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  Used
  Jeep Gladiator trucks
  for sale
  
  
    near
Wilton, 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
2022 Jeep Gladiator Rubicon
Vehicle information
Features
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.
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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
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
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
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 Overland
Vehicle information
Features
Reviews
excellent dealer
I would recommend this dealership to any of my friends. My experience was great with this dealer in purchasing the Mitsubishi outlander. Very professional. Excellent
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
2022 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
I want to start off by saying wow , what Ana amazing
I want to start off by saying wow , what Ana amazing experience I had & received, I would like to personally thank Kamoy, Mike, Ben & Craig !!! You guys worked super hard even on your day off from work !!! I walked out with a purchase & very satisfied with what I got !! Super nice super patient , very informative on every step of the way .. I’ll definitely will return going forward & make sure to bring more potential customers . I can’t thank you guys enough ❤️
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
2024 Jeep Gladiator Willys
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.
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
2021 Jeep Gladiator Rubicon 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
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
2024 Jeep Gladiator Sport S
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.
Reliable and great looking truck!
Reliable and great looking truck! Love the way it rides and how many options they have to customize this great mid size vehicle. Love the color options
 
          
        
       
          
        
       
          
        
      Jeep Certified
2021 Jeep Gladiator High Altitude 4X4
Vehicle information
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Reviews
Luke is Best in Class!
Luke is Best in Class! Over the years, I’ve dealt with many service departments—including Jaguar, BMW, Porsche, and several Jeep dealerships. After a recent experience, I can confidently say that Luke stands out among them. Few service advisors match his attention to detail and, more importantly, his genuine attention to the customer—me! My congratulations to Milford Auto Group for having such a talented professional as part of their team. - Juan F.
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!!
Vehicle information
Features
Reviews
My porches the 2018 Toyota Sienna Tom use car
My porches the 2018 Toyota Sienna Tom use car representative was very nice and informative I didn’t feel any pressure I drove 2hr from Long Island to that location and I don’t regret first time I did look at the car no surprises I did like the car and we did the paper work with finance department the was also nice he was a were kind and we went week after the day we wants car was ready front of the showroom I will thanks again for the service this days you won’t see any dealerships like this
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
very happy with the service, Matt the service manager as
very happy with the service, Matt the service manager as well as Joe the service advisor were very helpful, for a small dealership they do care about the customer
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 Mojave 4X4
Vehicle information
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Reviews
I had a great experience buying a brand new Nissan Altima
I had a great experience buying a brand new Nissan Altima from Saw Mill Auto.
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 Sport
Vehicle information
Features
Reviews
Great service
Mike Grimaldi did a great job selling me my Jeep Grand Cherokee Limited. I purchased at the end of November and took advantage of some incentives the manufacturer made available at the last minute. Not only did I want a Grand Cherokee, but I wanted an option for automatic emergency braking. Mike knew this option and was able to describe it in detail -- in addition to all the other features of this vehicle. I remain pleasantly surprised by the features baked into my Jeep. I appreciate the confidence the Jeep brand has on the road. And I appreciate the time spent by Mike Grimaldi to ensure I was completely satisified. I would recommend Mike Grimaldi and East Hills if you seek a Jeep, Ram, Dodge or Chrysler vehicle.
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.
There are additional matching cars outside your search area.
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As a benefit to some of our dealer customers, we display their listings first.
 
          
        
       
          
        
       
          
        
       
          
        
       
          
        
       
            Used
2020 Jeep Gladiator Sport S
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            Used
2021 Jeep Gladiator High Altitude 4X4
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            Jeep Certified
2022 Jeep Gladiator Sport
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            Used
2022 Jeep Gladiator High Altitude 4x4
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            Used
2023 Jeep Gladiator Sport S
Vehicle information
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            Used
2022 Jeep Gladiator Rubicon
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            Jeep Certified
2024 Jeep Gladiator Sport
Vehicle information
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            Used
2020 Jeep Gladiator Mojave
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            Jeep Certified
2021 Jeep Gladiator Willys 4x4
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            Jeep Certified
2021 Jeep Gladiator Sport
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Jeep Gladiator prices by year
| Model year | Average price | Deals | 
|---|---|---|
| 2025 Jeep Gladiator | $52,964 | |
| 2020 Jeep Gladiator | $28,166 | 9 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
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Used Jeep Gladiator by body style
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.
