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Used
Jeep trucks
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near
Winter Haven, FL
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
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*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.
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Used
2022 Jeep Gladiator Sport
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Used
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
When looking for a car and a great knowledgeable salesman
When looking for a car and a great knowledgeable salesman kia in bartow ask for Pablo great guy to work with he knows what his doing we had nothing but great service from him.
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
2021 Jeep Gladiator Sport
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Reviews
I recently had the pleasure of purchasing my second
I recently had the pleasure of purchasing my second vehicle from Orlando Lopez and I must commend the exceptional service provided by him. Orlando extensive knowledge of the car models, coupled with his genuine enthusiasm, made the daunting task of choosing the right vehicle surprisingly pleasant.
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
2021 Jeep Gladiator Sport
Vehicle information
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Reviews
Oil Change Service
Small town service with big city results! I really like these folks!
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
un servicio de calidad y buena atencion personal.
un servicio de calidad y buena atencion personal.De veras sentimos su preocupacion por nuestro interes
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
2022 Jeep Gladiator Rubicon
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Reviews
I had an outstanding experience.
I had an outstanding experience. The staff was incredibly friendly, knowledgeable, and transparent throughout the entire process. My car was repaired quickly and efficiently, and the quality of the work exceeded my expectations.
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 Rubicon
Vehicle information
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Reviews
Angelica
Rick Dubose was AMAZING. I am extremely happy with my new 2018 Cajun Red Malibu. He knew exactly what I wanted and went above and beyond to get me my car. He had it brought over from another dealership just for me. Tinted windows and all. Very patient man and most importantly, a man of his word. Thank You Rick and thank you Stingray!
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 Rubicon
Vehicle information
Features
Reviews
Dell Cook great sales person!
Our sales rep Dell Cook was the best! He was very helpful in accommodating our needs. We drove away with a beautiful fully loaded Escape. I would recommend the dealership and the salesman to everyone!
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 Sport
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Reviews
Joe Ocon was a great salesman, made the process quick and
Joe Ocon was a great salesman, made the process quick and easy. Highly recommend purchasing a vehicle from him!
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.






Used
2022 Jeep Gladiator Overland
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Reviews
Repair
Great place to get a repair, great service everytime, thanks to all, for the good job they did..always pleasant.. everything works good. If you have a warranty they always check first to make sure that whatever you need is covered, 👍👍






Used
2021 Jeep Gladiator Rubicon
Vehicle information
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Reviews
Edgar is great at customer service.
Edgar is great at customer service. He always keeps me informed about my car , and how it?s doing. He always gets me a ride to and from my house without any problem.
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
2021 Jeep Gladiator Sport
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Reviews
Best non pressure, helpful experience I have ever had at
Best non pressure, helpful experience I have ever had at a dealership, which is saying a lot as my last two cars were Tesla and a Rivian and I thought I would never go to a dealership again. Stingray changed my mind, and now the only thing I am waiting for is for Chevy to make a 3 row suv ev. Erin and Dave were the best.
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
2023 Jeep Gladiator Sport
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Reviews
Mavrick
So far very so good I ordered a maverick 12\13 Just waiting now for it to get here Sale person is Dell he has been very helpful
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
2023 Jeep Gladiator Sport
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Reviews
Salesman Michael Martinez was fantastic to deal with in
Salesman Michael Martinez was fantastic to deal with in trading in my vehicle and purchasing another. He was knowledgeable and a pleasure to work with. Everyone else in dealership was professional and easy to work with. Highly recommend Posner Park Dodge ram.
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
2020 Jeep Gladiator Rubicon
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Reviews
Purchased 2005 PT cruiser, not running right.
We purchased a 2005 PT cruiser which just wasn't running right. We took it to Thunder Chrysler for repairs. It took three visits to the service department, a lot of perseverance and a lot of detective work, but they got it fixed and running right. Very satisfied. Thank you.
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
2023 Jeep Gladiator Mojave 4x4
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Reviews
SUPER DOOPER CAR SERVICE
I just got home. I left my house at 7:30 this morning and was at the dealership for five hours. BUT I had asked them to do a complete assessment and they did everything. I love these people. As I drove up my little four legged service person got all excited. She knew where we were and she has a lot of friends there. Everybody came out to greet us and help us descend. As a rule I am treated as someone special. I'm not but I am 87 years old and they are careful to take good care of me. I know them all but am losing my ability to remember names so please forgive me guys but Roderick, Arsenio, Luis, Denisa are so kind and I wrote down their names so I could remember them. My car was very happy and I don't know what all they did but she was very happy. (Yah! She's a lady). I have a very serious suggestion: Now I have no intention of ever buying another car , BUT, wouldn't it be great if you could go to a dealership, (as a woman not knowing much), and find a salesperson there, (of the female persuasion) who not only knows cars but knows the mechanics and has been taught the correct way to sell? I would scout places that teach car mechanics and see if a female is part of the student body and offer her a course in selling and a job. Maybe she just wants to be a mechanic but you could still call on her when you have a woman to sell to. Just an old lady's idea. I encountered a super female salesperson at a Honda dealership in Kissimmee, FL about 25 years ago. The only reason I didn't buy her car right then and there was I had decided I wanted a Chrysler. Anyway, You guys get all the stars. I know i can trust you.
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!!






