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Used
Jeep Gladiator trucks
for sale
near
Chevy Chase Section Five, MD
under $99,959
- 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.
Certified
2023 Jeep Gladiator Sport S
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Reviews
Good Experience n purchase!
I had an incredible good experience with these fine folks. Orlando n Shawntal were amazing and made the purchase of my SUV go so smoothly. Very friendly and kind staff. I am so pleased with my purchase!
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 Altitude 4x4
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Reviews
Dealership a little slow on responding to a meeting
Dealership a little slow on responding to a meeting although the personnel were very personable when we met. I just wish they had pointed out that the car did not have adaptive cruise control or heads up display which evidently came with the upgraded version.
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
2024 Jeep Gladiator Rubicon
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We purchased a 2025 Ram at Sam Leman on 10/21/25.
We purchased a 2025 Ram at Sam Leman on 10/21/25. We are 2 hours away and worked with Adam the previous day over the phone. Adam was great to work with, he took a bunch of photos and emailed them to us, he answered all our questions and was honest about the truck. We drove the 2 hours and found that Adam had kept nothing from us. The advertised price was the actual price and there were no hidden cost. We highly recommend Sam Leman Chrysler Dodge
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.
Used
2022 Jeep Gladiator Sport
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Looking for a great car deal? Go here!!!
I have bought vehicles here and sent family and friends here. Always a good experience. I go for service here as well. Jon Moore is a busy man but always makes the deal happen. He works hard and puts in alot of hours but it is his passion!! His love for the business and his love for his customers make him Superman! Talk about a multi tasking salesman. It blows me away. Five stars are not enough! Love this place! I will buy another vehicle in the next year or so.
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
2024 Jeep Gladiator Sport S
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Reviews
Experience which exceeded my expectations, from service
Experience which exceeded my expectations, from service advisor Ty Brown is the definition of professionalism!
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 Mojave 4x4
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Reviews
I met with Dave Fisher, he made me feel very comfortable
I met with Dave Fisher, he made me feel very comfortable from the beginning all the way through the whole process of buying a used vehicle. No pressure, no stress. I was very happy I decided to go to Sapaugh GM Country. Thanks Dave for making the process and easy one
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
2023 Jeep Gladiator Sport S
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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!
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
2022 Jeep Gladiator High Altitude 4x4
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Reviews
Great body shop
Stupid accident brought me to see Mike in the body shop. Second time the garage door gouged the hatch. Mike took the car right away fixed it and cleaned it up better than when I dropped it off. Thanks Mike, 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
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sales person Braden Lamb,
He is very friendly,knowledgeable and sincere.The dealership was very helpful. The facility was very nice and everyone was was so helpful. I would recommend them anytime. Just a great experience.Management was excellent as we're all of the people that we had contact with. Keep up the good work.
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 Overland
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This morning I went to Conyers Honda for an oil change.
This morning I went to Conyers Honda for an oil change. I admit I am getting up in age. When the advisor came out , Terence McKibben he asked if I had an appointment and I stated no. He then asked what do you need done. I immediately said oil change. He reached in and push the button and said” you’re only at 40%, you’re good. Being on Social Security That was a small gesture but it saved me almost $80 . That was truly honesty and above and beyond. He is to be commended. Thanks Terrence, you are my go to whenever I come to Conyers Honda. KEEP UP THE GOOD WORK!!!!! GREAT JOB!!!!
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
2024 Jeep Gladiator Willys
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I had previously dealt with Daytona Toyota in 2021 and
I had previously dealt with Daytona Toyota in 2021 and already had nothing but praise from my experience then. This latest experience, however, has truly raised the bar. Tom and Russ were more than accommodating and worked not one but two miracles for me in a time of need. Thank you so much Daytona Toyota for working with me and truly making this a memorable buying experience. Despite being more than two hours away, I will be doing all of my future Toyota purchasing at this dealership!
Used
2024 Jeep Gladiator Sport S
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Jeremy Yingling was a great help getting the best deal
Jeremy Yingling was a great help getting the best deal possible to replace a stolen van. At an incredibly stressful time he was a liferaft.
Used
2023 Jeep Gladiator Sport
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Your employee Francesca Osorio was magnificent.
Your employee Francesca Osorio was magnificent. She was kind, helpful and knew what I needed. An excellent, excellent employee service. I am very pleased with the service, and I want someone to tell her thank you for the very good work! A class for sure!!
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
2023 Jeep Gladiator Sport S
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Reviews
I was in and out.
I was in and out. Sterling was a great help. Finance guy was nice and helpful too. Was an overall good experience at Don Brown.
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".
