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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
2022 Jeep Gladiator Sport S
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Reviews
I had a great experience with Starling.
I had a great experience with Starling. Miguel Gimenez was very friendly and helped me find exactly the car I was looking for. I purchased my vehicle from him and plan to buy another one in a few days.
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
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
2023 Jeep Gladiator Sport S
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Reviews
My wife and I just went in to look at a certain vehicle.
My wife and I just went in to look at a certain vehicle. We had no plans to purchase anything that day. We really liked the vehicle that we test drove and after a little “back and forth” a deal was worked out and we drove home in our new vehicle.
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 Rubicon
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Reviews
Jayson was so easy to work with-he made it easy and fast!
Jayson was so easy to work with-he made it easy and fast! 10 out of 10- would buy with Jayson again!
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 Mojave
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Reviews
Two years ago Jose R assisted us with a Mazda Miata MX 5
Two years ago Jose R assisted us with a Mazda Miata MX 5 purchase for my husband. The car we wanted was ordered online and the purchase was quick, painless and easy! Routine service at the dealership has also been great w/constant communication & a video of the service details texted after complete. In December, Jose reached out to us asking if we wanted to look into a newer MX-5 which we actually were debating even b4 his outreach. We made an appt, fell in love with the newer MX-5 and actually at the same time purchased a CX-50 Turbo for me and I love it! I have never in my life written a positive review for a car dealership but Mazda North has been beyond amazing. The team we worked with - Jose, Alex, Dave in finance and Beth - were all incredible - efficient, helpful, understanding of a customers time, honest and just fun to work with. I can’t recommend this team/dealership enough. Their integrity for the customer and to do things right shines through! We look forward to Jose’s future check-ins and will refer all we can!
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
Don Mealey's personnel including Sales (Barbara C.
Don Mealey's personnel including Sales (Barbara C.), Finance, etc... were great to work with & provided a nice low/no pressure car buying experience.
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
2021 Jeep Gladiator Rubicon
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Reviews
Always enjoy the customer service at Auto Nation
Always enjoy the customer service at Auto Nation Chevrolet. Their service is done in a timely manner. All employees are respectful and courteous. I have bought several cars there, and I always receive good service.
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
2021 Jeep Gladiator Overland
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Reviews
It was a great experience with Dane and he did explain
It was a great experience with Dane and he did explain everything for you to understand. Thank you Dane for assisting me in getting my new ride?.keep up the good 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 High Altitude 4x4
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Reviews
Ozzy Seyal, now that's a customer service representative.
Ozzy Seyal, now that's a customer service representative. Kind, courteous, pays attention, handles his customer as if they're taking care of family. My husband was very impressed with him, upselling, and he talked my husband into a very good deal. My husband is very happy about the upgrade. Hold on to him and if possible, give him a well-deserved raise, a some type of bonus and recognition. I'm a recruiter, 23 years, and I look for people with this distinctive quality of customer service, which is very hard to find. Take care of your people. You cannot put enough emphasis on dependability and reliability. OZZY, you keep it up. You're truly genuine.
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 Overland
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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,
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
2022 Jeep Gladiator Rubicon
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Reviews
I recently purchased at 2024 Jeep Grand Wagoneer L from
I recently purchased at 2024 Jeep Grand Wagoneer L from Mullinax Ford, after finding it on Cars.com. Their staff was extremely helpful and our sales person Jesse Mills was patient and accommodating as we made the decision to purchase. I would really encourage anyone to check them out.
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
2021 Jeep Gladiator Rubicon
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Reviews
Came in as a first time buyer with 1K down hoping for a
Came in as a first time buyer with 1K down hoping for a miracle. Ralphy was able to help me put me into a nice new Corolla.
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 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.
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
2024 Jeep Gladiator Mojave
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Reviews
Inspection was quick and thorough.
Inspection was quick and thorough. Staff was friendly and helpful. Facility was clean and comfortable during my wait. Great overall experience. Definitely will be back. Highly recommend.
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
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.
For a "light duty" pick-up truck, I would rate the Jeep
For a "light duty" pick-up truck, I would rate the Jeep Gladiator #1, I am on my third. The Gladiator is still a TRUCK; payload, towing, solid axles front/rear, manual 4x4 standard on all models, ground clearance, all surpassing any other light duty truck on the market. Please do remember, it is a "Jeep/truck" first, meaning, if riding like a Cadilac is important to you, then buy a Cadilac, the Gladiator does ride like a truck. If you are wanting a light duty truck, a Gladiator surpasses all others in the criteria of being a TRUCK. However, it is still VERY well outfitted with amenities such as leather, heated seats, heated steering, full Apple/Android, LARGE screen, exceptional safety features. My comparison has been made having owned every other truck on the market at least twice if not more.
Used
2024 Jeep Gladiator Sport S
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I’ve had the privilege to work with Cesar Marques
I’ve had the privilege to work with Cesar Marques (Service Director) and his customer service support staff on a few different occasions over the last couple years regarding our 2021 Hyundai Santa Fe. Mr. Marques has exceeded our expectations with his excellent customer service experience , his professionalism and his ability to relate to the customers needs. I consider him a major asset to the Hyundai family. If I do decide to purchase another Hyundai down the road, it will be a direct result working with of Mr. Marques. Thank you, Larry Ort
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
2021 Jeep Gladiator Sport S
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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
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
2023 Jeep Gladiator Rubicon
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I highly recommend anyone looking for a new car to check
I highly recommend anyone looking for a new car to check out Parks Lincoln. The salesman AB was excellent. From start to finish he was right there with me explaining any questions that I had. Thank you again Parks Lincoln for the great experience.
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
2026 Jeep Gladiator Sport
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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
Used
2022 Jeep Gladiator Sport S
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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.
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 $6,256.
Which Jeep vehicle has the best MPG?
The hybrid Jeep Wrangler can reach up to 22 MPG city and 24 MPG highway for a combined rating of 23 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 3923 great deals out of 13262 listings starting at $1.
Where can I find the most Jeep deals?
The most Jeep deals can be found near Clarcona, FL with 17 great deals out of 78 listings starting at $21,016.
*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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14 Great Deals out of 67 listings starting at $21,016
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14 Great Deals out of 67 listings starting at $21,016
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14 Great Deals out of 67 listings starting at $21,016
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15 Great Deals out of 71 listings starting at $21,016
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14 Great Deals out of 67 listings starting at $21,016
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Jeep Trucks in Ocoee, FL
15 Great Deals out of 71 listings starting at $21,016
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14 Great Deals out of 67 listings starting at $21,016
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14 Great Deals out of 66 listings starting at $21,016
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14 Great Deals out of 67 listings starting at $21,016
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15 Great Deals out of 70 listings starting at $21,016
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14 Great Deals out of 68 listings starting at $21,016
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14 Great Deals out of 67 listings starting at $21,016
Jeep Trucks in Windermere, FL by model
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Jeep Gladiator Trucks in Windermere, FL
14 Great Deals out of 67 listings starting at $21,016
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