Save your search and get notified when new inventory arrives.
Contact seller
Customize your budget
*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.
About your privacy: Cars.com is asking for your ZIP and credit rating because it helps us to make an educated guess at your sales tax and loan interest. These two factors can greatly change your monthly payment.
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.






Used
2021 Jeep Gladiator Sport S
Vehicle information
Features
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.
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
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
As always, Yorktown Nissan is phenomenal!
As always, Yorktown Nissan is phenomenal! I live in Poughkeepsie and choose Yorktown where I bought my car and always receive professional and fast service!! Kevin is my service provider and he’s amazing. Always calls me after my car to let me know it’s ready and they never take advantage like other mechanics. I appreciate them so much and the managed Dale there is always great. Such wonderful people and such a wonderful run business!!! I choose Yorktown for all my needs!
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 Rubicon
Vehicle information
Features
Reviews
Very helpful service from Petar and extreme transparency
Very helpful service from Petar and extreme transparency very truthful and genuine 👏 looking forward to purchasing from this dealership
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 Overland
Vehicle information
Features
Reviews
Vehicle was sold before I was able to speak to a sales
Vehicle was sold before I was able to speak to a sales person. No problem! They were working on it before I inquired about it.
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
2023 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Excellent service!
Excellent service! The sales person spent a lot of time with me. They were excellent showing me all the features.
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!



Jeep Certified
2021 Jeep Gladiator Overland 4X4
Vehicle information
Features
Reviews
2010 Dodge challenger
Jessica and Vinnie were very helping in the buying process. I would recommend them to anyone.
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
2020 Jeep Gladiator Overland 4X4
Vehicle information
Features
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
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 !



Jeep Certified
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
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
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 Rubicon
Vehicle information
Features
Reviews
Great experience and service!
Great experience and service!! Prior to pickup everything was explained and verified in order to have a seamless delivery experience. Sharon was great at going over everything and Mike took it home with no hiccups. Definitely great customer service and experience!! Would recommend and buy another vehicle!
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
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
I had a great experience at Blasius South.
I had a great experience at Blasius South. The staff was friendly, knowledgeable, and genuinely helpful throughout the entire process especially Luis, Veronica, Jay, and Mike L. They made buying my car easy and stress-free, answering all my questions and offering great advice, and went above and beyond to make sure everything was taken care of. Highly recommend this dealership for anyone looking for a smooth and pleasant car-buying experience!






Vehicle information
Features
Reviews
great response to the gentleman to the 599
Tom Papadopoulos you have a excellent reputation with exotic imports . You did the right thing. Good for you . Time Bandits are just that. You deserve better .

Jeep Certified
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
New Car Lease
I was looking for a change for a lease and choose to go with a Jeep Renegade. The first dealership I visited was Milford Auto Group and they took excellent care of me, exceeding my expectations. My salesman, Mark Setaro went above and beyond to get me an extraordinary deal on a loaded Renegade, even though my intention was to go with a base model, they made a great deal possible for my means and for that I am very grateful. I look forward to building a relationship with this dealership. very good feeling all around. Thank you again! ~mike

Jeep Certified
2023 Jeep Gladiator Rubicon
Vehicle information
Features
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.
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
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Awesome sale representative
I just purchase a Jeep Compass Gregory was my sale representative. Gregory went above & beyond to help me. He went over the entire car from top to bottom! AWESOME!!!***** One other thing I came in when the shop was about to close and he still help me.

Jeep Certified
2023 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Service was done on time and with quality results.
Service was done on time and with quality results. Service cost was the same as quoted
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
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Absolutely first rate service and outstanding customer
Absolutely first rate service and outstanding customer care. I was always kept informed as to the issues of my vehicle repairs.
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
2023 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Fast and efficient, Everyone at the service department
Fast and efficient, Everyone at the service department was extremely nice and helpful , thank you
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".
There are additional matching cars outside your search area.
Partial matches are generated by applying your search criteria to a larger search area. Our goal is to help you discover additional cars that match your search preferences.
As a benefit to some of our dealer customers, we display their listings first.






Used
2022 Jeep Gladiator Overland
Vehicle information
Features






Jeep Certified
2022 Jeep Gladiator Rubicon
Vehicle information
Features






Jeep Certified
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features






Jeep Certified
2021 Jeep Gladiator Sport
Vehicle information
Features






Used
2021 Jeep Gladiator Overland
Vehicle information
Features






Used
2020 Jeep Gladiator Rubicon
Vehicle information
Features





Used
2022 Jeep Gladiator Overland
Vehicle information
Features






Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features






Used
2020 Jeep Gladiator Rubicon
Vehicle information
Features






Jeep Certified
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
-
Prev - 1
- 2
-
Next
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2023 Jeep Gladiator | $28,436 | 5 Good deals |
2021 Jeep Gladiator | $24,795 | 7 Good deals |
2020 Jeep Gladiator | $25,178 | 5 Good deals |
*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
Similar Cars
-
Chevrolet Colorado for sale
8 Great Deals out of 34 listings starting at $8,495
-
GMC Canyon for sale
4 Great Deals out of 32 listings starting at $5,600
-
Jeep Wrangler for sale
15 Great Deals out of 62 listings starting at $6,995
-
Nissan Frontier for sale
11 Great Deals out of 81 listings starting at $7,330
Compare the Jeep Gladiator
Used Jeep Gladiator by city
-
Jeep Gladiator in New Canaan, CT
4 Great Deals out of 37 listings starting at $24,795
-
Jeep Gladiator in Scotts Corners, NY
2 Great Deals out of 26 listings starting at $25,178
-
Jeep Gladiator in Wilton Center, CT
3 Great Deals out of 26 listings starting at $27,995
-
Jeep Gladiator in Wilton, CT
3 Great Deals out of 26 listings starting at $27,995
-
Jeep Gladiator in Stamford, CT
5 Great Deals out of 45 listings starting at $24,795
-
Jeep Gladiator in Norwalk, CT
4 Great Deals out of 40 listings starting at $24,795
-
Jeep Gladiator in Pound Ridge, NY
2 Great Deals out of 24 listings starting at $25,178
-
Jeep Gladiator in Darien, CT
5 Great Deals out of 53 listings starting at $24,795
-
Jeep Gladiator in Georgetown, CT
3 Great Deals out of 26 listings starting at $27,995
-
Jeep Gladiator in Westport, CT
5 Great Deals out of 43 listings starting at $24,795
-
Jeep Gladiator in Weston, CT
6 Great Deals out of 38 listings starting at $27,995
-
Jeep Gladiator in Lewisboro, NY
1 Great Deal out of 24 listings starting at $28,436
Used Jeep Gladiator by body style
- ${price_badge()}
- ${ami_badge()}
- ${battery_badge()}${ev_report_link()}
- ${hot_car_badge()}
- ${award_badge()}
- ${cpo_badge()}
${price_badge_description}
${ami_badge_description}
The EV Battery Rating is based on this vehicle's current expected range relative to the vehicles expected range when new. ${battery_badge_text}
Certified cars are manufacturer warrantied and typically go through a rigorous multi-point inspection.
This car is likely to sell soon based on the price, features, and condition.
${award_blurb}
${award_two_blurb}