Used Jeep Gladiator trucks for sale near Sullivan, WI under $4,000,000

This was my first experience at a dealership, but I did extensive research beforehand, and had an idea of what to expect. My sales consultant, Lukas Hale, was down-to-earth and personable - and I sincerely enjoyed working with him. In terms of finance, they did honor my OTD price, but sales were a bit high pressure and I would like more time to review the fine print before signing.

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 will return. Best service department in Waukesha. And I have been to several of them.

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

The employees were professional and friendly. They took their time to understand our needs and preferences to help us identify the best vehicles for us. They never pressured us or rushed us to make a purchase.

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!!

Mike Asencio in sales was great - a thoughtful and considerate person, answered our questions, a pleasure to work with. I know I can call him in the future, should the need arise and he'll take care of us. Brandon Cooper in finance helped us understand our options and guided us in a good direction. We drove 1.5hrs to Miller Motors and are glad we did.

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

FRIENDLY COURTEOUS EXTREMELY HELPFUL HE ARRANGED FINANCING FOR ME HE ARRANGED DELIVERY TO ME I'M VERY HAPPY WITH HOW SMOOTH IT ALL WENT

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.

I am super happy with this dealership Uptown Ford,they really went out of their way to do a great job for me on my purchase of a 2020 Ford Escape. I would highly recommend this dealership to anyone. 5 Stars 🌟. Thank you so much.

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!!

I was greeted at the door by Mr.Harris he was very pleasant and answered any questions I had. He made the process easy for me as a first time buyer and qualified me for the car I want it I highly recommend going to this dealership for your vehicle purchase and ask for Mr. Harris The whole staff was just amazing I highly recommend Gordie Boucher for your vehicle purchase don’t think about it just make it your one stop only stop.

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!

Awesome. Very helpful and attentive. My salesman was very knowledgeable and an awesome communicator. No pressure salesman just listened

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.

Scott was absolutely amazing! I had heard so many wonderful things about Griffin Ford, and he really made all of the great feedback come to life for me. I got the vehicle I wanted, it was perfect! And the experience was five star.

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.

Got the best deal on my new Chevy Silverado, glad I tried Kunes . I would suggest that you give them a chance to quote you a price on your vehicle 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.

i did my homework prior to our recent purchase of a low mileage used Mercedes. One of my primary information sources was Cars.Com. and the other was Car Max. We visited the Kenosha Car Max and found everyone we had contact with to be professional and informative. We ultimately bought a car from a Mercedes dealer but did sell our trade to Car Max Waukesha. The experience was handled quickly and pleasantly. I would definitely recommend Car Max and their staff.

I had an outstanding experience working with Ty on my recent vehicle purchase. He was consistently responsive, knowledgeable, and never pushy throughout the process. We don’t purchase new vehicles often, but when the time comes again, I will certainly return to Ty. I highly recommend him to anyone looking for a straightforward and positive buying experience.

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 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 entire team at this dealership are true professionals. They all seem to care about making your car buying experience a memorable one. Andre, Tracy and Sales manager did an amazing job in getting me the best deal possible and out on the road in an hour. This is very rare in a Dealership and they managed to pull it off. A Five Star Dealership

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!

3/3/2025 I bought a another car from Honda in waukesha David has helped me out again and disappoint me. David was so kind and understanding and didnt pressure me in to anything. If you want a car Wilde Honda of Waukesha is the place to go to. Ask for David trust me you will not be disappointed. Wilde Honda always goes above and beyond in helping there guests get the right car for the right fit. Thank you David again to all the staff great Place !!! :)

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 an awesome experience with sales representative Roy Visor. He was very helpful and knowledgeable towards my needs. Although I did not find exactly what I was looking for at the time, Roy was very patient with me. I look forward to doing business with Roy.

Great family owned dealer. Easy to deal with and you can actually talk to someone that knows what they are talking about.

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".

We purchased a new 2023 Dodge Charger. We were not from the Milwaukee suburban area but found the model and features we wanted which were not available at out local dealers for the time we were purchasing. The sales, delivery and finance staff were very helpful and considerate. We had not purchased a vehicle in some time and expected to be pressured to lease and purchase numerous extended care packages as part of the purchase. We purchased the vehicle outright with savings we had planned for and the trade value of our previous vehicle. The available extended care options were explained to us and we were free to choose none or only those which made sense for our needs. We have not used the dealer service as the car is new and we are from outside the area but the purchase went smoothly.

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! 🤪

I bought a car from Pete Espinoza. And I had a great experience there at that dealership. He was so patient and kind and moved things right along. I would definitely buy another car from him.

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 !

Very good repairs were done correctly and a timely manner

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.