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Used
Jeep trucks
for sale
near
Darien, 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
2023 Jeep Gladiator Sport S
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Reviews
I was surprised at the sports car inventory Auto Expo has
I was surprised at the sports car inventory Auto Expo has the cars are HOT!! Marc showed me around I couldn’t be happier to shop here and their prices are unbeatable
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!
Used
2021 Jeep Gladiator Sport S
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Reviews
Leasing our new Honda was a positive, friendly and
Leasing our new Honda was a positive, friendly and hassle-free experience. Our sales consultant, Tony DeLena, was a pleasure to do business with -- knowledgeable, courteous and willing to go the extra mile to make sure everything was to our satisfaction. I highly recommend him and Honda of Danbury to anyone looking to buy or lease a Honda.
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
Jeep Certified
2023 Jeep Gladiator Overland
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Reviews
Great Experience recommend this dealership.
Our salesman, Ali, and other members of the staff were all knowledgeable, helpful and professional. We are very happy with our new Grand Cherokee Limited.
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!
Used
2024 Jeep Gladiator Sport
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Reviews
We are happy with the staff and clean environment.
We are happy with the staff and clean environment. Lucas and Rob was really helpful with the purchase.
It’s a Jeep, so people who buy this understand what it’s
It’s a Jeep, so people who buy this understand what it’s all about, great off road performance, reliable and fun to drive. The Gladiator is unique because it’s a pickup and gives you more flexibility on abilities to carry more, but doesn’t hamper performance in any way, also, priced well compared to similar vehicles.
Jeep Certified
2022 Jeep Gladiator Sport
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Reviews
Excellent!
Excellent! Everybody here was honest helpful and transparent. I definitely recommend buying a used vehicle from them.
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.
Used
2020 Jeep Gladiator Rubicon
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Reviews
Hi i had the best experience Abdul was wonderful
Hi i had the best experience Abdul was wonderful and a pleasure to work with. Mary was nice and sweet Hernan from finance was excellent and a pleasure everyone i came in contact with was so nice and made the car buying experience fun !!!!! def will recommend to family and friends
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
2020 Jeep Gladiator Rubicon
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Reviews
Case Manager
Simply AMAZING! It was my first time signing a lease and Greg made the whole process so easy breezy! He is an all around amazing person and employ. Super friendly and kind. He gave me the greatest deal I could ever imagine! I feel beyond blessed to have had the absolute pleasure of being helped by Greg! HIGHLY recommend this place and Greg specifically. Super grateful and thankful for everyone’s help!
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
2020 Jeep Gladiator Sport
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Reviews
Project Manager
Came in to purchase a new car after 12 years and the team at Jeep Chrysler Dodge City was very attentive, not pushy and very informed. Christina Granchelli provided a stress free car buying experience. She was especially helpful the day i picked up my Cherokee and was well informed on all the features. Would definitely recommend this dealership.
I have 84,000 miles.
I have 84,000 miles. I don’t hit rod it. I keep it below 2500 rpm unless a must pass happens (rarely). Zero issues with transmission brakes electronics heat or AC. Overland model. It has been a wonderful rig with 19 to 25 mpg. I’m 64 and hoping this and my XJ are my last rides. Both rigs are exceptional. I had a scrambler and loved it, had to have the Gladiator and my 2020 has been far better than expected !
Used
2023 Jeep Gladiator Sport
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Reviews
Great Service
Everything was great from beginning to end. Antonio was great. He was very Helpful, and nut pushy. Everyone I encountered at the dealership was friendly and helpful.
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!!
Used
2021 Jeep Gladiator Overland
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The service was done well.
The service was done well. Dominic was a professional and did a great job putting everything together.
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
2023 Jeep Gladiator Sport S
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Reviews
I just wanna start by saying most of the bad reviews are
I just wanna start by saying most of the bad reviews are from people that bought cars with recalls. But is not a reflection of the dealership. My experience with them was phenomenal. They went above and beyond and treated very well. I flew from maine to ny. When I arrived they noticed I was very tired and offered me an orange and coffee and also gave me the option to rest in one of there vehicles till all paperwork and the car was detailed. Shout out to Pablo and the manager for a great experience. Highly recommend!!!
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".
Jeep Certified
2020 Jeep Gladiator Sport
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Reviews
The salesman (Ali Raza) was both very helpful and
The salesman (Ali Raza) was both very helpful and patient. He answered my questions, and was direct in his responses. The entire experience was stress free. I was very satisfied with my purchase and the manner in which I was dealt.
Great Truck/Jeep
Love this truck/Jeep! I moved from a SUV to this Gladiator and have never looked back! I have not found anything that I cannot do! If you have any sort of lift, have the fasteners checked every 30,000 miles. Just a FYI, I speak from experience.
Used
2020 Jeep Gladiator Sport S
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Reviews
Good customer service in a timely manner.
