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Used
Jeep Gladiator trucks
for sale
near
Greenwich, 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 Overland
Vehicle information
Features
Reviews
Gavin and Darryl were great salemen to work with!
Gavin and Darryl were great salemen to work with! Appreciate them! The showroom and service dept is nice as well. We have used their service dept in the past and always have a good experience.
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
2022 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Once again Mercedes Benz of Pompano and Koby our service
Once again Mercedes Benz of Pompano and Koby our service advisor did a great job. The car was in and out in a day. No hassles. My wife and I are happy customers.
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
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
They gave me a better deal than any other car Dealer
They gave me a better deal than any other car Dealer salesman was great. He got his job done.
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
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Just a general interest in a truck- sales provided
Just a general interest in a truck- sales provided excellent information and did a little extra getting me some pictures prior to them being posted on line. NOTE: The very poor ratings were recorded because there was not an N/A option.
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
2022 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
excellent service across the board.
excellent service across the board..made the process very easy and simple couldnt recommend them 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 Mojave X
Vehicle information
Features
Reviews
I was just doing some web shopping and Woody's had a
I was just doing some web shopping and Woody's had a vehicle that interested me. They were easy and pleasant to exchange emails.
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






Used
2022 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Didn’t end up purchasing anything but they responded to
Didn’t end up purchasing anything but they responded to my questions quickly! Great job.
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
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
I found a 2016 Ford flex online through true car and set
I found a 2016 Ford flex online through true car and set up an appointment for a test drive. Greg Morris was quick to respond and kept in touch with me answering all questions up to my appointment. When I arrived the car was out front. I had to wait a few minutes but not long and we went for a little test drive. I had already been pre approved by my bank for the loan so I went to get the check and Greg had my new car washed for me and waiting by the front Door. Signed all the paperwork there is a bit. Total time from appointment to complete was 4 hrs. But half that I was at the bank because I filled out my paperwork wrong. Had I done it correctly the dealership would have been able to complete that portion for me and save time. This dealership is full of gorgeous new jeeps and chargers and lots more. I had a very nice experience thanks to Greg! I absolutely love my new to me car!
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
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Features
Reviews
It was a pleasure working with Shawna in the Service
It was a pleasure working with Shawna in the Service department. She's the best!
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
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Fast, friendly and honest service.
Fast, friendly and honest service. Darrin was prompt and very courteous. He didn't hide anything about the vehicle when asked for information.
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
Vehicle information
Features
Reviews
I had a great experience at Krieger Ford with Dennis
I had a great experience at Krieger Ford with Dennis Fritz in the commercial division. It is nice to establish a relationship with a local dealer for my commercial van needs. I will definitely be back when we need our next van!
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 Willys 4x4
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Reviews
This dealer has a Great Service Department and great
This dealer has a Great Service Department and great personnel. They always take good care of me. Please do not make me use 25 words. Enough said!
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.






Jeep Certified
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Excellent!
Excellent! Everybody here was honest helpful and transparent. I definitely recommend buying a used vehicle from 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
Vehicle information
Features
Reviews
La experiencia que tuve en National City Auto Center fue
La experiencia que tuve en National City Auto Center fue excelente Rigo y Daniel son muy eficientes y muy amables
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
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Excelant customer service from Jospeph Santiago.
Excelant customer service from Jospeph Santiago. Kept me informed about the oil change, and was very happy with his service.






Used
2024 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Was a very efficient process, everyone seemed nice and I
Was a very efficient process, everyone seemed nice and I felt I didn't have much to worry about. Had a concern with vehicle's battery - they replaced it and allowed me to get it inspected at their Honda dealership, just to make sure everything was in place. 2 months in so far and no car troubles - I'd recommend this dealership to anyone in the area.






Used
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Earvin was great.
Earvin was great. He helped my family and I get three cars and we loved our experience. Ulises the manger went above and beyond and we are super happy.
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
I went to parks to look for a jeep, I ended up buying a
I went to parks to look for a jeep, I ended up buying a Durango. Our salesman Ryan Rodriguez was so kind and patience with me. I asked a ton of questions and he had every answer for me. Ryan was very professional but also easy to joke with also. After I bought the car he called a few days later to ask if I had any problems or concerns. I would definitely recommend parks and honestly Ryan to anyone who wants a good experience buying a car.
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
2024 Jeep Gladiator Nighthawk
Vehicle information
Features
Reviews
It’s my second vehicle that I have purchased there.
It’s my second vehicle that I have purchased there. Amador is a pleasure to deal with. He quickly helped me navigate through all the choices. I also get my vehicles serviced regularly from there.






Used
2021 Jeep Gladiator Sport S
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Reviews
Great experience.
Was shopping for a truck and went to several larger dealerships who all were playing games. A friend recommended Novak. The showroom was super clean as so was the vehicle I was looking at. My salesman was upfront and not pushy at all. What you see is what you get . They gave a fair deal on my trade and I was in and out in a couple of hours. I will definitely be coming back when shopping for a car for my son.
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $44,092 | |
2023 Jeep Gladiator | $23,488 | 5 Good deals |
2022 Jeep Gladiator | $24,758 | 7 Good deals |
2021 Jeep Gladiator | $22,995 | 9 Great deals |
2020 Jeep Gladiator | $23,686 | 6 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 city
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Jeep Gladiator in Greenwich, CT
16 Great Deals out of 56 listings starting at $22,995
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Jeep Gladiator in Cos Cob, CT
13 Great Deals out of 58 listings starting at $23,488
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Jeep Gladiator in Glenville, CT
17 Great Deals out of 60 listings starting at $22,995
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Jeep Gladiator in Pemberwick, CT
17 Great Deals out of 61 listings starting at $22,995
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Jeep Gladiator in Rye Brook, NY
16 Great Deals out of 60 listings starting at $22,995
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Jeep Gladiator in Riverside, CT
14 Great Deals out of 61 listings starting at $23,488
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Jeep Gladiator in Old Greenwich, CT
14 Great Deals out of 61 listings starting at $23,488
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Jeep Gladiator in Port Chester, NY
17 Great Deals out of 62 listings starting at $22,995
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Jeep Gladiator in Byram, CT
17 Great Deals out of 59 listings starting at $22,995
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Jeep Gladiator in Stamford, CT
6 Great Deals out of 44 listings starting at $23,686
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Jeep Gladiator in Rye, NY
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Used Jeep Gladiator by body style
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