Used Jeep Gladiator trucks for sale near Winter Springs, FL under $149,977

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.

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.

Eric has been my service representative for years. His customer service is Superior and you know that your vehicle is in good hands.

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

very clean inviting place. The manager lady greeted us when we arrived, we were attended immediately by a very polite young salesman. Only disappointing thing was that we were given a written % rate and when we finished the deal the person that does all the finishing paper work, I believe the finance manager, had a higher interest rate, I was upset about that but I really wanted to get the vehicle, as a birthday present and did not want to do it all over because my credit score was already pulled and I wanted to give the surprise to my wife.

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

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.

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 had an excellent experience buying my car with Nestor. From the first moment he was very attentive, patient and professional. He explained all the details of the vehicle and solved all my doubts without pressuring me at any time. The purchase process was fast, transparent and uncomplicated. It shows that he really cares about the customer and seeks to be satisfied. I recommend 100% working with him if you are thinking of buying a car. Thank you for all your help!

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!

We Love our new 2021 Challenger! We Had the pleasure of working with Nicholas. He actually made it fun to shop for a new car!!!

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.

Mr. Michael Losardo assisted us while our 2019 Subaru was being service om July 3rd, Our radio had gone out on us and needed to be replace. Michael went all out to assisted us to a point of amazing, We are very great ful to him.In another occasion there was another issue with a DCM. The issue was resolved in a timely matter. Thanks Michael you went out far beyond the call of duty.

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!

Very helpful sales person jesus chirino, help me out cho my new vehicle very knowledgeable and helpful check him out 👍👍🙏🙏

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.

The truck was as advertised. We purchased it and had a very nice drive north to Michigan. The salesman was professional and gave us space to make our decision.

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.

Great customer service a friendly atmosphere. I will probably purchase my next vehicle from them

My experience with the Classic Honda dealership is great. They gave me a service cost and time before looking at the car. They only took around an hour for repairs. They also went over what they did with my car after completing the service.

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!!

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.

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 had a great experience finding and buying the right truck to fit what I was looking for. Dyshon was an excellent sales rep and did everything asked of to help make a great truck buying experience. He encouraged the team to negotiate a quality value trade in to meet my expectations and seal the deal!

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! 🤪

Overall my experience was great, I had to wait on my car while it was being serviced due to battery replacement and an oil change that needed to take place. The waiting experience was not bad, it was done and less than two hours. Cristopher, my service representative kept me updated, throughout the process, and was very polite . No complaints, the prices are decent, and overall customer experience was nice.

We have always gone to Holler Honda to care for our Hondas and have always gotten a fair estimate along with recommendations for timely repairs. We take their recommendations under consideration and if it is something we can do ourselves we buy the parts and do them at home. This visit was no exception. Holler performed the service and included a recall that was pending for quite sometime. Along with this service I had reported a nagging problem I was having with apple carplay and our Hondas. In the past I have just mentioned I was having the issue and was looking for advice but this time I needed it documented because I had reported it to hondaamerica. When I picked up my car, carplay was reported fixed by rebooting the infotainment system. At that time I was warned to always use an apple certified cable to connect carplay. Carplay worked until that evening when we went out for dinner. My phone would not connect. I repeated Holler's recommendation to reboot infotainment and I also got a new apple approved cable at the apple store. Neither solution fixed the problem. What did fix the problem was the realization that even though my phone was plugged into our honda ridgeline, it was also interacting with our other car in the driveway and would not connect with the honda. When I made an adjustment to the settings in carplay on the phone it immediately connected to the honda and now works without issue. When I reported this to Holler they agreed to give me a service credit to use in the future. We are satisfied, as usual.

I bought my car on 8/16/2025 and had the pleasure of working with Mathew Andrade. He’s an excellent salesman—very professional, kind, and easy to work with. I recommend asking for him if you’re looking to purchase a car. On the finance side, I had to switch the car from my business name to my personal name, and both the sales manager and finance department made the process smooth. Even when I pushed hard on my interest rate and monthly payment, they stayed patient, professional, and willing to work with me. Great overall experience!

Good experience from start to finish. Showed me exactly what I asked for without tacking on a bunch of extras before showing me final price.

Staff was friendly and very knowledgeable and was easy to buy our new eclipse would recommend totally

Pleasant interaction with associates. The oil change fee was reasonable. My car is running great and I will be back per suggested date on sticker.

Went looking for a car for my kid. Didn't find what they wanted but everyone here was so nice and polite and genuinely helpful.

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.