Good customer service in a timely manner. Would recommend the service to everyone. Sales department is knowledgeable and efficient. Your time is valuable to them.
Best vehicle I’ve ever owned. And I’ve owned many
Went to the dealership in August of 2020 to get a 2 door Willy. They did not have any and due to COVID did not know when they were getting any in. I had just purchased a grand Cherokee from same dealership about a year prior but needed a jeep wrangler as I previously owned one. They had a 2020 Jeep Gladiator sport on the showroom floor with a ton of extras (2 inch lift kit, all Fox shocks, coated bed liner, custom bed cover (hard shell), 34” all terrain tires, Matt black 18” wheels, led light bar mounted right in front of the front windshield, 2 led lights at front on either side, custom soundproofing on the inside hard shell top and I think the beefed up tow package but not sure. Within the first 2000 miles loaded a 35’ tv weighing 5800 pounds and headed out to Utah from Chicago driving through Colorado. The thing was phenomenal towing this heavy rv up and down the mountain pass on I 70. At a gas station some guy with a fifth wheel and a Ford F350 asked me what I was doing towing such a big rv with such a small truck. Kinda laughed. Saw him on the road later going up a mountain pass and blew right past him in my small truck. This truck has been nothing short of amazing. The dealership I purchased from is the best I’ve ever dealt with (Fields Chrysler/Jeep in Glenview, Il). They always have a loaner if needed. They are awesome. I bought in August of 2020 and today I have just shy of 70k miles on it and still running strong. I do not know why everyone says these things top off at 97 mph. I have gotten mine up to 110mph with a bit of room to spare. Gets to over a 100mph rather quickly. Maybe I just lucked out on a good one. I’ve read a lot of people complaining about a little water run off from the front door design. They are not wrong but you bought a freakin jeep, you’re not going to melt. Grow a set. Best vehicle I have ever owned. Best part with all the extras that came with it I got it for 49k with 15 miles on it. That same gladiator was there when I bought my grand Cherokee. I guess they were sick of it sitting on their showroom floor because back then it was listed for a tad over 60k.
Used
2021 Jeep Gladiator Mojave
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Great experience at this Land Rover dealership!
Great experience at this Land Rover dealership! Richard was friendly, professional, and made the whole process easy and enjoyable. Truly top-notch service?I would definitely recommend them!
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
2020 Jeep Gladiator Overland
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Reviews
I had a great experience at Meadowland Of Carmel.
I had a great experience at Meadowland Of Carmel. The staff was friendly and professional. Julian was fantastic. The process was smooth and stress-free, and I never felt pressured. I?m very happy with my new car and would definitely recommend this dealership to anyone looking for a reliable place to buy or lease a vehicle.
Used
2020 Jeep Gladiator Sport S
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Reviews
Excellent dealership I was in and out quick with my
Excellent dealership I was in and out quick with my daughters new c300. They got me approved even with my itin at a very low rate. Clean cars inside for sure go check them out !!
Used
2020 Jeep Gladiator Overland
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I have been purchasing used and new vehicles from car
I have been purchasing used and new vehicles from car dealerships for many many years. Some good experiences and some bad experiences. I recently purchased my Suburban from Karls, his dealership is over 150 miles from my home, that's a 2.5 hour drive. What an experience I had. Yes, long ride and a lot of time driving but the service I received from Rob the salesman and more importantly, Leo the owner of the dealership was outstanding. I had many conversations, texts and videos with Leo regarding this particular Suburban he had in stock. Leo is a great guy and very honest, going forward, all of my future vehicle transactions will first start at Karls Chevrolet. Thank you. Rich Zingaro
Used
2020 Jeep Gladiator Sport
Vehicle information
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Used
2020 Jeep Gladiator Sport S
Vehicle information
Features
Used
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Sales employee John Downey was extremely attentive to my
Sales employee John Downey was extremely attentive to my request in purchasing my 2025 Ram.
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!!
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 $6,251.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Wrangler can reach up to 22 MPG city and 24 MPG highway for a combined rating of 23 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 4323 great deals out of 14674 listings starting at $700.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Rye, NY with 20 great deals out of 62 listings starting at $19,895.
*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
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9 Great Deals out of 47 listings starting at $20,000
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10 Great Deals out of 45 listings starting at $20,000
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19 Great Deals out of 62 listings starting at $19,895
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9 Great Deals out of 32 listings starting at $20,000
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18 Great Deals out of 55 listings starting at $19,895
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Jeep Trucks in Westport, CT
11 Great Deals out of 42 listings starting at $20,000
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5 Great Deals out of 30 listings starting at $20,000
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8 Great Deals out of 32 listings starting at $20,000
Jeep Trucks in Darien, CT by model
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Jeep Gladiator Trucks in Darien, CT
9 Great Deals out of 47 listings starting at $20,000
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