Used Jeep Gladiator trucks for sale near St. Leo, FL under $899,990

James M. Was my service tech twice he was amazing. Kind, attentive and really knowledgeable . Cldnt ask for a better 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.

Jake is an excellent salesperson. He is friendly, knowledgeable and helpful. He made my purchasing experience a very good one. I am enjoying my new Ram truck.

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!

My truck maintenance was handled promptly with professionalism. When I went to pay for the service however, they wanted an additional 28$ on a 1K bill to use a credit card. A debit wouldn't incur this fee. This seems like usury and seems over the top.

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 found purchasing a vehicle at Jerry Ulm Dodge to be a very pleasant experience. It's a very nice, modern facility with excellent amenities and a great staff. I highly recommend this dealership.

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 worked with Jake Thompson and if there was any heavy lifting to do during the sales process, he did it. It was no doubt the easiest purchase of a car that I have ever made. Thanks Jake!

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!

My husband and I are very pleased with the service we received. Buying a new car is not an easy task. Thankfully we met awesome sales man. Thank you so much James and Paul you guys took your time and answered all of sour questions.

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 !

Casey is awesome. Very caring about her customers. She gave us the V.I.P. treatment. I will only buy from her. 2 cars later. Awesome keep her around.

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.

Patrick was great and very informative he was extremely professional he made my experience very good

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.

I wrote a review a couple of days ago, but have since worked with Cadillac to resolve this issue and while it will not let me edit the last review I can post a new one. Working with service centers can sometimes be very challenging, especially as a woman that does not know very much about cars. It's essential to me that I am able to go to a place that I know I can trust. In February of 2022 I took my car to this dealership to get a new key fob after losing one and have my transmission inspected. My car was under an extended warranty and they were able to replace the transmission control solenoid and get both of my new key fobs under warranty and at the end of the day it only cost me $46! Along the way Tim Radice, my service consultant was absolutely phenomenal. He kept me updated and made countless calls to my different warranty companies to ensure I was spending as little out of pocket as possible. Within a week I had my car back. Sadly shortly after my transmission started acting up again and the problem was much worse. I took it back to the dealership and found out that the transmission cover had warped and it was going to be a $1,500 fix because my warranty had just expired. Tim did everything he could (he's awesome like that) and put me into contact with the service manager, Paul. From the moment I got on the phone with Paul I could tell he was handling this with the upmost professionalism. He was kind and patient and he let me spend 10 minutes walking him through the initial repair to my cars current state. Paul quickly jumped into action and got on the phone with GM to figure out why this was happening. He called me back after speaking with GM Engineering and let me know that there was some critical information GM had not relayed to them. Apparently any time you replace the solenoid you need to replace the cover as well, because it disrupts the seal and often causes transmission fluid leakage. Paul said they would 100% cover the cost of labor and asked if I would cover the $149 part, saving me over $1,000. So if course I said yes! They had no LEGAL responsibility to offer me this, especially given that they had no way to know this information at the time of the initial repair. It is; however, the right thing to do given that the issue stemmed from the initial repair. I am so thankful that Paul, Tim and the other Cadillac team members did their best to take care of me in this situation. Car troubles are never fun and are almost always quite costly. It's worth it to go to a place you can trust - and this is it.

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.

Our service adviser Bashum was great! I'm sorry if I misspelled your name but thank you for everything!! You made us feel as if we were the most important people there.

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!

The best al the employees really good people excellent customer service they always explain everything about the car needs

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.

We have a Ford Fusion since 2017 and it has been fantastic vehicle for us. In past week we had repair done on fixing the electronic security system, connected to the edge of driver door that was not operating correctly. Josh helped me with identifying the issue and also Jack. Veterans Ford did their analysis and tests to get to the root cause with their specialized technicians in the electronics area. We were very concerned as this issue is very critical for us to function correctly. I am so happy that the Ford team at Veterans got it fixed and all is running perfectly again. Because the issue was intermittent it made the challenge even more difficult - so my thanks goes to the whole team who made this repair a success. The team there takes the time to listen and help their customers to the very best of their ability. When I was in Ireland I went with my Dad to a Ford dealer there, where he bought his first car a Ford Anglia. Ever since then we have stayed with Ford for many years. I was given ride to and from my home a few miles away. I have no hesitation in recommending Veterans Ford to any customer. Patrick O’Brien

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 brought our car to Parks Ford today11/15/25 our Service Advisor John Kidd is the best, He always keeps us updated on everything,John is so wonderful to deal with, everytime we come We always ask for John he is definitely an asset to your company. We look forward to seeing you next visit, Thank You John for all you hard work and dedication Doreen Gaeta

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 representative took all the time needed to thoroughly explain all of the new systems including the new Honda APP. He also took the time to pair my phone with my new Ridgeline. Great Help.

Excellent customer service, went out and beyond even after their working hours to sell me the 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.

Rick was the best. All associates were extremely friendly and it was a flawless quick process. I would absolutely recommend to a friend. It was a no haggle process and no hidden fees that others still have!

Too much overhead and one too many times the salesman going back and forth to ask mother may I. The management is not customer friendly and it leads to many distractions. Revamp your business.

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.

MJ was very nice and keep good communication. He Sent information on trucks that I was interested in. Even though I didn't purchase a truck though him. I would give him a call to see if he has what your looking for.

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.

This was such a pleasure! This is the fourth car we have bought and it was wonderful. We worked with Chris Santos and he was amazing!

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!!