Used Jeep Pickup Trucks for Sale in Simsbury, CT

212 results

2021 Jeep Gladiator

Willys Crew Cab 4WD

115,234 miles

$21,997

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:: Firecracker Red Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 115,234
Stock #:: 555093UA
VIN:: 1C6HJTAGXML555093

Sponsored by Wetmore's Chrysler Jeep Dodge RAM

2024 Jeep Gladiator

Sport Crew Cab 4WD

14,971 miles

$32,399

Great Deal

$611/mo est.

Manufacturer certified

Bristol, CT

12 mi 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 color:: Hydro Blue Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 14,971
Stock #:: 23353A
VIN:: 1C6HJTAG7RL116246

2022 Jeep Gladiator

Overland Crew Cab 4WD

42,085 miles

$31,593

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

2021 Jeep Gladiator

California Edition Crew Cab 4WD

74,422 miles

$26,999

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:: Automatic
Mileage:: 74,422
Stock #:: BH102
VIN:: 1C6HJTAG1ML550266

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

84,355 miles

$28,995

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

2020 Jeep Gladiator

Overland Crew Cab 4WD

81,498 miles

$25,776

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:: 6-Speed Manual
Mileage:: 81,498
Stock #:: 6J066A
VIN:: 1C6HJTFGXLL170866

2021 Jeep Gladiator

Willys Crew Cab 4WD

115,234 miles

$21,997

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:: Firecracker Red Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 115,234
Stock #:: 555093UA
VIN:: 1C6HJTAGXML555093

2023 Jeep Gladiator

Overland Crew Cab 4WD

63,627 miles

$27,984

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:: 63,627
Stock #:: 11802A
VIN:: 1C6HJTFG3PL552811

2021 Jeep Gladiator

High Altitude Crew Cab 4WD

48,357 miles

$33,997

Fair Deal

$660/mo est.

Store transfer to Hartford, CT

10 mi awayPrice includes $1,999 store transfer

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
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 48,357
Stock #:: 28650645
VIN:: 1C6HJTFG5ML541790

2020 Jeep Gladiator

Sport Crew Cab 4WD

60,604 miles

$22,206

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:: Bright White Clear Coat
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Automatic
Mileage:: 60,604
Stock #:: HQ121
VIN:: 1C6HJTAG5LL205174

Preparing for a close up...

Photos coming soon

2024 Jeep Gladiator

Rubicon X Crew Cab 4WD

10,097 miles

$47,966

Fair Deal

$905/mo est.

Manufacturer certified

Torrington, CT

14 mi 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 color:: Black Clearcoat
Combined gas mileage:: 18 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 6-Speed Manual
Mileage:: 10,097
Stock #:: X14905
VIN:: 1C6JJTBGXRL105404

Preparing for a close up...

Photos coming soon

2023 Jeep Gladiator

Mojave Crew Cab 4WD

40,562 miles

$36,727

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:: Punkn Metallic Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 40,562
Stock #:: 11763
VIN:: 1C6JJTEG3PL580109

Preparing for a close up...

Photos coming soon

2020 Jeep Gladiator

Sport Crew Cab 4WD

65,291 miles

$23,999

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:: 65,291
VIN:: 1C6HJTAGXLL181549

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Sport Crew Cab 4WD

41,726 miles

$30,997

Fair Deal

$601/mo est.

Store transfer to Hartford, CT

10 mi awayPrice includes $1,999 store transfer

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
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: Automatic
Mileage:: 41,726
Stock #:: 28716551
VIN:: 1C6HJTAG7NL125846

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Willys Crew Cab 4WD

16,053 miles

$32,589

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:: 16,053
Stock #:: CP3025
VIN:: 1C6HJTAG2ML614699

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Mojave Crew Cab 4WD

69,913 miles

$31,372

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:: Automatic
Mileage:: 69,913
Stock #:: 25168B
VIN:: 1C6JJTEG9ML585648

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

71,375 miles

$28,740

Good Deal

$562/mo est.

Third-party certified

Niantic, CT

47 mi 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 color:: Sting-Gray Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 71,375
Stock #:: U6933
VIN:: 1C6JJTBG9LL195037

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Sport S Crew Cab 4WD

39,208 miles

$29,858

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
Fuel type:: Gasoline
Mileage:: 39,208
Stock #:: 515569
VIN:: 1C6HJTAG4NL163633

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

Rubicon Crew Cab 4WD

42,063 miles

$31,989

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:: 8-Speed Automatic
Mileage:: 42,063
Stock #:: 109964
VIN:: 1C6JJTBG6ML510989

Preparing for a close up...

Photos coming soon

2021 Jeep Gladiator

High Altitude Crew Cab 4WD

59,875 miles

$31,989

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:: 8-Speed Automatic
Mileage:: 59,875
Stock #:: CP3054
VIN:: 1C6HJTFG1ML512514

Preparing for a close up...

Photos coming soon

2022 Jeep Gladiator

Rubicon Crew Cab 4WD

62,505 miles

$32,963

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:: Snazzberry Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 62,505
Stock #:: CP2999
VIN:: 1C6JJTBGXNL101167

Preparing for a close up...

Photos coming soon

2024 Jeep Gladiator

Sport Crew Cab 4WD

14,971 miles

$32,399

Great Deal

$611/mo est.

Manufacturer certified

Bristol, CT

12 mi 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 color:: Hydro Blue Pearlcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 14,971
Stock #:: 23353A
VIN:: 1C6HJTAG7RL116246

Preparing for a close up...

Photos coming soon

2020 Jeep Gladiator

Overland Crew Cab 4WD

65,341 miles

$26,750

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:: Billet Silver Metallic Clearcoat
Combined gas mileage:: 19 MPG
Fuel type:: Gasoline
Interior color:: Black
Transmission:: 8-Speed Automatic
Mileage:: 65,341
Stock #:: H12494A
VIN:: 1C6HJTFG6LL103696

Preparing for a close up...

Photos coming soon

2020 Jeep Gladiator

Overland Crew Cab 4WD

89,001 miles

$26,369

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:: 89,001
Stock #:: HM3475
VIN:: 1C6HJTFG4LL131738

A better way to discover your best deal

Let us help you find a car you’ll love.

Used Jeep Pickup Trucks for Sale in Simsbury, CT

2021 Jeep Gladiator

$21,997

2024 Jeep Gladiator

$32,399

2022 Jeep Gladiator

$31,593

2021 Jeep Gladiator

$26,999

2021 Jeep Gladiator

$28,995

2020 Jeep Gladiator

$25,776

2021 Jeep Gladiator

$21,997

2023 Jeep Gladiator

$27,984

2021 Jeep Gladiator

$33,997

2020 Jeep Gladiator

$22,206

2024 Jeep Gladiator

$47,966

2023 Jeep Gladiator

$36,727

2020 Jeep Gladiator

$23,999

2022 Jeep Gladiator

$30,997

2021 Jeep Gladiator

$32,589

2021 Jeep Gladiator

$31,372

2020 Jeep Gladiator

$28,740

2022 Jeep Gladiator

$29,858

2021 Jeep Gladiator

$31,989

2021 Jeep Gladiator

$31,989

2022 Jeep Gladiator

$32,963

2024 Jeep Gladiator

$32,399

2020 Jeep Gladiator

$26,750

2020 Jeep Gladiator

$26,369

Shop by Color

Shop by Bodystyle

Shop by Tow Package

A better way to discover your best deal