Used
2024 Jeep Gladiator Sport
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Hat ' s up to Davis and Ariel
In Today's seller market, the Davis staff did everything in their power to make our purchase of an Equinox as easy as possible as well as affordable as possible. I like the no pushy sale. They explained and let you decide. It helps to have salesmen who are experts in cars. and they do have those. I would pay them a visit for my next purchase, even if just to ask about a brand they dont carry. You will not regret it.
Used
2023 Jeep Gladiator High Altitude 4x4
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Everyone from Joel in sales to Zach in finance was
Everyone from Joel in sales to Zach in finance was amazing to work with. They made sure I understood and was comfortable every step of the process of buying our new car.
23 Jeep Gladiator Sport
With the prices of the Gladiator coming way down (because of incentives), it made it an affordable choice. Black on Black, with a tone of options. I love it, and most importantly so does my wife! 🤪
Used
2021 Jeep Gladiator Sport
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Great Experience Working with Tray at Murgado
Great Experience Working with Tray at Murgado Ford I’ve been shopping around for a new work truck, and I can honestly say that working with Tray at Murgado Ford has been a great experience so far. A friend of mine recommended Tray after they had a positive experience purchasing a vehicle earlier this year, and I’m so glad they did. As a contractor who does a lot of driving and occasionally hauls a trailer, I had specific needs for my next truck, and Tray has been incredibly helpful in guiding me toward the right option. From the start, Tray took the time to listen to my needs and provided personalized recommendations that fit my lifestyle. He didn’t just try to sell me a truck; instead, he made sure to understand exactly what I was looking for, from towing capabilities to comfort for long drives. He explained the features of the 2024 Ford F-150 Lightning Pro AWD Automatic in detail, and based on my needs, it seems like it could be a great fit. What really impressed me about Tray was his approach to customer service. He’s knowledgeable, patient, and truly cares about finding the right vehicle for his customers. I never felt rushed or pressured, which made the entire process feel smooth and enjoyable. I really appreciate that he took the time to explain things and ensure I had all the information I needed to make an informed decision. Although I haven’t made the purchase yet, my experience with Tray so far has been fantastic, and I look forward to continuing to work with him. If you’re in the market for a vehicle and want someone who listens to your needs and provides honest, expert advice, I highly recommend reaching out to Tray at Murgado Ford.
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
2024 Jeep Gladiator Willys
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Can’t beat the SERVICE
I had a great experience! Kim was fantastic and continues to service the sale almost 5 years later. When it’s time, I’ll be back for sure!
Used
2025 Jeep Gladiator Rubicon
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John Peoples and Caleb assisted in my trade for a
John Peoples and Caleb assisted in my trade for a ford Maverick. Both were very knowledgeable and forthcoming, resulting in a trade that I hope was advantageous to both parties.
Used
2023 Jeep Gladiator Sport
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Thank you very much Sean, very kind, I recommend buying
Thank you very much Sean, very kind, I recommend buying from Suntrup Nissan, I highly recommend your attention, John
Jeep Gladiator prices by year
| Model year | Average price | Deals |
|---|---|---|
| 2025 Jeep Gladiator | $48,006 | |
| 2023 Jeep Gladiator | $37,253 | 5 Great deals |
| 2021 Jeep Gladiator | $31,737 | 6 Great 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
Compare the Jeep Gladiator
Jeep Gladiator under $99,959 by city
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Jeep Gladiator under $99,959 in Chevy Chase Section Five, MD
23 Great Deals out of 82 listings starting at $21,991
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Jeep Gladiator under $99,959 in Chevy Chase Section Three, MD
23 Great Deals out of 82 listings starting at $21,991
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Jeep Gladiator under $99,959 in Martin's Additions, MD
23 Great Deals out of 82 listings starting at $21,991
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Jeep Gladiator under $99,959 in Chevy Chase, MD
23 Great Deals out of 82 listings starting at $21,991
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Jeep Gladiator under $99,959 in Chevy Chase Village, MD
23 Great Deals out of 82 listings starting at $21,991
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Jeep Gladiator under $99,959 in North Chevy Chase, MD
23 Great Deals out of 82 listings starting at $21,991
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Jeep Gladiator under $99,959 in Friendship Heights Village, MD
23 Great Deals out of 83 listings starting at $21,991
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Jeep Gladiator under $99,959 in Somerset, MD
22 Great Deals out of 82 listings starting at $21,991
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Jeep Gladiator under $99,959 in Bethesda, MD
20 Great Deals out of 75 listings starting at $21,991
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Jeep Gladiator under $99,959 in South Kensington, MD
23 Great Deals out of 82 listings starting at $21,991
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Jeep Gladiator under $99,959 in Chevy Chase View, MD
23 Great Deals out of 82 listings starting at $21,991
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Jeep Gladiator under $99,959 in Forest Glen, MD
23 Great Deals out of 82 listings starting at $21,991
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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.
