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Used
Jeep Gladiator trucks
for sale
near
Montverde, FL
under $100,000
- 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
2023 Jeep Gladiator Overland
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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.
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
2021 Jeep Gladiator Sport S
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Features
Reviews
Bay nova
Nice people, looked at several cars here, experience was pleasant, professional, and no pressure tactics. Nice to see a dealership that actually listens to customers and seems to really care.
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
2023 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
We cannot say enough good things about Rick Knapp and
We cannot say enough good things about Rick Knapp and Vehicle Clearing House! Rick has helped us both buy a ‘new-to-us’ car and sell our previous vehicle, and each experience has been absolutely seamless. His communication is outstanding—he keeps you informed every step of the way and always makes sure you feel confident in the process. Not only does he offer fair pricing, but he also takes all the stress out of buying or selling a car. Rick truly makes the experience easy and enjoyable. We wouldn’t go anywhere else for our car needs, and we highly recommend him to anyone looking for a hassle-free, trustworthy way to buy or sell a vehicle!
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 Sport S
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Reviews
We had an excellent experience with our Salesman Jay and
We had an excellent experience with our Salesman Jay and the rest of the staff we encountered at the dealership. Friendly, helpful and professional. We did not have trade-in so with their no price haggling policy it was easy before we even arrived to figure fairly closely what our out the door price would be. Though their add-on "junk fees" ($1400 + $399 and added to any vehicle purchased) added more than 10% to the total purchase price, but appeared to be average to moderate to the market and was clearly indicated on their website so there were no surprises to the final number. We would definitely come here again for our future transportation needs. Thank you Jay and crew for doing a great job.
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
2020 Jeep Gladiator Rubicon
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Features
Reviews
Excellent communications, knowledge and attention to
Excellent communications, knowledge and attention to detail customer needs Excellent facility, very well maintained. Beautiful showroom along with large inventory of Porsche vehicles Highly recommend this dealership for purchase and service
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
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Reviews
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
Vehicle information
Features
Reviews
The sales team and everyone involved in the process was
The sales team and everyone involved in the process was great and a pleasure to work with
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
2024 Jeep Gladiator Willys
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Reviews
2018 Jeep Wrangler
Smooth process and excellent customer service. Hiram went above and beyond to ensure I would be happy with my purchase. Very grateful and happy to have found my dream car at a good price!
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
2021 Jeep Gladiator High Altitude 4X4
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Features
Reviews
Great company
Falcon has sold both my 911 Turbo S and my Huracan, helped me get them prepped for sale, reviewed aspects of the cars, made sure we got top dollar! Eric and his team are fantastic
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 Sport S
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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
2022 Jeep Gladiator High Altitude 4x4
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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!!!
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.






Jeep Certified
2023 Jeep Gladiator High Altitude 4x4
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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.
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
2022 Jeep Gladiator Mojave 4x4
Vehicle information
Features
Reviews
Always a Great experience
Great staff all around. Henry and Cody helped us and was very friendly and professional. My wife and I will continue to shop here, Thanks.
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
2021 Jeep Gladiator Willys 4x4
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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.
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
2020 Jeep Gladiator Sport S
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Features
Reviews
Great Experience
We are so happy with our new Telluride from Kia of Clermont! Everyone was very friendly. We had our three younger boys with on the day we purchased and everyone worked hard to make the sales process as quick and smooth as possible! I will say it takes some patience to purchase a Telluride (or any car) in today's market, but Kia of Clermont seemed to get new Tellurides in each week and listened to our must-have's and let us know when a Telluride was available that matched our needs. Charissa and Tyler worked really hard to get us the Telluride that worked best for our family! They both had great communication and weren't pushy. Overall - Really nice facility, good selection and great staff! I highly recommend!
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 Sport S
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Reviews
Great experience!
Saw the car online as I was looking for a gently used Yukon or Suburban. Checked it out in person and fell in love with the color. Went back a couple of days later and was able to work out a great deal with Jeff. He took care of everything. Everyone should have such an easy time buying a car! Would definitely deal with Southern Trust Auto again, even tho they are two hours away!
Gladiator will be the next Jeep superstar.
I am a old school jeep owner, what they have come up with in the Gladiator is a hit. The ride along with rugged styling and performance and a usable pickup bed is fantastic.






