Used Jeep Gladiator trucks for sale near Pound Ridge, NY under $100,000

Our salesman, Ali, and other members of the staff were all knowledgeable, helpful and professional. We are very happy with our new Grand Cherokee Limited.

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!

Always reliable and outstanding customer service. Waiting area well stocked and comfortable. Staff friendly and informative, attentive to details and future needs. Service department used modern diagnostic equipment that can be reviewed while waiting

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 process from car selection to pricing and finalizing the purchase was very pleasant and professional. Our salesman George was friendly and sincerely interested in matching us to the right car for us. I would highly recommend!

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

Bought a Trax from Joseph and had the BEST buying experience ever! Smooth, easy, and no hassle at all. Highly recommend this place for anyone looking for their next vehicle. Thanks again, you guys rock!!

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 bought two cars from Mike Barrows. Mike's salesmanship goes unmatched. He did not pressure us at any point and was always willing to do his best on a price for us. The transaction was quick, easy and smooth. Just to top it all off Mike donates $50 dollars for every car he sells to united for the troops and having two grandparents that served this really blew me away. Thanks Big Mike!

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

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.

I was pleased with my purchase. I was pleased with the salesman knowledge while showing the instructions on the various things about 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.

My buying experience, exceeded all of my expectations. From the moment I arrived at Bill Volz Westchester CDJRAM /CPO, until Brian showed me my Cherokee latitude plus, It was a Five Star experience. Thanks to Mike and his Team

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!!

Great dealership. My salesman Ben was excellent and professional. Had a good experience and was very happy with my Acura MDX! Would recommend this dealership to my family and friends.

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 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.

The staff and service are consistently reliable and efficient. Rena is so helpful - great energy.

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.

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.

Always great customer service. Excellent waiting area with fresh coffee and a good choice of goodies while you wait! I love the new computer system showing your car while you wait

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!

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.

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!

Carmen was GREAT! Celine got us up on the road quick and we drove a loooong way. Thanks guys, love our Jeep! The facility is amazing!

I was looking for a change for a lease and choose to go with a Jeep Renegade. The first dealership I visited was Milford Auto Group and they took excellent care of me, exceeding my expectations. My salesman, Mark Setaro went above and beyond to get me an extraordinary deal on a loaded Renegade, even though my intention was to go with a base model, they made a great deal possible for my means and for that I am very grateful. I look forward to building a relationship with this dealership. very good feeling all around. Thank you again! ~mike

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!!

Salespersons were very professional and very helpful. They did a great job and would return

Simply the best dealership that I’ve ever dealt with. They are definitely customer driven and every employee is very professional. I would highly recommend this dealership to anyone searching for a new or used vehicle and also highly recommend them for car maintenance.