Used Jeep Gladiator trucks for sale near Pine Lakes, FL under $40,000

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!

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 ask a lot of questions, challenge any information that doesn?t make sense to me and expect honest, timely and transparent communication from the service provider. Latonya and the Orange Buick Service and Parts team exceeded my expectations! This was my first visit and happy that I have a trusted partner with my new-to-me Yukon XL.

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!

One thing I could say , they are very responsive. I wish I was able to make a deal if it wasn’t for my down payment amount I would taken that car so bad . I need it too .

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.

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!!!

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

I was very happy with how much your team helped us in every way thank you very much.

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!!

We first contacted Phillips Toyota by email to see if they still had a Grand Highlander Hybrid in stock that we could test drive. We were contacted within a half hour & set up a time to make the 90 minute drive to test drive a vehicle. And after making the trip and test driving the vehicle, they were able to find an incoming vehicle (30-45 days) that matched our requirements. We are excitedly awaiting its arrival!!

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.

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

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!

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!!

Had a great experience with Jased. He was great with communications and they honored everything they said. I would recommend anyone to go check out Ford of Clermont.

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!!

Darrin Grant was the most personable and easy going sales person! He got us what we wanted for our trade and sat with us in the back seat of the car introducing us to the car, like connecting our phones and going over the options on the dashboard. He helped us for 15 or 20 minutes. He then told us to call him from home anytime we have a question about the car and he would talk us through it. 10 out of 10!

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.

The service was amazing and my sails man Kristian did an amazing job. Had a great experience very fast service overall and easy to work with.

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.

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.

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".

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.

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 !

Rick made this whole buying experience an easier one. I highly recommend him and his services. His dealer has superb cars too. Thanks

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! 🤪

Great staff all around. Henry and Cody helped us and was very friendly and professional. My wife and I will continue to shop here, Thanks.

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.

Thank you VW North! Angelo you work miracles!!! My son is in the military and had been struggling to find a vehicle … when I was in purchasing my new VW… Angelo explained their internet sales, and even though my son was not interested in a VW maybe there was a pre-owned vehicle he may like…. Perfect! My son found a vehicle, Angelo worked with us to get the most personalized deal! So quickly! Most patient / professional / out of the box thinker with attention to every detail of the buying experience including a referral for transport to get the vehicle to him! Thank you so much for all of your hard work! Completing all the paperwork as a co-signer was a smooth process with Danny Jacobs! Super fast and kind! … both staying late to make sure everything was complete! Appreciated working with both of you! My VW family! Be back soon for my routine service! Go to VW north for a chance to work with the best in the business!!!

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.

Great deal, got exactly what I wanted- seamless offer process and was willing to compete against other dealers in the area ultimately beating other offers

This dealership was top notch from front to back with great selection of cars and highly impressed with their knowledge and expertise when closing the deal. Rich was kind and informative and honest. I would highly suggest this place when purchasing a car. Ask for Rich!

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.

My sales man was Luis, he was very helpful in helping me find a car that was in my price range. he was patient and understanding.

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.

Great vehicle for enjoying the outdoors in being able to explore new places other vehicles could not go. Looks like a vehicle that can take you into areas safely.