Used Jeep Gladiator trucks for sale near Winter Springs, FL under $400,000

Excellent from scheduling to check in to updates to service to check out!! Johnathan Z and service team are a cut above the rest. Customer for life!!!

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!

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.

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

Always a great experience with Angelo. I wouldn't get my car serviced anywhere else. The dealership is always clean, quite, well equipped and staffed.

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 reached out via cars .com about a specific car that I seen on their website. I got a response the same day. It was by a gentleman whos name is Joe at Winter Park auto exchange. He took some video of the car i was curious about. I went a few days later to actually check it out, with my wife. Car was exactly as advertised, clean low miles. So the purchase was lightning fast. I test drove it and did all the necessary paperwork in probably 30 minutes. They have a lot of inventory. If your in the market, please check them out. Great people!!!

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.

continues to be top notch in every way! all repairs were done correctly and in the time frame promised. I could not have been happier.

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.

John showed us multiple options he made sure we got the right vehicle for my family. We will definitely be back Great inventory , Great people, Great deals highly recommend

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!

Wow what a great experience, the finance guy was the very best I have ever worked w, because of him and a few others this will be my dealership here on out, Tyrique was the best, Kenny was sales manager was perfect, I have bought four cars at Mulinex but I'm going be a Starling Ford customer for life, again thank you Kenny and Tyrique for making my dreams come.true why I'm , still grieving a loss, your support love and kindness was a gift, Thomas thanks for working w me and your time, your age is young but you did a good job w working w us and I thank you for your time. Best dealership by far, ps when was other dealership tried but didn't have experience I wanted however Starling Ford puts the customer first and you earned our business we shall be back soon. Ten star all the way

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 !

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.

Extremely nice people to do business with. William worked to put a deal together for me on a trade in. The communication between us was great and their offer was very reasonable.

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.

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.

Easy to deal with. Got the car I wanted at the price I wanted to pay.

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.

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.

We loved our 2011 Prius but no longer needed to have a second vehicle, so we decided to sell it. I contacted 3 of the major players in this market, and I went with AutoNation. The customer service was outstanding, the price was good, and the whole process from beginning to end was incredibly easy. To be honest, we just wanted the car gone asap, and AutoNation was easy to navigate. I did everything online and made an appointment to take the car in for an inspection. The online form is really a checklist where you indicate the features of the car and what condition each of the major features is in. At my assigned time, I drove the vehicle to the store, and the representative looked over the car and revised the estimate down by a little due to a damaged computer screen (which you cannot report on the online form). (NOTE: The online form is a checklist and does not allow you to explain things much at all. That will happen at the dealership.) I liked the original price I was quoted, and I still liked the new price with the small deduction. I felt no pressure to sell at any point, and I agreed to the new price immediately. I submitted the car title (that I had brought with me), and the representative dealt with the paperwork. After about 30 minutes, he came back with all the forms and I signed. I gave him the keys, and I went home. SUCCESS! I recommend AutoNation when you want to sell your used vehicle.

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.

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 was from out of town and purchased the truck. Amr and Paolo were very helpful in helping me to get the paper work done before I flew in to pickup the truck. My wife an I are very happy with the truck and the service we received...

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".

I haved been all over Central Florida looking for a new car and I was nearly to the point of either buying online or have a friend buy a car for me due to situation with other dealerships. One dealer in Tampa nearly made me call the police because they would not return my drivers license after asking multiple times and would not let me leave. The dealership above also give me incorrect information on the car to the point I googled information to show that I was right and the sales person was wrong. He also told me you don't need to rotate AWD tires. Another dealership had a very good deal on the car I wanted and when I drove 50 miles and completed all the paper work I went to the lot only to find out someone had called and given a deposit to buy the car so they could not sell it to me even though we had checked 5 minutes prior. The car stayed on line for 9 days but they continued to say it was sold. Long story short I was very happy that AJ Lamb had called me about the car I purchased and just kept asking me to come over and test drive the car. This dealership is not high pressure and very professional in the way they conducted my sale and I am happy with my purchase. I will recommend to anyone it is worth driving from Orlando and even Tampa if you want to be treated well.

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 visited the dielership for an oil changed and was assisted by Jeannie Seville. She was extremely professional courteous and informative throughout the entire process. Everything was handled efficiently and with great attention to detail. Excellent costumer service...thank you Jeannie

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! 🤪

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.

Purchased a 2025 ram 1500 laramie. We received an excellent deal and are very happy with our new truck.