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Used
Jeep Gladiator trucks
for sale
near
New Canaan, 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.






Jeep Certified
2021 Jeep Gladiator Overland
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Used
2020 Jeep Gladiator Rubicon
Vehicle information
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Reviews
David excellent he is so helpful and very good brother he
David excellent he is so helpful and very good brother he is very good man
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.






Jeep Certified
2021 Jeep Gladiator Overland
Vehicle information
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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.
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!!






Jeep Certified
2021 Jeep Gladiator Overland
Vehicle information
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Reviews
Milford Auto Group
This is simply the finest dealership anywhere. First of all it is family owned and every member of the family actually works there. One of the owners, Bob Fedor, personally oversaw the purchase of our new Ram. He was 100% available and was in the background throughout our entire experience making sure everything went perfectly. He is honest, caring, and completely forthright. By the time we picked up our new Ram we felt like we were a part of his family. Our salesman, Mark Setaro, couldn't have been more professional or helpful. Mark was knowledgeable about every aspect of our purchase and helped me from start to finish making himself available at all times even when he wasn't working. Buying a new vehicle can be extremely stressful, however, when you have a professional such as Mark guiding you through the process it is anything but. The purchase of our 2022 Ram Rebel was a surprise gift for my wife and Mark and Bob went to great lengths to make it all happen. I can not express how appreciative I am to them both or what a great experience this has been.
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.






Jeep Certified
2022 Jeep Gladiator Mojave
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Reviews
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
2022 Jeep Gladiator Sport
Vehicle information
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Reviews
I recently brought my 2023 Jeep Compass in for Service.
I recently brought my 2023 Jeep Compass in for Service. The customer service experience I received was a 10 out of 10 from beginning to end.
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.






Used
2020 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Just bought a Subaru Crosstrek yesterday .
Just bought a Subaru Crosstrek yesterday . First time I was ever there . The sales man , Joseph & Lawrence in the finance department couldn’t have been more kind, knowledgeable and professional . Would be happy to do Business with them again. I highly recommend .
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 Overland
Vehicle information
Features
Reviews
From Rob in sale's to all in service.
From Rob in sale's to all in service. I could not ask for anything better
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
2020 Jeep Gladiator Rubicon
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Reviews
Their service department is first rate led by Marco.
Their service department is first rate led by Marco. I’d never trust them to buy a car again from them but I bring my car for service all the time!
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
2022 Jeep Gladiator Sport
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Reviews
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.






Used
2021 Jeep Gladiator Overland
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Reviews
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!!






Used
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Awesome customer experience
This is the second ram truck I have purchased from this dealership. I cannot say enough about their team from Bob Walsh, who I worked with them both trucks to Joe in the customer service area and Joe the sales manager depend over backwards to help you feel good about providing them your business. I highly recommend this dealership.
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.






Jeep Certified
2021 Jeep Gladiator Sport
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Used
2020 Jeep Gladiator Sport
Vehicle information
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Reviews
Great Buying Experience
Christina Granchelli was very easy and accommodating to work with, and swiftly and comprehensively addressed every comment or concern through the process.
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.



Jeep Certified
2021 Jeep Gladiator Overland 4X4
Vehicle information
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Reviews
Shopping for a new vehicle
Spoke to your dealer Derek B he was incredibly helpful and and was a huge help in making this process easier than I thought I would highly recommend him.Great experience buying a new vehicle from Derek B






Vehicle information
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Reviews
My service experience was very good as usual.
My service experience was very good as usual. Marissa is very helpful, knowledgeable and personable. She is very good at reviewing the maintenance needs for my vehicles. Thanks Marissa!



