Used Jeep Gladiator for Sale near Boston, MA
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2021 Jeep Gladiator
Shop 2021 Jeep Gladiator »With 339 currently listed for sale near Boston, MA and an average price of $30,509.00, 40.4% 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.
102.4% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator impresses with its rugged design and powerful performance, particularly in the diesel edition, making it a standout in the midsize pickup segment.
FAQs
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4.8 Overall rating
Customers say
The Jeep Gladiator impresses owners with its off-road capabilities, rugged design, and versatile performance. Many drivers enjoy its powerful feel and smooth ride, appreciating the blend of technology with a tough exterior. However, there are common criticisms regarding the interior space being smaller than expected, the price point relative to features, and concerns about fuel efficiency and comfort. Overall, it's celebrated as a unique vehicle that stands out, especially for those who value ruggedness and off-road performance.
AI generated from the text of customer reviews.
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What people say
Mindy P
Reviewed a 2025 Jeep Mojave Crew Cab 4WD on Jul 19, 2025
Big fan of the Mojave X features. Love the ride and the capabilities.
Anonymous
Reviewed a 2021 Jeep Gladiator on Jul 7, 2025
Just what I wanted, rugged but tech savvy. Been out of the Jeep world for a bit glad to get behind the wheel of one again!
Dominic K
Reviewed a 2023 Jeep Gladiator on Apr 10, 2026
Doors off, roof off. Wana hit any trail? Go for it. Take it to the beach? Go for it. Snowing hard? Not a worry. Expensive? Yes. Good on gas? No. Look back at the jeep when you leave it? Yes every time. Loved this gladiator. Name speaks for itself.
John B
Reviewed a 2025 Jeep Mojave X Crew Cab 4WD on Sep 26, 2025
Hello, the truck is an awesome vehicle. Everything I could ask for except a few items, sill protector's, and a few other minor details. Other than that, I love it.
Jeep Gladiator Trims
| Trim type | MSRP |
|---|---|
| Mojave X Crew Cab 4WD | $60,690 |
| Rubicon X Crew Cab 4WD | $59,995 |
| Sahara Crew Cab 4WD | $47,595 |
| Willys '41 4dr Crew Cab 4WD | $47,840 |
| Rubicon Crew Cab 4WD | $52,000 |
| Sport Crew Cab 4WD | $39,300 |
| Mojave Crew Cab 4WD | $52,695 |
| Sport S Crew Cab 4WD | $42,495 |
Jeep Gladiator Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Jeep Gladiator prices has changed over time.
See more price trendsCarGurus recommends the 2021 Jeep Gladiator

Summary
With 339 currently listed for sale near Boston, MA and an average price of $30,509.00, 40.4% 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.
102.4% of 2021 Gladiator models on CarGurus are accident free.
The 2021 Jeep Gladiator impresses with its rugged design and powerful performance, particularly in the diesel edition, making it a standout in the midsize pickup segment.
Why it stands out
The 2021 Jeep Gladiator is not just another midsize pickup; it embodies a unique combination of ruggedness, off-road capability, and distinct styling that appeals to adventure-seekers. Based on the iconic Wrangler platform, the Gladiator offers a removable top and doors, inviting drivers to enjoy its open-air experience. With the introduction of a turbo-diesel engine option, it delivers robust performance—260 horsepower and an impressive torque of 442 lb-ft. Although the interior space may be tighter than some competitors, its thoughtfully designed technology and safety features, along with a pleasing driving experience both on and off-road, make the Gladiator a popular choice for those who prioritize adventure without compromising functionality.
Other model years to consider
- Average price: $25,838.00
- Good/great deal percentage: 42.4%
- User rating: 4.82 / 5
- Total listings: 231
- Average price: $32,618.00
- Good/great deal percentage: 37.0%
- User rating: 4.2 / 5
- Total listings: 341
- Average price: $36,432.00
- Good/great deal percentage: 36.0%
- User rating: 4.82 / 5
- Total listings: 211
These recommendations are based on CarGurus' proprietary market data from April 14, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2025 Jeep Gladiator
- Expert review5/10
- MSRP$38,100-$61,100
- Avg. price$46,350
- User rating5

2024 Jeep Gladiator
- Expert review7/10
- MSRP$37,895-$62,995
- Avg. price$39,600
- User rating4.5

2020 Jeep Gladiator
- Expert review8/10
- MSRP$33,545-$54,845
- Avg. price$28,530
- User rating4.8235
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