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Used 2021 Jeep Gladiator for Sale near Boston, MA

415 results

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 Clearcoat
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
82,577
Stock #:
170838
VIN:
1C6HJTFG5LL170838
Bright White Clearcoat 2020 Jeep Gladiator Overland Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic
Elmwood Auto Sales

Sponsored by Elmwood Auto Sales

2020 Jeep Gladiator

Overland Crew Cab 4WD

82,577 mi

Providence, RI
43 mi away
Good Deal

$26,299

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:
58,533
Stock #:
D60057A
VIN:
1C6HJTAG9LL194504
Black Clearcoat 2020 Jeep Gladiator Sport Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2020 Jeep Gladiator

Sport Crew Cab 4WD

58,533 mi

Natick, MA
16 mi away
Good Deal
Manufacturer certified

$26,398

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
Sting-Gray Clear Coat 2021 Jeep Gladiator Willys Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2021 Jeep Gladiator

Willys Crew Cab 4WD

49,926 mi

Home delivery from Joliet, IL
Price includes $1,754 shipping
Fair Deal

$30,107

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:
36,778
Stock #:
K6536A
VIN:
1C6JJTBG1NL178381
Bright White Clearcoat 2022 Jeep Gladiator Rubicon Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$2,149

 

2022 Jeep Gladiator

Rubicon Crew Cab 4WD

36,778 mi

Somerset, MA
44 mi away
Good Deal

$38,542

$36,393

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:
19 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
80,346
Stock #:
3535
VIN:
1C6HJTAG8LL104422
 2020 Jeep Gladiator Sport Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2020 Jeep Gladiator

Sport Crew Cab 4WD

80,346 mi

Home delivery from Salt Lake City, UT
Price includes $2,095 shipping
Good Deal

$24,094

CarGurus Analysis:

2021 Jeep Gladiator

5.0

  • With 406 currently listed for sale near Boston, MA and an average price of $31,185.00, 29.3% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Jeep Gladiator 5 / 5 stars.

  • 94.6% of 2021 Gladiator models on CarGurus are accident free.

  • The 2021 Jeep Gladiator is equipped with a new turbo-diesel engine option that increases both performance and fuel efficiency, setting it apart in the midsize pickup segment.

Research summarized using AI

 

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 (Granite Crystal Metallic Clearcoat)
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Red
Transmission:
8-Speed Automatic
Mileage:
80,516
Stock #:
K580307
VIN:
1C6HJTAG7ML580307
Gray (Granite Crystal Metallic Clearcoat) 2021 Jeep Gladiator Willys Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2021 Jeep Gladiator

Willys Crew Cab 4WD

80,516 mi

Home delivery from Indianapolis, IN
Price includes $1,001 shipping
Fair Deal

$27,531

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
Transmission:
8-Speed Automatic
Mileage:
108,956
Stock #:
184577
VIN:
1C6JJTBG8LL184577
Black 2020 Jeep Gladiator Rubicon Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic

 

2020 Jeep Gladiator

Rubicon Crew Cab 4WD

108,956 mi

Home delivery from Tampa, FL
Price includes $1,176 shipping
Good Deal

$24,861

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:
73,243
Stock #:
STK506361
VIN:
1C6HJTAG6ML506361
Bright White Clearcoat 2021 Jeep Gladiator Sport S Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic

 

2021 Jeep Gladiator

Sport S Crew Cab 4WD

73,243 mi

Home delivery from Indianapolis, IN
Price includes $795 shipping
Fair Deal

$27,775

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
Combined gas mileage:
19 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,985
Stock #:
90788CB
VIN:
1C6HJTAG4NL152275
Black 2022 Jeep Gladiator Willys Crew Cab 4WD Pickup Truck Four-Wheel Drive Automatic
New arrival

 

2022 Jeep Gladiator

Willys Crew Cab 4WD

31,985 mi

South Easton, MA
21 mi away
Good Deal

$32,074

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:
47,590
Stock #:
79474A
VIN:
1C6HJTFGXML557841
Snazzberry Pearlcoat 2021 Jeep Gladiator High Altitude Crew Cab 4WD Pickup Truck Four-Wheel Drive 8-Speed Automatic
Price drop

-$2,000

 

2021 Jeep Gladiator

High Altitude Crew Cab 4WD

47,590 mi

Danvers, MA
17 mi away
Great Deal

$32,586

$30,586

Page 1 of 19

CarGurus Analysis: 2021 Jeep Gladiator

7.2
of 10
overall
Look and feel9/10
Technology7/10
Performance8/10
Safety7/10
Form & function7/10
Cost effectiveness5/10
Image Not Available

Summary

  • With 406 currently listed for sale near Boston, MA and an average price of $31,185.00, 29.3% of 2021 Jeep Gladiators for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Jeep Gladiator 5 / 5 stars.

  • 94.6% of 2021 Gladiator models on CarGurus are accident free.

  • The 2021 Jeep Gladiator is equipped with a new turbo-diesel engine option that increases both performance and fuel efficiency, setting it apart in the midsize pickup segment.

Why it stands out

The 2021 Jeep Gladiator is a unique entry in the midsize pickup market, blending rugged capabilities with versatile design features. Its standout characteristic is the availability of a powerful 3.0-liter turbo-diesel V6 engine, providing 260 horsepower and a remarkable 442 pound-feet of torque, catering to those who seek both performance and fuel efficiency. This model also retains the iconic Jeep styling and comes with advanced features such as removable doors and a folding windshield, allowing for an immersive outdoor experience. Additionally, the Gladiator flaunts a 5-foot cargo bed designed for utility—perfect for adventurers who prioritize off-road adventures alongside daily usability. While it excels in ruggedness and style, it's important to note that some buyers may find the ride quality less comfortable compared to other trucks, as it leans more toward off-road performance than passenger comfort. Overall, the 2021 Gladiator successfully captivates lifestyle-oriented buyers looking for a distinctive truck that can handle both work and play.

Other model years to consider

  • 2023 Jeep Gladiator

    • Average price: $39,998.00
    • Good/great deal percentage: 29.3%
    • User rating: 4.82 / 5
    • Total listings: 229
  • 2022 Jeep Gladiator

    • Average price: $33,052.00
    • Good/great deal percentage: 30.7%
    • User rating: 4.2 / 5
    • Total listings: 362
  • 2020 Jeep Gladiator

    • Average price: $29,954.00
    • Good/great deal percentage: 27.6%
    • User rating: 4.83 / 5
    • Total listings: 286

This analysis is based on CarGurus' proprietary market data from June 9, 2026, CarGurus experts' opinions, and generative AI.

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