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Used
Jeep 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 Sport S
Used
2025 Jeep Gladiator Sport
Vehicle information
Features
Reviews
We have always gone to Holler Honda to care for our
We have always gone to Holler Honda to care for our Hondas and have always gotten a fair estimate along with recommendations for timely repairs. We take their recommendations under consideration and if it is something we can do ourselves we buy the parts and do them at home. This visit was no exception. Holler performed the service and included a recall that was pending for quite sometime. Along with this service I had reported a nagging problem I was having with apple carplay and our Hondas. In the past I have just mentioned I was having the issue and was looking for advice but this time I needed it documented because I had reported it to hondaamerica. When I picked up my car, carplay was reported fixed by rebooting the infotainment system. At that time I was warned to always use an apple certified cable to connect carplay. Carplay worked until that evening when we went out for dinner. My phone would not connect. I repeated Holler's recommendation to reboot infotainment and I also got a new apple approved cable at the apple store. Neither solution fixed the problem. What did fix the problem was the realization that even though my phone was plugged into our honda ridgeline, it was also interacting with our other car in the driveway and would not connect with the honda. When I made an adjustment to the settings in carplay on the phone it immediately connected to the honda and now works without issue. When I reported this to Holler they agreed to give me a service credit to use in the future. We are satisfied, as usual.
My THIRD Jeep Gladiator.
My THIRD Jeep Gladiator. Listen, if you want a light duty truck, look at "light duty" trucks to compare... The Gladiator is the ONLY one that even at base model COMES 4x4, COMES with solid front/rear axles... Comparing the equal classes, it has the best in class towing and payload; bang for the buck, your money is better spent on the Gladiator. If you want amenities, you can of course get them fully tricked out with every feature you could want. All I will say is yes, it rides like a "truck", but my interest is truck first, everything else second. If you want luxurious ride and the feel of sweet comfort, buy one of the others, their truck abilities are SECOND, the Gladiator is a TRUCK first. I have hauled everything with mine; trailers pulling vehicles, lumber, hay... Light duty truck, Gladiator.
Used
2026 Jeep Gladiator Mojave 4x4
Vehicle information
Features
Reviews
Everything was done in timely matter Quick and easy in
Everything was done in timely matter Quick and easy in the service rider kept me up-to-date with everything that was going on with my car
Used
2020 Jeep Gladiator Rubicon
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Reviews
I visited the dielership for an oil changed and was
I visited the dielership for an oil changed and was assisted by Jeannie Seville. She was extremely professional courteous and informative throughout the entire process. Everything was handled efficiently and with great attention to detail. Excellent costumer service...thank you Jeannie
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 Rubicon
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Reviews
Jeffery was great on my most recent Tahoe Service!
Jeffery was great on my most recent Tahoe Service! Got my Tahoe checked in quickly and efficiently, provided updates on status and completion timeline. He even applied AutoNation promotional discounts on services without having to ask. Great service!
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 Rubicon
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Features
Reviews
Ali Ates was great he helped me to get car with low miles
Ali Ates was great he helped me to get car with low miles and excellent condition ask him
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
2024 Jeep Gladiator Mojave
Vehicle information
Features
Reviews
Comfortable at the dealership and at ease with the staff.
Comfortable at the dealership and at ease with the staff. Would recommend Starling Chevy to anyone. Can?t say enough about Nik the salesman at Starling. Terrific person.
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
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Emily was/is an amazing sales representative.
Emily was/is an amazing sales representative. Even though I didn’t make a purchase at this time her customer service skills r the best I have experienced in years. Thx, Brian
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!
Used
2023 Jeep Gladiator Mojave
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Features
Reviews
Great service, Zee helped us out like a family including
Great service, Zee helped us out like a family including the rest of the team involved. They went above and beyond, very good experience, 100% recommended. Thank you Zee, Doug and Beth!
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
2022 Jeep Gladiator Sport S
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Reviews
Mr. Michael Losardo assisted us while our 2019 Subaru was
Mr. Michael Losardo assisted us while our 2019 Subaru was being service om July 3rd, Our radio had gone out on us and needed to be replace. Michael went all out to assisted us to a point of amazing, We are very great ful to him.In another occasion there was another issue with a DCM. The issue was resolved in a timely matter. Thanks Michael you went out far beyond the call of duty.
The best vehicle that I've ever owned!
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!
Used
2022 Jeep Gladiator Sport S
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Reviews
Sarimar Lopez was great.
Sarimar Lopez was great. She is friendly and professional and full of technical knowledge. She got me in and out fast and helped me with a warranty situation that I needed help with. Thank You Sarimar.
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 Overland
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Reviews
Thank you Jason for helping me pickout my dream ca
Thank you Jason for helping me pickout my dream car! Jason was very helpful and Knowledgeable on all my needs and answered all of my questions.
