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Used
Jeep Gladiator trucks
for sale
near
Windermere, FL
- Down Payment
- $0
- Net trade-in value
- $0
- Months
- 72
- APR
- 7.0%
- Sales tax
- 0.0%
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.






Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
I just purchased a car from DriversMart my salesman
I just purchased a car from DriversMart my salesman Cristhian Rojas was very helpful he welcomed me and helped me with all details that I needed to know I thank him very much. I recommend anyone to purchase a car at Driver’s Mart thank you.
We special ordered a Jeep Galdiato Rubicon in 2021 and
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






Jeep Certified
2022 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Joe Ocon was a great salesman, made the process quick and
Joe Ocon was a great salesman, made the process quick and easy. Highly recommend purchasing a vehicle from him!
My Gladiator is 3 years old.
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.






Used
2020 Jeep Gladiator North Edition 4X4
Vehicle information
Features
Reviews
I went there looking for a car not knowing what I
I went there looking for a car not knowing what I actually wanted but Jay walked me through the process and helped me find the right fit. The service was awesome.
my grandmother sadly traded in this gladiator i wish she
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.






Vehicle information
Features
Reviews
Me encanta!
Me encanta! Gracias a todo el esfuerzo que le pusimos al trabajar mi loan todo salió maravilloso y pude llevarme a casa el carro de mis sueños! Gracias Rich por esa atención maravillosa pero sobre todo por la transparencia!! ♥️ 100% recomendado este lugar para tener el carro que necesitas!!!
What’s Not to Like
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.






Used
2022 Jeep Gladiator Mojave
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Features
Reviews
Great vehicle poor local warranty service
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.






Used
2022 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Stand Up Crew
This was my third purchase from there. So obviously I am a happy camper. The Salesman Will was amazing and where else can you get concierge service like this, the managing partner drove me back home to grab my title and when I brought up a prior deal issue over a deposit on a vehicle he actually listened and took care of it. I can tell you that the changes at Falcon Motor Group are on point. The owners care and will keep buying cars there. Will walked me through the Bentley Speed over and over, no pressure sales and after extensive driving I realized it was the car for me. Two Lamborghinis and a Bentley from Falcon and I can tell you I feel better today about buying a fourth. They are Stand Up people and surely stand out in the crowd. Thanks again Will and Eric for taking the time and building the relationship.
Explore New Areas
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.






Used
2021 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Have driven Jeeps in the military and loved the
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!!






Used
2021 Jeep Gladiator High Altitude 4X4
Vehicle information
Features
Reviews
Bay nova
Nice people, looked at several cars here, experience was pleasant, professional, and no pressure tactics. Nice to see a dealership that actually listens to customers and seems to really care.
mojave
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.






Used
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Good, friendly, cordial, timely, excellent.
Good, friendly, cordial, timely, excellent. We just couldn’t agree on a value of the vehicle I was interested in.
my grandmother sadly traded in this gladiator i wish she
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.






Used
2021 Jeep Gladiator Mojave 4X4
Vehicle information
Features
Reviews
Great dealership
Just moved to the area and now have a dealership for life! You will not be disappointed with their employees we felt very happy with our deal!
Definitely a fan!
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!!






Used
2024 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Great Facility, Great Customer Service
I was impressed with how easy and seamless it was to trade in old vehicle for a newer Lexus. The deal was fair and the customer service was outstanding. Thanks guys...
It’s a Jeep, so people who buy this understand what it’s
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.






Used
2024 Jeep Gladiator Mojave X
Vehicle information
Features
Reviews
My wife and were looking for a vehicle and in process she
My wife and were looking for a vehicle and in process she found a couple. She worked with the salesman, Sunny who was beyond knowledgeable, and very helpful in the process of narrowing down exactly what we wanted. Originally we found a couple that we liked but there was one that my wife really wanted. Long story short Sunny went above and beyond, to help her get exactly what she wanted. Honestly what more can I say, at 54 yrs old this was by far the easiest vehicle purchase I have ever had. I do know when it comes times for me to trade my truck in, I know who will be the first person i call. Thank you Sunny, sincerely.
Reliable and great looking truck!
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






Jeep Certified
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Andy was so helpful and made sure I was taken care of he
Andy was so helpful and made sure I was taken care of he has the best customer service and really looks out for his customers.
MOHAVE ride makes for good daily driver
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.






