Used Jeep Gladiator trucks for sale near Conway, FL under $899,990

Great experience with Ramone Watson in sales and Brianna Bates in the finance department at Seminole County CDJR! They helped me get my Jeep Compass last month and it was a fantastic experience! I have been going to this dealership for all my auto needs for so many years, and always have the most pleasant experience with my Jeeps! Give them a try if you are in the need for a new automobile! They have new and used Jeeps! I love my Jeep Compass!!! Thanks to Ramone and Brianna for assisting me in the most professional way! - From Wanda C.

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!

Absolutely worth the drive — five stars! I can’t recommend this dealership enough. Joan and Raphael were fantastic from start to finish. I found my 2021 Ford Expedition online and started working with Joan via text which was super convenient and quick. I decided to make the two-hour drive, and it was 100% worth it! Joan had all my paperwork ready in the system, so after a smooth and friendly test drive with Raphael, we went straight into financing with no delays. I was back on the road and home before dinner in my beautiful new SUV. Great people, seamless process, and an all-around excellent experience!!!

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.

My family has bought 35 cars from carmax, never had an issue.We had some issues with some of the cars but they took care of it right away. What gained my respect for carmax is that we bought a car a HYUNDAI ELantra 2012. DROVE THE CAR A LITTLE OVER A YEAR. Went to trade it in and we found out the car was in a bad car accident in the front, and that's why it was pulling to the right. We were never told that this car was in an accident. We were told that it never was. Immediately they paid off our loan and put us in another new car. That's a good company. Therefore in my opinion they are awesome

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

Shopping online for used car jaguar Range Rover, Orlando, Florida visit the dealership, which was a a nice facility car salesman was very approachable and had a very nice experience with them

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!!

I just wanted to thank the crew at Massey Cadillac for helping me get the truck I was looking for and making it a smooth experience. I luv my new Ram 2500 ... Super nice & Clean! Thank you Les Martin

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.

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!!

⭐️⭐️⭐️⭐️⭐️ Smooth, Transparent, and 100% Recommended! We had an outstanding lease experience at Carroll Cadillac of North Orlando! From start to finish, everything was handled with professionalism, efficiency, and genuine courtesy. 🙌 Christian Rodriguez in Sales was exceptional—no pressure at all, just honest guidance and support throughout the process. He made everything feel smooth and stress-free, answering every question with clarity and patience. 💼 Mike in Finance was equally impressive. He walked us through every term from the beginning with total transparency—no surprises, no manager runaround, just clear, straightforward service. We truly appreciated how professional and on-point everything was. ✅ If you're looking for a dealership that values your time, treats you with respect, and makes the entire purchase or lease process seamless, we highly recommend the team at Carroll Cadillac 100%. This is how car buying should be done! 🚗💨👏

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.

I have to be absolutely honest the response time was quick and sales staff were extremely knowledgeable!!!

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.

So far I have bought (12) vehicles from this dealership if I’m not forgetting one or two. The last a 2023 power wagon - I love coming here everyone here is very polite and helpful. I deal mostly with Tarek and Bill and they are both very professional. I have never had a problem at the service center that I didn’t get resolved. If you give these guys a chance I think you will be very happy in the in.

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!

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 !

Manny was a pleasure to work with! Andrew was very quick and through with the finance team! Aside from a little miscommunication on the front end my experience was very good.

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!

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!!

Excellent purchasing experience. Jacob is a phenomenal person and salesman. Truly a man of his word.

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.

Eric was my salesman was easy to work with. Made it a pleasure to go to buy a car. Wasn't pressured into making a buy. Please let Eric help you make a great decision in buying your new ride.

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".

A very good experience dealing with Greenway Dodge and especially my salesman. Would recommend this car dealership to anyone looking for a new car. Highly recommend using my salesman for getting the best deal and good buying experience.

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.

I drove over a hour to get to this dealership, and I’m glad I did. The entire staff at Central Florida Toyota made the car buying process stress free and fast! I purchased a 4Runner, and had the pleasure of working with Johan Valles (sales), and Roberto Ercolani (business manager). They were both consummate professionals, who genuinely wanted me to have a great experience. They were friendly and easy to talk to, while also being knowledgeable about their craft. This was my first time at this dealership, and it will not be my last. I would definitely recommend CFT to friends and family!

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.

Jayson was so easy to work with-he made it easy and fast! 10 out of 10- would buy with Jayson again!

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.

Joe Andrade, worked to get me a deal that fit my budget, keeping me in the Crosstrek, I have been a Subaru customer since 2014 back NYC, Joe and the staff at your dealership always me feel welcome, thank you.

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! 🤪