD
9,846 mi
Bristol, CT
21 mi away
Good Deal
$36,399
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Diesel
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,454
- Stock #:
- SP1517
- VIN:
- 1C6JJTBM8ML541540
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
57,454 mi
Stafford Springs, CT
39 mi away
Good Deal
$36,833
- 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:
- 42,352
- Stock #:
- 20000MA4
- VIN:
- 1C6HJTAG1NL143243
Price drop
-$1,887
2022 Jeep Gladiator
Willys Crew Cab 4WD
42,352 mi
North Haven, CT
39 mi away
Good Deal
$32,980
$31,093
- 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:
- 63,630
- Stock #:
- 11802A
- VIN:
- 1C6HJTFG3PL552811
2023 Jeep Gladiator
Overland Crew Cab 4WD
63,630 mi
Branford, CT
49 mi away
Great Deal
$27,904
- Year:
- 2024
- 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:
- 9,453
- Stock #:
- 20087MA2
- VIN:
- 1C6JJTBG6RL113774
2024 Jeep Gladiator
Rubicon Crew Cab 4WD
9,453 mi
North Haven, CT
39 mi away
Fair Deal
$45,414
- 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:
- 42,085
- Stock #:
- 20021MK1
- VIN:
- 1C6HJTFG3NL173000
2022 Jeep Gladiator
Overland Crew Cab 4WD
42,085 mi
North Haven, CT
39 mi away
Fair Deal
$31,663
- 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:
- Gray (Granite Crystal Metallic Clearcoat)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 60,000
- Stock #:
- 10769
- VIN:
- 1C6HJTAG8LL193165
2020 Jeep Gladiator
Sport S Crew Cab 4WD
60,000 mi
Home delivery from St Charles, MO
Price includes $1,171 shipping
Fair Deal
$27,746
- 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:
- Bright White Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 20,256
- Stock #:
- Z4646
- VIN:
- 1C6JJTBG8NL138282
2022 Jeep Gladiator
Rubicon Crew Cab 4WD
20,256 mi
Brookfield, CT
38 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,422
- Stock #:
- 712
- VIN:
- 1C6JJTEG4ML592328
2021 Jeep Gladiator
Mojave Crew Cab 4WD
29,422 mi
Home delivery from Livingston, MT
Price includes $2,805 shipping
Fair Deal
$38,804
- 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:
- Black Clearcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Manual
- Mileage:
- 39,092
- Stock #:
- M628046A
- VIN:
- 1C6JJTBG1ML594560
Price drop
-$2,000
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
39,092 mi
Home delivery from Somerville, MA
Price includes $800 shipping
Great Deal
$33,297
$31,297
- 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:
- Gray
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 66,836
- Stock #:
- L610086
- VIN:
- 1C6JJTBG4ML610086
2021 Jeep Gladiator
Rubicon Crew Cab 4WD
66,836 mi
Home delivery from West Palm Beach, FL
Price includes $1,695 shipping
Good Deal
$33,089
- 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:
- Hydro Blue Pearlcoat
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 42,759
- Stock #:
- GAM6542
- VIN:
- 1C6HJTFG2LL157304
2020 Jeep Gladiator
Overland Crew Cab 4WD
42,759 mi
Home delivery from Stafford, VA
Price includes $664 shipping
Fair Deal
$30,363
- 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:
- Automatic
- Mileage:
- 99,673
- Stock #:
- 121521
- VIN:
- 1C6HJTAG7LL121521
2020 Jeep Gladiator
Sport S Crew Cab 4WD
99,673 mi
East Windsor, CT
25 mi away
Fair Deal
$21,989
- Year:
- 2024
- 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:
- 9,453
- Stock #:
- 20087MA2
- VIN:
- 1C6JJTBG6RL113774
Sponsored Listing
2024 Jeep Gladiator
Rubicon Crew Cab 4WD
9,453 mi
North Haven, CT
39 mi away
Fair Deal