Jeep Certified
2020 Jeep Gladiator Overland
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Reviews
The dealership is very helpful, the personal service is
The dealership is very helpful, the personal service is great, especially Luis. I shall return next time I need work on my Dodge.
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.






Certified
2020 Jeep Gladiator Rubicon
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Reviews
Jayson was so easy to work with-he made it easy and fast!
Jayson was so easy to work with-he made it easy and fast! 10 out of 10- would buy with Jayson again!
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
2023 Jeep Gladiator Rubicon
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Reviews
Matt, and the internet sales group were extremely helpful
Matt, and the internet sales group were extremely helpful and I would consider buying an auto from him.
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
2022 Jeep Gladiator Rubicon
Vehicle information
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Reviews
Quick appointment
I was able to get a quick appointment for a oil Change and tire rotation. They fit me in on the same day . They also completed the work the same day.



Used
2025 Jeep Gladiator Sport
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Reviews
I did everything online.
I did everything online. Got the clear to fly down; got there and signed paperwork & off the lot in less than 15 minutes
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About Jeep
What is the cheapest Jeep vehicle available?
The Jeep Liberty is the cheapest available vehicle by average Cars.com listing price in Jeep's lineup, with an average listing price of $6,677.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Grand Cherokee 4xe can reach up to 23 combined MPG. The Jeep Compass with traditional internal combustion engine offers up to 24 MPG city and 32 MPG highway for a combined rating of 27 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 3243 great deals out of 14516 listings starting at $1,000.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Davenport, FL with 4 great deals out of 54 listings starting at $22,850.
*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 Trucks by city
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2 Great Deals out of 26 listings starting at $25,998
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1 Great Deal out of 23 listings starting at $25,165
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1 Great Deal out of 20 listings starting at $25,998
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1 Great Deal out of 20 listings starting at $25,998
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2 Great Deals out of 32 listings starting at $22,850
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2 Great Deals out of 30 listings starting at $25,165
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1 Great Deal out of 20 listings starting at $25,998
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2 Great Deals out of 25 listings starting at $25,587
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2 Great Deals out of 32 listings starting at $22,850
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1 Great Deal out of 21 listings starting at $25,998
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2 Great Deals out of 37 listings starting at $22,850
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2 Great Deals out of 35 listings starting at $22,850
Jeep Trucks in Winter Haven, FL by model
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Jeep Gladiator Trucks in Winter Haven, FL
1 Great Deal out of 21 listings starting at $25,998
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