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Used
Jeep trucks
for sale
near
Windham, CT
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.






Used
2022 Jeep Gladiator High Altitude 4x4
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Features
Reviews
I had a great experience with McGee Toyota Dudley.
I had a great experience with McGee Toyota Dudley. Tommy and sales was able to find me the vehicle. I was looking for and gave me the best price. When it came time to finalizing the purchase, Liz in the finance department was great. They also have in-house registration department which helped streamline the
My Gladiator is 3 years old.
My Gladiator is 3 years old. Driving in Alaska and what a great vehicle. Starts every morning with no issues. Drives great in deep snow thanks to the ground clearance. The ride is stiff-it’s a Jeep.






Jeep Certified
2021 Jeep Gladiator Rubicon
Vehicle information
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Reviews
Drive away with confidence and happy!
I am a returning customer who bought several Jeeps from Barry Pinto. Barry is not only a true professional but also very approachable, friendly, attends to requests promptly and always returns a call. Everyone at Bolles is helpful, providing a stress-free experience. Their service department over the years has been beyond reproach; the customer service is excellent. It is refreshing to know there is a caring car dealership that has kept car buying stress free with confidence. I shall never go anywhere else and hope Barry Pinto will be there as long as I'm buying cars.
We special ordered a Jeep Galdiato Rubicon in 2021 and
We special ordered a Jeep Galdiato Rubicon in 2021 and loved it. Our only problem was it didn't leave much space in the garage. We decided to trade it for a special ordered Jeep Wrangle 4dr. RubiconX. This new vehicle left us with 34 more inches of space in our garage. We still have our 2021 Jeep GrandCherokee Trailhawk as our long trip vehicle. 2 never gave any problems accept with the Aux, battery after 3 years of own






Used
2021 Jeep Gladiator Willys 4x4
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Reviews
I have been doing business with this company since 2002 .
I have been doing business with this company since 2002 . Best dealer , they are conscientious , pleasant and take good care of their customers. They do know their stuff . Whether purchasing or servicing ur car . Expect the best !
Have driven Jeeps in the military and loved the
Have driven Jeeps in the military and loved the performance and easy maintenance. Have 2 Jeeps now and looking to replace one of my Jeep with another one. Love Jeeps!!






Used
2020 Jeep Gladiator Sport S
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Features
Reviews
Excellent service very kind and helpful staff thank you
Excellent service very kind and helpful staff thank you very much . Everything went well and great service I highly recommend this dealership . Thanks again .
my grandmother sadly traded in this gladiator i wish she
my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.






Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
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Reviews
Our sales associate, Ms.
Our sales associate, Ms. Johnson, was very warm , welcoming , and professional…making the purchase of our new 25’ sorento easy.
mojave
I have a jeep gladiator mojave, 2021, great vehicle , the best i have ever owned, great for offroading and the suspension is great, designed for higher speed offroading and it does a great jjob at this and just regular off roading. also fun just to drive around town. Highly recommend this vehicle, i also love the xtras, led lights, safety features, (blind spot and ADC, etc), aux swithes . This just a great vehicle.






Used
2023 Jeep Gladiator Mojave 4x4
Vehicle information
Features
Reviews
Overall, a good honest dealership.
Overall, a good honest dealership. I had a predefined monthly spending limit and Josh worked his magic and got me the monthly payment to meet that number. His can-do attitude made this deal happen and got us the car. The finance manager Alex was also a pleasure to work with and made our car buying experience much less painful that I have experienced in past years with other dealers. There is no pressure from the sales team to buy and were up front with everything. No hidden agenda. I would recommend buying new or used vehicles from this dealer without hesitation and for that I’m giving them 5 out of 5 stars.
MOST importantly it is a JEEP.
MOST importantly it is a JEEP. If you want a luxury vehicle, buy one, if you want a full-size truck, buy one, if you want a sports car, buy one, the Jeep Gladiator is none of these. It is designed to be a mid-sized pick-up yet still be a Jeep, it does this PERFECTLY. I have owned 9 Jeeps over the years, as early as 1978 up through 2006; the Jeeps today are full of more amenities and comfort than they ever have been in history. I have 2 Gladiators; a '23 Mojave, and a '23 Diesel Overland, both of them are INCREDIBLE vehicles on and off road, and MORE than fit the bill for a light duty pick-up, superseding most others on the market, and I am even comparing to any of the 5 Tacoma's I have owned. If you are in the market for a light duty pick-up, you can't beat it; whether it is a loaded up graded model, or even the base model, it is still a truck with 4WD, straight axles, and still available with a manual transmission. VERY happy with both of mine!






