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*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.
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New and used
2026 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.
New
2026 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
My sales consultant Giovanni brings me a great service
My sales consultant Giovanni brings me a great service and really professional. I’ll continued purchasing my future cars with him. 100% sure I’ll recommendations Gio to my friends.
New
2026 Jeep Gladiator Mojave
Vehicle information
Features
Reviews
Update from last review called back from the service
Update from last review called back from the service manager very helpful going to get the car fixed right excellent customer service highly recommended
New
2026 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Treated fantastically by all the employees at Jeep in
Treated fantastically by all the employees at Jeep in Davenport. They worked with me to get the monthly pymt I wanted, and no pushy salesman. Me and my husband thought Anthony was super nice and knowledgeable.
New
2026 Jeep Gladiator Mojave X 4x4
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.
New
2026 Jeep Gladiator Sport S
Vehicle information
Features
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
New
2026 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Always have had a positive experience with Airport
Always have had a positive experience with Airport Chrysler Dodge jeep Ram. Last visit was Jan. 28th 2025 service advisor was: Mark Greenwood has been great! This location will always be my to ho place.
New
2026 Jeep Gladiator Mojave 4x4
Vehicle information
Features
Reviews
Car shopping
My salesman was Dylan who was extremely patience and professional. I love the way he was willing to engage with me and my partner. He made the shopping a pleasant experience. I’m great full.
New
2026 Jeep Gladiator Rubicon
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.
New
2026 Jeep Gladiator Mojave X
Vehicle information
Features
Reviews
The professionalism was second to none.
My salesman was Harold King, he was personable, which was essential for me when buying my 2021 Dodge Charger. The transaction was a smooth process & I would recommend him & this reputable dealership to anyone who’s interested in buying a dependable car!
New
2026 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Great Experience
Great service from Tommy Doty. I will refer him to friends :)
New
2026 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Best car purchase ever!
Our sales representative Yoseli was amazing from start to finish. We brokered an amazing deal and she put everything together with such efficiency and speed. The manager Steve was very approachable, focused and helped us have a great experience with our purchase. The atmosphere in this dealership is awesome, I would highly recommend.
New
2026 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Zach Adams was great!
We had the pleasure of working with your salesman Zach Adams today! He was very professional, helpful and made buying our vehicle much easier & faster. Zach handled everything from showing us the truck, personally cleaning it and all financial paperwork. He went above & beyond to make sure we were satisfied customers!!
New
2026 Jeep Gladiator Mojave 4x4
Vehicle information
Features
Reviews
I wouldn’t buy from anyone else other than Napleton of
I wouldn’t buy from anyone else other than Napleton of Clermont! Always great service from beginning to end.
New
2026 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
I think this dealership helped make a long distance sale
I think this dealership helped make a long distance sale as easy as possible.looking forward to driving my truck
New
2026 Jeep Gladiator Rubicon
Vehicle information
Features
New
2026 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Good customer service and buying experience
I had a good experience buying my 2020 Toyota Corolla Hatchback from Napleton in south Orlando. My sales associate, Frankel Pilier, was knowledgeable, and very patient with me as we worked through the process. He did all he could do in working my purchase down to the price range for payments that made me comfortable.
New
2026 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Ram truck owner
Everyone is amazing they really go out their way to make sure your happy with your purchase big thanks to Amie and Dave for ensuring that everything would get done and it did
New
2026 Jeep Gladiator Sport S
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!
New
2026 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Look for Jose Williams
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.
New
2026 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
What can I say about my experience at Chrysler Jeep Dodge
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!!!
Jeep Gladiator prices by year
| Model year | Average price | Deals |
|---|---|---|
| 2025 Jeep Gladiator | $44,386 | |
| 2023 Jeep Gladiator | $31,415 | 9 Great 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.
Research the 2026 Jeep Gladiator
2026 Jeep Gladiator Trucks by city
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Jeep Gladiator trims
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Jeep Gladiator 2026 Rubicon
22 listings starting at $52,313
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This vehicle is certified pre-owned, backed by a manufacturer warranty, and typically undergoes a rigorous multi-point inspection to ensure quality and reliability.
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.
