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

The staff was very friendly and helpful. Joe Andrade did an outstanding job helping us find a car and keeping up with everything needed.

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!

Me sentí súper satisfecha con el señor Rik, muy amable, atento y profesional… estuvo atento a todas mis dudas y resolvió todo… Gracias mil🙏

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

Easiest dealership I've ever dealt with. Willing to negotiate a deal quickly and had everything ready. Literally in and out. Great sales staff and very professional. Looking forward to my next purchase.

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.

The 1st dealership i actually felt was honest and cared !! From start to finish ,it was a great experience! I would definitely recommend to anyone!

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!

Nice people, looked at several cars here, experience was pleasant, professional, and no pressure tactics. Nice to see a dealership that actually listens to customers and seems to really care.

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.

Extremely profesional and knowledgeable! No xx dealership! I highly recommend them!! I visited the dealership and appraised (based on milage and real condition of the car), once I had the correct value for the car and interest rate for financing, I made my offer, and once they confirmed the numbers, we made the deal in less than 15 minutes! I did visit a few dealerships were I wasted my time! Some dealerships don’t take the time to look at garbage they are selling. They go by time on the lot, the make and models and average market sale price not really looking into the real condition of the car. All the information I needed is easily accessible, if you know where to look. I deal with facts not averages!

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!!

Great visit, I would have liked 1 free coke/diet coke offered, not just free water, or free coffee. CHRISTIAN was a great sales person, helpful and thoughtful .

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".

Great team and amazing cars. I’ll keep buying from Abner and serving with Craig.

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.

We had an absolutely wonderful experience at New Smyrna Chrysler Dodge Jeep Ram. Tom Fry was our salesman and he was absolutely extraordinary! He showed me all the features on the car and was so patient with my litany of questions! I would HIGHLY recommend this dealer. The whole buying process was so easy and smooth. The finance guy, also names Tom, was also wonderful. He made sure we got all the warranties I wanted. No one was ever push. Very low key, how can we help you kind of dealership. They’ve earned our business for life! Keep up the great work guys! Robin Moore

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!!

Excellent Experience with Chase and David ! My wife and I have been looking at purchasing a new SUV with three rows for our travel and when our grandchildren are visiting. We looked at 4 other brands and test drove just a few of them. Our friends have a two row Grand Cherokee and another a Grand Wagoneer and they spoke very highly of them. As a result we started our search into the Jeep and was pleasantly surprised that the Grand Cherokee had a limited edition with 3 rows. We connected with Chase Firestone a Manager at New Smyrna Chrysler Jeep Dodge Ram and that started the best experience we've had in purchasing a vehicle. Chase along with David Meeks a sales associate provided us with a test drive on our first visit. First we drove the Limited and then the Overland and David came along with us and did a great job in communicating the features along with how Jeep up their game with the three rows and trims. We never felt pressured by Chase or David, in fact the opposite as it was a relaxing environment and communication. We were both pleasantly surprised by how much we liked them and were leaning towards the GC Limited. With that, we wanted more time to test drive and inspect it more thoroughly. Next day they set us up with a plate and ability to test drive by ourselves and we made our decision to go with the GC Limited. The next step in working on price etc. was as my wife said, "one of the most relaxed and pleasant experience we've had in buying a car". Both Chase and David were professional, personable and so easy going to work with and New Smyrna Chrysler Jeep Dodge Ram are fortunate to have both on their team. We will highly recommend New Smyrna Chrysler Jeep Ram to friends and especially that the request Chase and/or David to work with. Dan & Karen Purchased on 9/19/24

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 would highly recommend working with AJ, Andrew Lamb. Andrew is low pressure, honest and strives to meet your needs. My overall experience with the dealership including the finance manager was very good.

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.

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.

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!!

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.

Smooth process and excellent customer service. Hiram went above and beyond to ensure I would be happy with my purchase. Very grateful and happy to have found my dream car at a good price!

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.

I was impressed with how easy and seamless it was to trade in old vehicle for a newer Lexus. The deal was fair and the customer service was outstanding. Thanks guys...

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.

Andy was so helpful and made sure I was taken care of he has the best customer service and really looks out for his customers.

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.

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

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

Always have had a positive experience with Airport Chrysler Dodge jeep Ram. Last visit was Jan. 28th 2025 service advisor was: Mark Greenwood has been great! This location will always be my to ho place.

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.

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.

My wife and were looking for a vehicle and in process she found a couple. She worked with the salesman, Sunny who was beyond knowledgeable, and very helpful in the process of narrowing down exactly what we wanted. Originally we found a couple that we liked but there was one that my wife really wanted. Long story short Sunny went above and beyond, to help her get exactly what she wanted. Honestly what more can I say, at 54 yrs old this was by far the easiest vehicle purchase I have ever had. I do know when it comes times for me to trade my truck in, I know who will be the first person i call. Thank you Sunny, sincerely.

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.