Certified
2022 Jeep Gladiator High Altitude 4x4
Vehicle information
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Reviews
I have bought many cars and this was the best experience
I have bought many cars and this was the best experience I’ve ever had,Gerald made my buying experience smooth and easy.I would recommend this dealership and this salesman to anyone.I changed my decision on the car I came in for and switched to the one I bought and Gerald made the sale effortless for me,and remarkably fast,can’t thank them enough
What’s Not to Like
This is a.rock solid vehicle that defines “utility” better than all the rest. You have tons of ways to configure the vehicle every day. Open air roof, doors off, entire top off, pick-up truck uses, off roading, climbing, travel, snowshoeing, skiing, snow driving, trails and dirt roads, hiking, carry bed loads, trailering, ATVs, etc, etc, etc. No way to ever find it boring. Plus, the extra bonus of the culture, friendliness, the wave, jeep groups, and the way it promotes and nurtures getting outdoors and getting active. No issues. Alpine stereo is great. Nav is great. Heat is great. comfort great, carrying fun loads great, towing to 4K lbs great. No complaints.






Jeep Certified
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
10/10 highly recommend- Service exceeded expectations!
10/10 highly recommend- Service exceeded expectations! Our experience was hands down the easiest shopping experience we have ever had. Our salesman took the time to go through the vehicle with us and was very knowledgeable in all of our questions we had to ask.
Always go to Pilson auto, we always use the same
Always go to Pilson auto, we always use the same salesman. Always have a good experience! The salesman always answers calls and texts even if he is not at work! Everyone there has always been extremely friendly and helpful!






Jeep Certified
2023 Jeep Gladiator Sport S
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Reviews
Jimmy Yilmaz is great
Jimmy Yilmaz is great! A great time getting a vehicle. He was super friendly and helpful. Good sense of humor too. I highly recommend him and the dealership.
Jeep lifestyle
This is my 3rd Gladiator, I really enjoy the Jeep lifestyle, the Gladiator has been a great addition to my family and we have a ton of fun with it. It’s very versatile we use it for pulling our boat and Travel trailer and for everything else!!






Jeep Certified
2022 Jeep Gladiator Mojave 4x4
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Reviews
Dodge dart
This is my second car from Troiano I just bought an AMAZING new Dart, Dave is super.
Great vehicle poor local warranty service
I think my 2022 Gladiator is one of the top vehicles I have owned The only drawback is the lack of warranty service from my local Jeep dealer.






Jeep Certified
2022 Jeep Gladiator Overland
Vehicle information
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Reviews
Friendly, polite and patient salespeople!
As a woman buying a vehicle on her own, we’ve all heard the horror stories. But my experience at Falveys was fantastic!! All questions were patiently answered even the ones that seemed silly in hindsight. Everyone I dealt with was wonderful! My salesman was TJ and he was very patient and polite. The people working congratulated me on my new Jeep! Worked also with a kind man named Greg to sign papers and one of the owners came out to see if everything was ok. Nothing could have been easier!
Explore New Areas
Great vehicle for enjoying the outdoors in being able to explore new places other vehicles could not go. Looks like a vehicle that can take you into areas safely.






Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Very easy to work with
Edwin was great to work with from the beginning. He reached out shortly after I inquired about the car and scheduled a time the next day to take a test drive. They were able to complete the purchase that day so I could take the car home. Overall, both Edwin and their Finance department were easy to work with.
Definitely a fan!
I bought my 2021 Overland new. I love it!!! It is fun to drive. Handles well in the snow. This is a well made vehicle. I love the leather seating. The best heated seats and steering wheel I have owned. I’m definitely a fan!!






Jeep Certified
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Every person I dealt with were very professional and good
Every person I dealt with were very professional and good communicators. This was a factor in my decision to purchase my car. It was a positive experience. Definitely recommend.
MOHAVE ride makes for good daily driver
Mojave trim gives a smooth ride. A big improvement over the 2012 Rubicon Unlimited that I had. 17-18 mpg around suburbs and 20-21 on trips. At 13,000 miles no reliability issues. 8-Speed transmission coupled with the 3.6 v6 works well. Great in SNOW. Recommend the AWD optional transfer case.




