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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
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
Ali Ates was great, he helped me alot with the buying
Ali Ates was great, he helped me alot with the buying process. If you are going to buy a car Ali is the best of this business.
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
Used
2026 Jeep Gladiator Mojave 4x4
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Reviews
Best Car Buying Experience Ever This was by far the best
Best Car Buying Experience Ever This was by far the best experience I’ve had at a dealership. Salesperson Luc Nord and Manager Elian Sterling where patient, honest, and very respectful of my budget and preferences. No pressure, no gimmicks—just great service and a great deal. I left with exactly what I wanted. Thank you again!
Used
2020 Jeep Gladiator Overland
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Reviews
Very pleasant salesman.
Very pleasant salesman. Quick and painless process. Would definitely do business with them again. Got the deal we wanted.
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
2025 Jeep Gladiator Sport
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Reviews
Rated quality of repairs as 3 because the work appears to
Rated quality of repairs as 3 because the work appears to have been successful. the real test will be whether it lasts a year or more. Rated facilities a 4 because last day of work the elevator was not working to the upper lounge.
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
2022 Jeep Gladiator Sport S
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Reviews
Joe Andrade, worked to get me a deal that fit my budget,
Joe Andrade, worked to get me a deal that fit my budget, keeping me in the Crosstrek, I have been a Subaru customer since 2014 back NYC, Joe and the staff at your dealership always me feel welcome, thank you.
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
2023 Jeep Gladiator Mojave
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Reviews
This was my first time coming into a dealer to get a new
This was my first time coming into a dealer to get a new car. I was approached by my Salesman MJ right as I got out the car to be greeted and helped with my purchase. I told him what I wanted and he worked quick to get me looking and got me options quick. He was patient when I needed a moment to give it some thought and honestly I wasn't really sure if I wanted to get a car that day. But the info I got help led with my decision and made it real easy to get it done.
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
2022 Jeep Gladiator High Altitude 4x4
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Reviews
I already was anxious to go through the process cause of
I already was anxious to go through the process cause of what they say about Salesmen in general but Joel A. Was nothing short of Awesome. Has such a fun time and left with my Dream CAR.
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
2023 Jeep Gladiator Overland
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Reviews
After being frustrated with Tesla, we decided on a new
After being frustrated with Tesla, we decided on a new Subaru due to its high safety rating. Our salesperson was Tom and he was great. Everything went smoothly and I love my new Crosstrek.
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
2020 Jeep Gladiator Overland
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Reviews
Aloha, Just bought a Buick Encore.
Aloha, Just bought a Buick Encore. Patrick Wong was an absolute pleasure to work with, not just because we worked out a deal that made me comfortable with the purchase, he was also knowledgeable and very patient with me, but must importantly he is very personable a pure joy to encounter. Mahalo,
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
2021 Jeep Gladiator Rubicon
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Liz was amazing when answering any questions I had about
Liz was amazing when answering any questions I had about my vehicle. Every time I texted her, she made sure to get back to me in a timely manner. The mechanics also did a wonderful job fixing my car. I truly appreciate the great customer service and quality work!
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
2022 Jeep Gladiator Mojave
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I did everything online.
I did everything online. Got the clear to fly down; got there and signed paperwork & off the lot in less than 15 minutes
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
Recently purchased a Rivian R1-t from Rick.
Recently purchased a Rivian R1-t from Rick. Living in New Hampshire, I needed to know Vehicle clearing house was a trustworthy company where I would be purchasing the truck site un seen. Rick was honest and a really good communicator. The truck is great and I am happy with my purchase. I would have given the 5 stars but waited a few weeks for the title to clear. Not their fault, and I understand it is part of the process that being said, I would by another vehicle from vehicle clearing house. Thanks !
Great Truck/Jeep
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.
Used
2022 Jeep Gladiator Rubicon
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Reviews
What a great experience with William Martinez!
What a great experience with William Martinez! I drove 4 hours to get my new truck and it was so painless. I’ll be back here to deal with Will and his Truck expert team again!
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
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Highly recommended for excellent customer service.
Highly recommended for excellent customer service. They listen patiently to all your concerns and issues and address it professionally . They are honest with their billing.
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
2023 Jeep Gladiator HIGH ALTITUDE
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Juan Rodriguez was excellent , 👍👍👍, he help me a lot ,
Juan Rodriguez was excellent , 👍👍👍, he help me a lot , I recommend him to anyone needs a vehicle
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 Mojave
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Reviews
CarMax located on 6375 South semoran boulevard Orlando
CarMax located on 6375 South semoran boulevard Orlando Florida is an awesome place to shop and buy a car. All the employees, especially John Citron our car salesperson and Amy Miller our service consultant are super super nice people, along with everybody else that works here. Amy Miller from the get-go was a super super nice and helpful person with everything that she did for me and my wife from the get-go. In today's society, nice people are hard to come by, but people here at CarMax are super friendly and helpful and professional and knowledgeable.
Used
2021 Jeep Gladiator Rubicon
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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
2022 Jeep Gladiator Rubicon
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Vehicle information
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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 $6,366.
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 3581 great deals out of 12886 listings starting at $800.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Clarcona, FL with 15 great deals out of 72 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.
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Jeep Trucks in Windermere, FL by model
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Jeep Gladiator Trucks in Windermere, FL
14 Great Deals out of 62 listings starting at $21,491
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This vehicle is currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.