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Used
Jeep Gladiator trucks
for sale
near
Windsor, VA
under $899,990
- 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
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Service
Outstanding service! Fast and friendly. I had an issue and couldn?t get help from Hall so we reached out here and they took care of the problem!
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
2021 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
I was honestly in need of a vehicle today I went in to
I was honestly in need of a vehicle today I went in to Winners Circle Chrysler dealer today. I just knew I won’t going to get a vehicle due to my credit score. Eric and Julian was upfront & honest with me ! I am walking out with a 2020 Nissan Altima baby !!!!! Thank you so much!! My new family !!!!!!!! Ps! If you looking for honesty & someone who going to work with your credit they are the best in Hampton roads !!!! You guys are the best !!! Thank you two brothers Eric and Julian!!
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
2023 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
Great customer service and they get you out the door
Great customer service and they get you out the door quick. Would definitely return again
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
2023 Jeep Gladiator Overland 4x4
Vehicle information
Features
Reviews
Starr is the only place I get my service done.
Starr is the only place I get my service done. Fair prices in a reasonable time frame. The service workers are honest and very knowledgeable. I have been going there for 12 years now.
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
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
This experience was excellent.
This experience was excellent. I can't speak highly enough about Southern Norfolk, Justin Cannady and Katie Rose. They were topnotch in understanding and making sure that I got the best car for me. They made me feel like family which alleviated all of my anxiety and tension when buying a car. After all of my, "I want this and not that" they were still nice and professional, compassionate, open and honest. They went above and beyond. Thank you all for you patience and time dealing with me.
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 Mojave
Vehicle information
Features
Reviews
Airbag Inflator Replacement
I dropped my Ford Edge at 1100 in the morning and got it back later that afternoon. No hassles and no worries. The staff was friendly and helpful.
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
2024 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
David was amazing customer service and treated me very
David was amazing customer service and treated me very well I always love coming to Casey Chevrolet
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
2024 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
The experience was great at southern Chrysler Dodge Jeep
The experience was great at southern Chrysler Dodge Jeep Ram Chesapeake. My salesman, Anton was very up front, honest and easy to talk with. He got the job done in no time! John got my contract together. He too was great to work with. The environment was good. I didn’t feel rushed or pressured and they were very patient with me. I’d definitely go back and recommend others to go as well. Thank you guys for everything!
Used
2022 Jeep Gladiator Mojave 4x4
Vehicle information
Features
Reviews
Service advisor Lindsey Givens was/is very professional
Service advisor Lindsey Givens was/is very professional and extremely competent. Same/same for Ashley House and Canon Hughes.
The best vehicle that I've ever owned!
The best vehicle that I've ever owned! It's never needed to go back to the dealer for any work or new vehicle adjustments. I will get another Gladiator after this one!
Used
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Dominic, Derrick and Alex made the car buying experience
Dominic, Derrick and Alex made the car buying experience a smooth one. They were very accommodating and a pleasure to work with. A couple days after I bought the car, Dominic and Derrick both reached out to me via text message to make sure I was loving the car and to contact them if I needed anything.
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
2024 Jeep Gladiator Sport S
Vehicle information
Features
There are additional matching cars outside your search area.
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Used
2021 Jeep Gladiator Sport
Vehicle information
Features
Used
2023 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Used
2020 Jeep Gladiator Sport S
Vehicle information
Features
Used
2020 Jeep Gladiator Sport S
Vehicle information
Features
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Jeep Gladiator prices by year
| Model year | Average price | Deals |
|---|---|---|
| 2025 Jeep Gladiator | $49,062 |
*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 $899,990 by city
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Jeep Gladiator under $899,990 in Windsor, VA
3 Great Deals out of 30 listings starting at $26,400
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3 Great Deals out of 27 listings starting at $26,400
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4 Great Deals out of 34 listings starting at $25,998
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Jeep Gladiator under $899,990 in Newport News, VA
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Jeep Gladiator under $899,990 in Chesapeake, VA
4 Great Deals out of 25 listings starting at $25,998
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Jeep Gladiator under $899,990 in Bethel Manor, VA
4 Great Deals out of 34 listings starting at $25,998
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Jeep Gladiator under $899,990 in Hampton, VA
4 Great Deals out of 34 listings starting at $25,998
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Jeep Gladiator under $899,990 in Norfolk, VA
4 Great Deals out of 34 listings starting at $25,998
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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.
