Used 2020 Jeep Gladiator trucks for sale near Belle Isle, FL

I purchased a 2025 Honda Civic Hybrid Sedan Sport Touring from AutoNation in Sanford, and was assisted by salesman Maurice Tarver. Before arriving, I had already secured my financing, researched the vehicle and available offers, and even had the out-the-door price confirmed to make the process as smooth as possible. I contacted Maurice the day before to finalize details so that all we would need to do was test drive and sign. Maurice was extremely patient with my questions, handling most via text the afternoon and evening beforehand, which helped ensure everything went smoothly. When we arrived, all that was left was the test drive and paperwork. My only complaint was that, despite communicating with the bank both before and during my visit, the dealership still made us wait over an hour before completing the sale ? even though the bank confirmed they were waiting on the dealer, not the other way around. That said, everyone was pleasant to deal with, and the add-on pitches were presented in a fairly casual, non-pushy way. Overall, it was a good experience. If the price was right, I?d gladly make the hour drive again to buy another car. Maurice was professional, courteous, and helped make the experience as painless as possible.

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 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.

Man what a great experience. Luis Hernandez was amazing, helped me find the right car for me, no pressure, straight talk from start to finish. A good deal on a new unit. I felt valued as a repeat customer and the experience couldn't have been better. Ashley the sales manager even helped secure the car I wanted from another dealership on her day off! This team works really well together and they just want you to be happy and well taken care of as a customer. I'll be keeping my business here.

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 !

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.

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.

Really great job by the staff at Jaguar South Orlando. Kept us up to date with the service/repairs and did a quality job! I would recommend them to new customers!

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.

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!!!

I was there about 4 hours total, they gave me a fair trade value for my ca. I was upside-down in the loan, but they found a way to make the deal happen. The staff I dealt with was kind and empathetic to my situation. I appreciate real people.

Mario was very honest and professional, helped me get into a car that I could afford. The whole staff was nice and tried to get us in and out as fast as possible and I certainly appreciated that!

I had an amazing and smooth experience at Massey Cadillac of South Orlando. The customer service was remarkable, and exceeded my expectations with Mr. Atkins. He was always corresponding via phone calls and emails. He was reliable, honest, operate with integrity. Mr. Atkins took his time to answer questions I had during my Auto purchase phase. I was pleased with my decision at the end with his help. If you’re looking for a positive dealership with good customer service, look no further. I will recommend Massey Cadillac of South Orlando. Kindly ask for Mr. Atkins.

Jayson was so easy to work with-he made it easy and fast! 10 out of 10- would buy with Jayson again!

Arturo Reyes and Steve help me get my dream car and I appreciate it I highly recommend winter park auto exchange

I’ve bought two vehicle from them and have had zero issues with them. They made it very easy to buy a vehicle! I will continue to buy from them.

Jeff called me after I submitted my information for a Kia soul and recommended to come in for the best price. I am glad I did.

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

Jose Williams as always goes above and beyond. My third vehicle purchased with him. If your looking to buy ask for him and Ricky they’ll take care of you.

What can I say about my experience at Chrysler Jeep Dodge in Kissimmee I can tell you one thing. Cory took his time with me and help me get into the best rate and the best vehicle for me and my family. It did not feel like Cory was out for a sale it felt like he truly wanted to help me and which he did. I want to give a big shout out and the thanks to everyone at the dealership is was great but a special thanks to Cory and the finance team. You guys are the best!!!