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

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

Customer service was great. Staff was very attentive to all my needs. I appreciate and thankful for the attention to detail. Maybe next time throw in a quick wash.

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!

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 recently purchased a 2024 Hyundai Palisade from Advantage Chrysler Dodge Jeep RAM (CDJR) of Mount Dora, and the whole process was absolutely seamless from start to finish! A huge thank you to Patrick, Tom, and Pete — each of you went above and beyond to make sure everything was smooth, transparent, and stress-free. From answering my questions to helping with financing and trade-in, I felt taken care of the entire way. I couldn’t be happier with my new Palisade and the outstanding service I received. I highly recommend Advantage CDJR of Mount Dora to anyone looking for a new vehicle — ask for Patrick, Tom, or Pete, they’ll take great care of you!

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!!

Very friendly, courteous and accommodating. I was helping my grandson car shop but he made a decision on a different vehicle. I liked the car so much that I almost bought it for myself.

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.

⭐️⭐️⭐️⭐️⭐️ 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! 🚗💨👏

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 !

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!

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.

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!!

I recently bought a beautiful RAV4 xle. I am enjoying everything about it. Racquel Kerr was my excellent sales agent. She has a very warm and comforting personality. She knows every nook and cranny and detail about Park Toyota vehicles. She explained every part of my car in detailed and simple terms. The night before I picked my RAV4 up, I was so nervous because of driving a car unfamiliar to me. Because Racquel is so conscientious, she completely erased all my fears. Thanks to Racquel’s excellent work habits, I drove out of the lot feeling like I had always been driving my Toyota RAV4 xle. Thank you Racquel for being there for me. Racquel, I also thank you, D.J Culley, Francisco Caraballo, David Carey, Amber McKendree for making my dreams come true and my life so simple. Take care.

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".

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.

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! 🤪

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.

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.

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.