Used Jeep Wrangler for Sale near Chester, CT
CarGurus recommends the 2021 Jeep Wrangler
Summary
- With 9,689 currently listed for sale on CarGurus and an average price of $29,842.00, 36.4% of 2021 Jeep Wranglers for sale on CarGurus are rated as good or great deals.
- Favorably reviewed: Owners rated the 2021 Jeep Wrangler 4.7 / 5 stars and CarGurus experts gave it an 7.7 / 10.
- 84% of 2021 Wrangler models on CarGurus are accident free.
- The 2021 Jeep Wrangler introduced the powerful Hemi V8 option in the Rubicon 392, delivering an impressive 470 hp for off-road enthusiasts.
Why it stands out
The Jeep Wrangler stands out as an iconic vehicle with a rich history that emphasizes exceptional off-road capabilities and a unique design. Its rugged construction, featuring a separate body and frame along with removable doors and tops, allows for a customizable driving experience that appeals to adventure enthusiasts. Moreover, the introduction of modern powertrains, including a plug-in hybrid option and a powerful Hemi V8, showcases Jeep's commitment to innovation while retaining the classic traits that define this legendary SUV.
Other model years to consider
The 2023 Jeep Wrangler stands out as a viable option with its high user rating of 4.9/5 and a significant portion of listings marked as good or great deals at 36%. Similarly, the 2020 model offers excellent value, priced at approximately $26,979, while maintaining solid ratings and deal availability. The 2019 model is also attractive, featuring a competitive average price of around $25,393 and slightly higher deal availability at 37%, making it a well-rounded choice for potential buyers.
Model years to approach with caution
The market for Jeep Wrangler model years presents some challenges, particularly with pricing trends and user ratings. Many of the recent model years, such as 2013 and 2011, have average prices around $12,000 to $15,000 but feature comparatively lower user ratings of 4.1/5 and 4/5, respectively. Additionally, a significant percentage of listings—between 66% to 75%—are categorized as not good or great deals, indicating reduced availability of favorable purchasing options.
These recommendations are based on CarGurus' proprietary market data from January 6, 2026, CarGurus experts' opinions, and generative AI.
4.5 Overall rating
(2,099 reviews)Customers say
Overall, Jeep Wrangler owners across all model years express strong enthusiasm for their vehicles, particularly praising their off-road capabilities, rugged design, and fun driving experiences. Many appreciate the iconic styling and the ability to customize their Wranglers. However, common criticisms include poor fuel economy, limited cargo space, and occasional discomfort during longer drives. While the Wranglers are loved for their adventurous spirit, some owners wish for more modern features and improved reliability in certain models.
AI generated from the text of customer reviews.
What people say
Good value at the price, mileage is under average use , has all ten necessary features plus a few extras, sporty, rugged and fun to drive !
My 2010 came lifted with 35 inch tires. Heavy duty bumper with Winch. Super clean and low miles.
Im very happy with my purchase! I wanted a rubicon,more for the offroad abilities it has,and found this unlimited rubicon,which has way more creature comforts than i was looking for,and now very happy with! Its really more of an offroad vehicle to be honest. Its a little stiff,and the off road tires humm as you go down the road! And with bigger tires gets truck like fuel milage! With that said,im happy i bought it,its fun to drive,and allows me to play offroad and then drive to work everyday!! Its a win in my book anyday!
The car is great ! I get a lot of compliments. The problem is that the doors and windows are not motorized. Old school.
Great Jeep Wrangler Sport unlimited fully loaded , reliable , leather seats , removable hard top , lifted , big size tires , Raptor liner paint, amazing value .
Jeep Wrangler FAQs
How much does the Jeep Wrangler cost in Chester, CT?
The average Jeep Wrangler costs about $25,468.82. The average price has decreased by -2.6% since last year. The 571 for sale near Chester, CT on CarGurus, range from $5,500 to $75,695 in price.
Is the Jeep Wrangler a good car?
CarGurus experts gave the 2025 Jeep Wrangler an overall rating of 5.3/10 and Jeep Wrangler owners have rated the vehicle a 4.5/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.
How many Jeep Wrangler vehicles in Chester, CT have no reported accidents or damage?
571 out of 571 for sale near Chester, CT have no reported accidents or damage.
Is the Jeep Wrangler safe?
CarGurus experts gave the 2025 Jeep Wrangler a safety rating of 4/10.
What fuel types are available?
Diesel, Gasoline engines are available.
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Jeep Wrangler Unlimited Sahara 4WD
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Jeep Wrangler Unlimited Rubicon 4WD
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Jeep Wrangler Unlimited Sport 4WD
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Jeep Wrangler Unlimited Sport S 4WD
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Jeep Wrangler Sport 4WD
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Jeep Wrangler Sahara 4-Door 4WD
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Jeep Wrangler Rubicon 4-Door 4WD
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Jeep Wrangler Sport 4-Door 4WD
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Jeep Wrangler Unlimited Willys 4WD
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Jeep Wrangler Sport S 4-Door 4WD
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