Used
2023 Jeep Gladiator Mojave
Vehicle information
Features
Reviews
I would definately recommend this dealership.
I would definately recommend this dealership. I was in contact with Martin Demerich through the process of purchasing a car from them, and he was a great representative who was almost always available and communicated very well. Would definately recommend getting a car from them.
MOST importantly it is a JEEP.
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!






Vehicle information
Features
Reviews
It was a wonderful experience, from the sales associate
It was a wonderful experience, from the sales associate to the finance Dept, it was very quick once all the paperwork was in. I love my new car
Always go to Pilson auto, we always use the same
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!






Used
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Great customer service with Jose izquierdo and mo in
Great customer service with Jose izquierdo and mo in sales 100 percent customer. Satisfaction simply the best
Jeep lifestyle
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!!






Used
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Salesman Michael Martinez was fantastic to deal with in
Salesman Michael Martinez was fantastic to deal with in trading in my vehicle and purchasing another. He was knowledgeable and a pleasure to work with. Everyone else in dealership was professional and easy to work with. Highly recommend Posner Park Dodge ram.
Gladiator will be the next Jeep superstar.
I am a old school jeep owner, what they have come up with in the Gladiator is a hit. The ride along with rugged styling and performance and a usable pickup bed is fantastic.






Used
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Found the car I?
Found the car I?ve been looking for at their Winter Park Location. From the moment I connected by email with the dealership to the moment I drove off with the car, everything was smooth! Christian and Gerald were courteous, professional and kind, a pleasure to do business with! Absolutely recommendable.






Used
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Best Car buying experience
I purchased a van in Orlando and was helped by Wendy. The entire experience from start to finish was truly wonderful. Wendy assisted me for over three weeks, while I decided on a vehicle and secured financing through Capital One. She stayed in constant contact and made the process so simple it was scary.
Must Love The Jeep Experience
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".






Certified
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Edgar is great at customer service.
Edgar is great at customer service. He always keeps me informed about my car , and how it?s doing. He always gets me a ride to and from my house without any problem.
I have 84,000 miles.
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 !
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $35,951 | |
2024 Jeep Gladiator | $36,995 | 4 Good deals |
2023 Jeep Gladiator | $24,448 | 8 Great deals |
2022 Jeep Gladiator | $28,991 | 7 Good deals |
2021 Jeep Gladiator | $26,100 | 9 Good deals |
2020 Jeep Gladiator | $23,595 | 10 Good deals |
*Estimated payments are calculated by Cars.com and are for informational purposes only. We’ve estimated your taxes based on your provided ZIP code. These estimates do not include title, registration fees, lien fees, or any other fees that may be imposed by a governmental agency in connection with the sale and financing of the vehicle. Other taxes may apply. They do not represent a financing offer or a guarantee of credit from the seller. Actual terms vary by lender.
**Your Saved Vehicles list will be shared along with your contact information when you submit a vehicle request to a dealership. To opt out of this sharing, please view your options on Cars.com Privacy Notice.
Used Jeep Gladiator by price
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Used Jeep Gladiator by city
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Jeep Gladiator in Windermere, FL
15 Great Deals out of 72 listings starting at $23,595
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Jeep Gladiator in Gotha, FL
15 Great Deals out of 72 listings starting at $23,595
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Jeep Gladiator in Bay Hill, FL
15 Great Deals out of 70 listings starting at $23,595
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Jeep Gladiator in Winter Garden, FL
15 Great Deals out of 79 listings starting at $23,595
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Jeep Gladiator in Doctor Phillips, FL
15 Great Deals out of 70 listings starting at $23,595
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Jeep Gladiator in Ocoee, FL
15 Great Deals out of 79 listings starting at $23,595
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Jeep Gladiator in Orlovista, FL
15 Great Deals out of 72 listings starting at $23,595
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Jeep Gladiator in Horizon West, FL
15 Great Deals out of 72 listings starting at $24,448
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Jeep Gladiator in Tangelo Park, FL
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Used Jeep Gladiator by body style
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