Used 2020 Jeep Gladiator trucks for sale near Davenport, FL

I just got home. I left my house at 7:30 this morning and was at the dealership for five hours. BUT I had asked them to do a complete assessment and they did everything. I love these people. As I drove up my little four legged service person got all excited. She knew where we were and she has a lot of friends there. Everybody came out to greet us and help us descend. As a rule I am treated as someone special. I'm not but I am 87 years old and they are careful to take good care of me. I know them all but am losing my ability to remember names so please forgive me guys but Roderick, Arsenio, Luis, Denisa are so kind and I wrote down their names so I could remember them. My car was very happy and I don't know what all they did but she was very happy. (Yah! She's a lady). I have a very serious suggestion: Now I have no intention of ever buying another car , BUT, wouldn't it be great if you could go to a dealership, (as a woman not knowing much), and find a salesperson there, (of the female persuasion) who not only knows cars but knows the mechanics and has been taught the correct way to sell? I would scout places that teach car mechanics and see if a female is part of the student body and offer her a course in selling and a job. Maybe she just wants to be a mechanic but you could still call on her when you have a woman to sell to. Just an old lady's idea. I encountered a super female salesperson at a Honda dealership in Kissimmee, FL about 25 years ago. The only reason I didn't buy her car right then and there was I had decided I wanted a Chrysler. Anyway, You guys get all the stars. I know i can trust you.

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.

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.

Mannn. I have extremely satisfied. The guys there was great. Worth the two hour drive. BMW was great no issues and the price was solid!

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 courteous salesman who responded quickly to my wife to get us in a new Chevy Trax. Fantastic selection of cars and trucks. Absolutely the largest dealership we have ever been to.

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.

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.

The dealership is very helpful, the personal service is great, especially Luis. I shall return next time I need work on my Dodge.

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

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.

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!!!

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.

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

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!