Used
2023 Jeep Gladiator Sport S
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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
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
2020 Jeep Gladiator Overland
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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!
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
2020 Jeep Gladiator Rubicon
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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.
Best vehicle I’ve ever owned. And I’ve owned many
Went to the dealership in August of 2020 to get a 2 door Willy. They did not have any and due to COVID did not know when they were getting any in. I had just purchased a grand Cherokee from same dealership about a year prior but needed a jeep wrangler as I previously owned one. They had a 2020 Jeep Gladiator sport on the showroom floor with a ton of extras (2 inch lift kit, all Fox shocks, coated bed liner, custom bed cover (hard shell), 34” all terrain tires, Matt black 18” wheels, led light bar mounted right in front of the front windshield, 2 led lights at front on either side, custom soundproofing on the inside hard shell top and I think the beefed up tow package but not sure. Within the first 2000 miles loaded a 35’ tv weighing 5800 pounds and headed out to Utah from Chicago driving through Colorado. The thing was phenomenal towing this heavy rv up and down the mountain pass on I 70. At a gas station some guy with a fifth wheel and a Ford F350 asked me what I was doing towing such a big rv with such a small truck. Kinda laughed. Saw him on the road later going up a mountain pass and blew right past him in my small truck. This truck has been nothing short of amazing. The dealership I purchased from is the best I’ve ever dealt with (Fields Chrysler/Jeep in Glenview, Il). They always have a loaner if needed. They are awesome. I bought in August of 2020 and today I have just shy of 70k miles on it and still running strong. I do not know why everyone says these things top off at 97 mph. I have gotten mine up to 110mph with a bit of room to spare. Gets to over a 100mph rather quickly. Maybe I just lucked out on a good one. I’ve read a lot of people complaining about a little water run off from the front door design. They are not wrong but you bought a freakin jeep, you’re not going to melt. Grow a set. Best vehicle I have ever owned. Best part with all the extras that came with it I got it for 49k with 15 miles on it. That same gladiator was there when I bought my grand Cherokee. I guess they were sick of it sitting on their showroom floor because back then it was listed for a tad over 60k.






Used
2020 Jeep Gladiator Rubicon
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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 | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $31,551 |
*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 $100,000 by city
-
Jeep Gladiator under $100,000 in Montverde, FL
20 Great Deals out of 75 listings starting at $21,850
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Jeep Gladiator under $100,000 in Minneola, FL
20 Great Deals out of 75 listings starting at $21,850
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Jeep Gladiator under $100,000 in Oakland, FL
20 Great Deals out of 75 listings starting at $21,850
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Jeep Gladiator under $100,000 in Clermont, FL
19 Great Deals out of 73 listings starting at $21,850
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Jeep Gladiator under $100,000 in Winter Garden, FL
20 Great Deals out of 74 listings starting at $21,850
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Jeep Gladiator under $100,000 in Astatula, FL
12 Great Deals out of 53 listings starting at $21,850
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Jeep Gladiator under $100,000 in Paradise Heights, FL
20 Great Deals out of 83 listings starting at $21,850
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Jeep Gladiator under $100,000 in Groveland, FL
11 Great Deals out of 43 listings starting at $21,850
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Jeep Gladiator under $100,000 in Ocoee, FL
20 Great Deals out of 74 listings starting at $21,850
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Jeep Gladiator under $100,000 in Howey-in-the-Hills, FL
11 Great Deals out of 48 listings starting at $24,995
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Jeep Gladiator under $100,000 in Windermere, FL
20 Great Deals out of 72 listings starting at $21,850
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Jeep Gladiator under $100,000 in Zellwood, FL
17 Great Deals out of 78 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.