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Used
Jeep Gladiator trucks
for sale
near
Union Park, 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
2024 Jeep Gladiator Sport S
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.
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
2022 Jeep Gladiator Rubicon
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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...
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 Sport
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!!!
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
2024 Jeep Gladiator Willys
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.
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 Mojave
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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.
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
2024 Jeep Gladiator Sport S
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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.






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.






Jeep Certified
2021 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Extremely profesional and knowledgeable!
Extremely profesional and knowledgeable! No xx dealership! I highly recommend them!! I visited the dealership and appraised (based on milage and real condition of the car), once I had the correct value for the car and interest rate for financing, I made my offer, and once they confirmed the numbers, we made the deal in less than 15 minutes! I did visit a few dealerships were I wasted my time! Some dealerships don’t take the time to look at garbage they are selling. They go by time on the lot, the make and models and average market sale price not really looking into the real condition of the car. All the information I needed is easily accessible, if you know where to look. I deal with facts not averages!
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
2023 Jeep Gladiator Mojave 4x4
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Features
Reviews
Great experience with Ramone Watson in sales and Brianna
Great experience with Ramone Watson in sales and Brianna Bates in the finance department at Seminole County CDJR! They helped me get my Jeep Compass last month and it was a fantastic experience! I have been going to this dealership for all my auto needs for so many years, and always have the most pleasant experience with my Jeeps! Give them a try if you are in the need for a new automobile! They have new and used Jeeps! I love my Jeep Compass!!! Thanks to Ramone and Brianna for assisting me in the most professional way! - From Wanda C.
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 Mojave 4x4
Vehicle information
Features
Reviews
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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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!
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
2020 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Had exactly what I wanted
Without a doubt a good dealership to do business with. They handled my sale professionally in every way. . Absolutely no pressure and they were honest with me unlike the previous dealership I had dealt with. In particular Jeff A. did a great job making us feel comfortable with our purchase. I highly recommend this dealership.
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
Vehicle information
Features
Reviews
Awesome experience
I’ve bought two vehicle from them and have had zero issues with them. They made it very easy to buy a vehicle! I will continue to buy from them.
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
2020 Jeep Gladiator Sport S
Vehicle information
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!
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
2023 Jeep Gladiator Sport S
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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!!
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 4x4
Vehicle information
Features
Reviews
Happy customer
Mark and Jason were great to work with! I was able to get what I was looking for without any problems. They were honest and willing to listen.
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 Mojave 4X4
Vehicle information
Features
Reviews
Jeep cherokee
Love the customer service friendly service st a great price I love my car it was just what I was looking for. Very good N0 ! Pressure sale!
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 Sport S
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Features
Reviews
Best dealership
Great company! I can't recommend them enough. I live in Orlando and I wouldn't go anywhere else for purchasing a new car. Very happy and will definitely refer others to this dealership






Jeep Certified
2024 Jeep Gladiator Sport S
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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.






Used
2022 Jeep Gladiator Overland
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.
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.
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $1,986 | |
2023 Jeep Gladiator | $24,988 | 11 Great deals |
2020 Jeep Gladiator | $21,500 | 15 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 $100,000 by city
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Jeep Gladiator under $100,000 in Union Park, FL
19 Great Deals out of 69 listings starting at $21,500
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Jeep Gladiator under $100,000 in Rio Pinar, FL
17 Great Deals out of 65 listings starting at $21,500
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Jeep Gladiator under $100,000 in Azalea Park, FL
19 Great Deals out of 68 listings starting at $21,500
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Jeep Gladiator under $100,000 in Alafaya, FL
15 Great Deals out of 63 listings starting at $21,500
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Jeep Gladiator under $100,000 in Goldenrod, FL
21 Great Deals out of 74 listings starting at $21,500
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Jeep Gladiator under $100,000 in Winter Park, FL
20 Great Deals out of 73 listings starting at $21,500
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Jeep Gladiator under $100,000 in Oviedo, FL
21 Great Deals out of 75 listings starting at $21,500
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Jeep Gladiator under $100,000 in Conway, FL
15 Great Deals out of 67 listings starting at $21,500
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Jeep Gladiator under $100,000 in Bithlo, FL
15 Great Deals out of 61 listings starting at $21,500
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Jeep Gladiator under $100,000 in Casselberry, FL
20 Great Deals out of 73 listings starting at $21,500
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Jeep Gladiator under $100,000 in Orlando, FL
15 Great Deals out of 67 listings starting at $21,500
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Jeep Gladiator under $100,000 in Chuluota, FL
21 Great Deals out of 76 listings starting at $21,500
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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.