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
2023 Jeep Gladiator HIGH ALTITUDE
Vehicle information
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Reviews
Andris Pena did a great job showing me the car Mercedes
Andris Pena did a great job showing me the car Mercedes Benz E 450 he was very efficient and clear on his instructions and had knowledge of the car
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
2023 Jeep Gladiator Rubicon
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Features
Reviews
They are professional people working in the dealership,
They are professional people working in the dealership, especially Marcus Beckford . He’s a great sale person and he took the time to explain me everything step-by-step . Definitely I recommended . Thanks Marcus B .
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".
Used
2024 Jeep Gladiator Sport
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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.
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
Used
2024 Jeep Gladiator Rubicon
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Reviews
Fabulous and off the scale honest
I traded in a 6 month old Lexus hybrid for a Mitsibushi lancer. I paid $20k for the lexus and my 16 year old pretended to like it but he hated it. It was a lame hybrid and his friends laughed at him. So before he even got his license and had only added 400 miles to the car I took it back. Eliot got me a deal on a Mitsibushi with 19,000 miles. The trade in came back at $14,000. Eliot WENT BACK AND GOT ME A BETTER DEAL! because I was a previous Carmax customer. I ended up with a 5 year warranty on the Mitsubishi and a $700 refund... You cannot beat Carmax. If you buy cars from this dealership THEY LOOK AFTER YOU. Genuine customer.
Used
2022 Jeep Gladiator Sport S
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Features
Reviews
Excellent Dealership, I have always recommended it to
Excellent Dealership, I have always recommended it to friends and family. Their Sale and Service departments are exceptional and their employees and Managers really take care of you.
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
2020 Jeep Gladiator Sport S
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Reviews
I just bought a 2008 bmw 650i from Rick.
I just bought a 2008 bmw 650i from Rick. I am amazed how clean the car is overall but especially the motor. I brought it home and had a chance to take a closer look, not a drop of oil leak and even the air filter was brand new. I can only recommend buying from Rick as he treats his cars and customers with utmost care and respect. Thank you Rick!
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 !
Used
2022 Jeep Gladiator Rubicon
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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
2024 Jeep Gladiator Sport S
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Reviews
We couldn’t be more pleased with our new Jeep Wrangler
We couldn’t be more pleased with our new Jeep Wrangler 2025, that we purchased on New Years Eve! Pedro is amazing and Alex is the best! Airport CDJR made car buying smooth, easy, and flawless! We will be coming back and sending future family and friend car shoppers to this dealership!
Certified
2022 Jeep Gladiator SPORT
Vehicle information
Reviews
Don the service rep has performed way above my
Don the service rep has performed way above my expectations . This is the second time he has delivered on repairs and warranty issues 5star employee thanks Don
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.
About Jeep
What is the cheapest Jeep vehicle available?
The Jeep Liberty is the cheapest available vehicle by average Cars.com listing price in Jeep's lineup, with an average listing price of $6,312.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Cherokee can reach up to 39 MPG city and 35 MPG highway for a combined rating of 37 MPG. The Jeep Compass with traditional internal combustion engine offers up to 24 MPG city and 32 MPG highway for a combined rating of 27 MPG.
These figures are based on EPA mileage ratings and are for comparison purposes only. The actual mileage will vary depending on the selected vehicle model year, trim, driving conditions, driving habits, vehicle maintenance, and other factors.
Which Jeep vehicle has the longest range?
The electric Jeep Wagoneer S can travel up to 300 miles on a single charge depending on electric motor and battery options. The plug-in hybrid Jeep Grand Cherokee 4xe can travel up to 26 electric-only miles before the gas engine kicks on.
EPA-estimated range is the distance, or predicted distance, a new plug-in vehicle will travel on electric power before its battery charge is exhausted. Actual range will vary depending on model year, driving conditions, driving habits, elevation changes, weather, accessory usage (lights, climate control), vehicle condition and other factors.
Which Jeep vehicle has the most deals?
The Jeep Grand Cherokee has the most available deals on Cars.com with 3621 great deals out of 12617 listings starting at $800.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Clarcona, FL with 18 great deals out of 69 listings starting at $21,491.
*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.
Jeep Trucks by city
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16 Great Deals out of 58 listings starting at $21,491
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16 Great Deals out of 58 listings starting at $21,491
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15 Great Deals out of 57 listings starting at $21,491
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16 Great Deals out of 57 listings starting at $21,491
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15 Great Deals out of 57 listings starting at $21,491
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16 Great Deals out of 60 listings starting at $21,491
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16 Great Deals out of 60 listings starting at $21,491
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15 Great Deals out of 57 listings starting at $21,491
Jeep Trucks in Windermere, FL by model
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Jeep Gladiator Trucks in Windermere, FL
16 Great Deals out of 58 listings starting at $21,491
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