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Used
Jeep Gladiator trucks
for sale
near
Alafaya, FL
under $40,000
- 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 Rubicon
Vehicle information
Features
Reviews
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
2022 Jeep Gladiator Mojave 4x4
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.
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.






Certified
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Empathy goes a long way
I was there about 4 hours total, they gave me a fair trade value for my ca. I was upside-down in the loan, but they found a way to make the deal happen. The staff I dealt with was kind and empathetic to my situation. I appreciate real people.
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
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 Overland
Vehicle information
Features
Reviews
Erick was amazing and made the whole process simple and
Erick was amazing and made the whole process simple and easy. Excellent customer service. Treated me with respect and professionalism. Definitely coming back!!
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
2024 Jeep Gladiator Nighthawk
Vehicle information
Features
Reviews
I worked with 2 different salesmen which I initially
I worked with 2 different salesmen which I initially thought was weird, but both were very professional. One would pick up where the other left off. Overall, a good experience.
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.






Jeep Certified
2023 Jeep Gladiator High Altitude 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.
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 Rubicon
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...
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
2023 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Very friendly service.
Very friendly service. I was kept very well informed about the progress of my car repair. It was a comfortable environment to work in on my laptop and sip coffee during the repair time. In fact I stayed a few extra minutes to finish up on some of my work. Most enjoyable.
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
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Our consultant Tirth Patel was great , he has good
Our consultant Tirth Patel was great , he has good customer service and very polite. He is Very knowledgeable with the features and the cars. Answer all our questions.
23 Jeep Gladiator Sport
With the prices of the Gladiator coming way down (because of incentives), it made it an affordable choice. Black on Black, with a tone of options. I love it, and most importantly so does my wife! 🤪






Used
2023 Jeep Gladiator Sport S
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.






Used
2022 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Rick at.
Rick at.Vehicle Clearing House is our GO-TO Guy when purchasing or selling Used Vehicles. We have been working with him for almost 10 years now and just completed our most recent purchase of a used Tesla 2024 Model X with only 5,000 miles. We were going to have him check out 2023 with 30,000 miles we found, but he scoured the country and found a 2024 with only 5,000 miles for just a few more dollars and had it shipped down from Massachusetts. His fee for service is very reasonable and he will accept your car either on consignment or a “Buy It Now” Price and has Always offered us Very Fair Price and Terms. We were referred to him by a neighbor. Working with Rick at Vehicle Clearing House is the only way to go ! Thanks again Rick. You and Your Company are Awesome !!!! 😎
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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
I always have a great experience working with Javon.
I always have a great experience working with Javon. He is friendly, knowledgeable, and always takes his time with me. My time there is always smooth and I often leave feeling happy & confident. Highly Recommended!






Used
2022 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Great place!
We Love our new 2021 Challenger! We Had the pleasure of working with Nicholas. He actually made it fun to shop for a new car!!!
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
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
A very good experience dealing with Greenway Dodge and
A very good experience dealing with Greenway Dodge and especially my salesman. Would recommend this car dealership to anyone looking for a new car. Highly recommend using my salesman for getting the best deal and good buying experience.
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.






Jeep Certified
2023 Jeep Gladiator Overland
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






Used
2021 Jeep Gladiator Willys 4x4
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
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
2023 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!






Used
2020 Jeep Gladiator Overland
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.
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
2020 Jeep Gladiator Rubicon
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!!!
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.
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $31,551 | |
2020 Jeep Gladiator | $21,850 | 14 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
Compare the Jeep Gladiator
Jeep Gladiator under $40,000 by city
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Jeep Gladiator under $40,000 in Alafaya, FL
13 Great Deals out of 61 listings starting at $21,850
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Jeep Gladiator under $40,000 in Union Park, FL
14 Great Deals out of 66 listings starting at $21,850
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Jeep Gladiator under $40,000 in Rio Pinar, FL
14 Great Deals out of 61 listings starting at $21,850
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Jeep Gladiator under $40,000 in Bithlo, FL
13 Great Deals out of 60 listings starting at $21,850
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Jeep Gladiator under $40,000 in Azalea Park, FL
15 Great Deals out of 65 listings starting at $21,850
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Jeep Gladiator under $40,000 in Wedgefield, FL
13 Great Deals out of 56 listings starting at $21,850
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Jeep Gladiator under $40,000 in Goldenrod, FL
15 Great Deals out of 70 listings starting at $21,850
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Jeep Gladiator under $40,000 in Chuluota, FL
15 Great Deals out of 72 listings starting at $21,850
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Jeep Gladiator under $40,000 in Oviedo, FL
15 Great Deals out of 71 listings starting at $21,850
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Jeep Gladiator under $40,000 in Conway, FL
15 Great Deals out of 62 listings starting at $21,850
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Jeep Gladiator under $40,000 in Orlando, FL
15 Great Deals out of 62 listings starting at $21,850
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Jeep Gladiator under $40,000 in Lake Mary Jane, FL
11 Great Deals out of 52 listings starting at $21,850
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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.