Used Jeep Gladiator trucks for sale near Webster, FL under $99,962

We brought our car in for service today 8/16/25 our service advisor John Kidd was wonderful, he kept us informed on everything, John is very knowledgeable and an asset to your company. Thank you John,for all your hard work.see you next visit Doreen Gaeta

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

My service advisor Ryan was excellent in everything he explained to me and was very polite and will continue to use him,he called me on the status of my vehicle and to tell me it's ready

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!

Good service, great team of sales people and managers. 100% Recommend this dealer ship and special thanks to dale and everyone that works there and i’m grateful.

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.

Thank you Onesh for a being a true pro, my situation wasn't easy, a true professional who goes out of his way to help you. Thank you, FLA

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!

Bought a 2024 Tucson SEL. Overall I love it. I’ve noticed in the less than two weeks I’ve owned it a couple of flaws. The automatic RADIO volume adjustment does not appear to work. And more problematic and safety oriented is the driver side sun visor. It is not the expandable (slider) variety. So you have to take your eyes off of traffic and duck your head to push it to the driver side window. NOT 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.

The buying process was fast, friendly, and easy. I love the vehicle and would recommend this dealership to my friends or family. Two thumbs up!

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!!

A Great experience buying my new truck Barbara handled the purchasing process for me flawlessly

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!

The entire purchasing process was seamless. The sales staff listened to my needs and had several vehicles for me to select from right down to the color and features I requested. This is rare in today's business climate. This is the 3rd vehicle I've purchased from this dealer. You can only earn that kind of repeat loyalty if they excel in all aspects of the car buying experience. Financing my purchase was handled professionally. My vehicle was delivered to me in excellent condition including a full tank of gasoline. I will purchase from them again.

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 Brooksville GMC Team worked with us to reach an agreement. No hiccups so far. Enjoying our new GMC.

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.

Juwal, Travis and financing or seamless and didn’t harass us to add add-ons because I told what my budget was upfront and when I needed the car to do and they found that car and they made it fit my budget and I’m talking about cash budget out the door cause I don’t do car payments They are lovely lovely people they’ve called to check on the car and me and my daughter because we need the car for the safety features because of our medical issues this dealership treats you as though you are family which is greatly appreciated in a really cruel world.

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.

Great service. Thorough, fast and you get a complete review. Explain all needed repairs if needed.

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.

We want to thank Tod Featherstone and Travis for all their hard work getting us our 2024 gmc terrain,we love it . Also all the other people that helped .

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 .

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’ve consistently had a great experience at Wesley Chapel thanks to their outstanding team. A big shoutout to Gilberto, who always makes servicing my car completely uneventful, in the best way possible. He’s efficient, reliable, and keeps the process smooth every time. Also, kudos to Enis Kadric, who is always friendly, informative, and courteous. It’s refreshing to deal with both of these individuals who genuinely enjoy helping customers and ensuring they’re well-informed throughout the process. Top-notch service all around. Highly recommended!

We had the pleasure of working with your salesman Zach Adams today! He was very professional, helpful and made buying our vehicle much easier & faster. Zach handled everything from showing us the truck, personally cleaning it and all financial paperwork. He went above & beyond to make sure we were satisfied customers!!

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 wouldn’t buy from anyone else other than Napleton of Clermont! Always great service from beginning to end.

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 !

Bought my Jeep from Stephen . Pleasant professional guy . Good experience . Would not hesitate To recommend this dealer .

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.

We are so happy with our new Telluride from Kia of Clermont! Everyone was very friendly. We had our three younger boys with on the day we purchased and everyone worked hard to make the sales process as quick and smooth as possible! I will say it takes some patience to purchase a Telluride (or any car) in today's market, but Kia of Clermont seemed to get new Tellurides in each week and listened to our must-have's and let us know when a Telluride was available that matched our needs. Charissa and Tyler worked really hard to get us the Telluride that worked best for our family! They both had great communication and weren't pushy. Overall - Really nice facility, good selection and great staff! I highly recommend!

very good selection.My new renegade had 2600 miles,looked new.Upon inspection at home,underhood, very dirty, underside dirty, nail in the right rear tire.car was not preparared. No jack in the car to remove tire, My floor jack did not fit,jack must be a pinch weld special adapter.Keith in serv dept refused to fix tire unless I signed to pay 30 dollars.I told him I only drove home, the nail is rusted from previous use.He refused to listen, told me to use my floor jack with a 2x4., refused to explain how. I know how to plug a tire,but unable to use my jack.Two hours to plug a tire.MY last visit to the service dept. auto mechanics is my hobby for 50 years. I still like the renegade,good quality, even though no spare and no jack, and no tools.

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".

Sales staff was polite and courteous. Explained the vehicle very well and was not high pressure. He did do follow up as stated he would but we could not come to a deal on that truck.