Jeep Certified
2021 Jeep Gladiator High Altitude 4X4
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Reviews
Excellent Employees and Dealership
Not that I doubted Brett Saslow but Smith Haven is "The Real Deal" My family has now purchased 5 vehicles from his dealership and we are never, ever disappointed! I was there Friday for a "Free" inspection on my Jeep and as usual I was greeted with a smile by the attendant who was kind, caring & professional. One of the clerks was so kind to these 2 cousins who were with their Grandmother. She gave them papers to color on and her high lighters. That set the tone for all of us in the waiting room. We all talked with one another instead of being glued to our cell phones! The people I met that day, employees and the customers were "Top Notch"! I highly recommend Smith Haven Jeep Ram! Job well done everyone! David Beattie of Blue Point






Used
2022 Jeep Gladiator Mojave
Vehicle information
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Reviews
If you are looking for a quality used vehicle
Excellent inventory. Knowledgeable sales person. Painless buying experience. Car was cleaned, serviced and delivered as promised. I would not hesitate to recommend this dealer to my friends.
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 Mojave 4X4
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Reviews
David was a great person and the service was excellent
David was a great person and the service was excellent He explained all the steps to follow. They did finish sooner and did a good job 👍






Used
2020 Jeep Gladiator Sport S
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Reviews
Excellent dealership gave me great customer service easy
Excellent dealership gave me great customer service easy and efficient. Paid me top dollar for my trade in. And gave me a very fair price on their bmw M5. Thanks for getting me my dream car at only 6% when everyone else was at 12% finance gurus will send my people to you Nick!






Used
2021 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
I passed by auto express shopping for a luxury vehicle
I passed by auto express shopping for a luxury vehicle and had the opportunity to work with Marc. I’m glad I didn’t waste time going somewhere else. This place is real and the cars are nice!!
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Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $45,024 | |
2021 Jeep Gladiator | $27,995 | 5 Good deals |
2020 Jeep Gladiator | $20,634 | 5 Good deals |
About the Jeep Gladiator
How much does the Jeep Gladiator cost?
The Jeep Gladiator price depends on several factors, including the trim level, optional features, mileage, vehicle history and location. The nationwide average price for the Gladiator is $35,376, with pricing starting at $13,980.
What is the MPG of the Jeep Gladiator?
The Jeep Gladiator with traditional internal combustion engine offers up to 17 MPG city and 22 MPG highway for a combined rating of 19 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.
What are some similar vehicles and competitors of the Jeep Gladiator?
The Jeep Gladiator compares to and/or competes against the following vehicles:
What trim levels are available for the Jeep Gladiator?
The Jeep Gladiator is available in the following trim levels:
What model years are available for the Jeep Gladiator?
Available model years for Jeep Gladiator inventory range from 2020 to 2025.
*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 Jeep Gladiator by price
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Used Jeep Gladiator by city
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Jeep Gladiator in Scotts Corners, NY
3 Great Deals out of 22 listings starting at $20,634
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Jeep Gladiator in Wilton Center, CT
3 Great Deals out of 26 listings starting at $20,634
-
Jeep Gladiator in Wilton, CT
3 Great Deals out of 26 listings starting at $20,634
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Jeep Gladiator in Stamford, CT
12 Great Deals out of 45 listings starting at $20,634
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Jeep Gladiator in Norwalk, CT
10 Great Deals out of 41 listings starting at $20,634
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Jeep Gladiator in Pound Ridge, NY
3 Great Deals out of 22 listings starting at $20,634
-
Jeep Gladiator in Darien, CT
10 Great Deals out of 45 listings starting at $20,634
-
Jeep Gladiator in Georgetown, CT
3 Great Deals out of 26 listings starting at $20,634
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Jeep Gladiator in Westport, CT
3 Great Deals out of 37 listings starting at $20,634
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Jeep Gladiator in Weston, CT
4 Great Deals out of 34 listings starting at $20,634
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Jeep Gladiator in Lewisboro, NY
2 Great Deals out of 22 listings starting at $20,634
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Jeep Gladiator in Cos Cob, CT
13 Great Deals out of 53 listings starting at $20,634
Used Jeep Gladiator by body style
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