Used
2023 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Sam was awesome, other saff are awesome too ,,very
Sam was awesome, other saff are awesome too ,,very informative, and helpful to meet my needs
Must Love The Jeep Experience
Ecodiesel gladiator is fun to drive and getting good MPG. My second gladiator and no issues. Jeeps aren't for everyone as they are boxy, heavy, noisy in cab at high speeds and not as luxurious as a Lexus. But these things are tanks with body on frame build, Dana 44 axles, real transfer case and mega offroad capability. Plus its easy to modify suspension and its a "jeep thing".






Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Happy about my Lexus rc 350 purchase in January 23
Ruben is the best was patient and worked with me from beginning till the end love my purchase of my choice wasn't forcws into the deal either






Certified
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Kyle and Richard thanks again you guys are the best.
Kyle and Richard thanks again you guys are the best. Proud owner of a 2025 navigator




Used
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Highly recommend!
Highly recommend! Purchase was easy and seamless. Josh went above and beyond. Purchased over the phone today and was delivered tonight. Vehicle is pristine, like new!






Used
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
gengras is great all around great service from all
just purchased my second car everyone waall are great there s great and very Mo is the best , the very best honest, knows his work very well , just a great person all around with a big heart and looks out for you the customer , i would buy 10 cars if i could thank you Mo selena smyth
Gladiator will be the next Jeep superstar.
I am a old school jeep owner, what they have come up with in the Gladiator is a hit. The ride along with rugged styling and performance and a usable pickup bed is fantastic.






Used
2023 Jeep Gladiator Willy's
Vehicle information
Features
Reviews
services
Thanks to CarMax services Team I can now relax and drive my car. They were so helpful and I trust them will never ever ever go to any dealer for my car repair. Special thanks to Carolyn for being so nice and understandable.
23 Jeep Gladiator Sport
With the prices of the Gladiator coming way down (because of incentives), it made it an affordable choice. Black on Black, with a tone of options. I love it, and most importantly so does my wife! 🤪






Jeep Certified
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Amazing experience!
Amazing experience!! Set everything up prior, drove 3 hours and all was as expected. Smooth easy transaction to get the wrangler I wanted with no ocer msrp charges. Greg and Rich are the best!! Will recommend to anyone I know for a CJDR!
my grandmother sadly traded in this gladiator i wish she
my grandmother sadly traded in this gladiator i wish she would have kept it . It is very comfortable,reliable,it look great on the outside,it has enough power,and its value is very good.
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About Jeep
What is the cheapest Jeep vehicle available?
The Jeep Liberty is the cheapest available vehicle by average Cars.com listing price in Jeep's lineup, with an average listing price of $6,773.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Grand Cherokee 4xe can reach up to 23 combined MPG. The Jeep Compass with traditional internal combustion engine offers up to 24 MPG city and 32 MPG highway for a combined rating of 27 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 3116 great deals out of 14871 listings starting at $1,000.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Columbia, CT with 3 great deals out of 31 listings starting at $27,697.
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Jeep Trucks by city
-
Jeep Trucks in South Windham, CT
2 Great Deals out of 26 listings starting at $27,697
-
Jeep Trucks in Willimantic, CT
3 Great Deals out of 31 listings starting at $27,697
-
Jeep Trucks in North Windham, CT
2 Great Deals out of 24 listings starting at $27,697
-
Jeep Trucks in Mansfield Center, CT
2 Great Deals out of 24 listings starting at $27,697
-
Jeep Trucks in North Franklin, CT
2 Great Deals out of 26 listings starting at $27,697
-
Jeep Trucks in Chaplin, CT
1 Great Deal out of 20 listings starting at $27,697
-
Jeep Trucks in Mansfield, CT
2 Great Deals out of 26 listings starting at $27,697
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Jeep Trucks in Lebanon, CT
3 Great Deals out of 29 listings starting at $27,697
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Jeep Trucks in Franklin, CT
2 Great Deals out of 26 listings starting at $27,697
-
Jeep Trucks in Columbia, CT
3 Great Deals out of 31 listings starting at $27,697
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Jeep Trucks in Storrs, CT
2 Great Deals out of 26 listings starting at $27,697
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Jeep Trucks in South Coventry, CT
2 Great Deals out of 26 listings starting at $27,697
Jeep Trucks in Windham, CT by model
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Jeep Gladiator Trucks in Windham, CT
2 Great Deals out of 26 listings starting at $27,697
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