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Used
Jeep Gladiator trucks
for sale
near
Oldsmar, 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
2023 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Juwal, Travis and financing or seamless and didn’t harass
Juwal, Travis and financing or seamless and didn’t harass us to add add-ons because I told what my budget was upfront and when I needed the car to do and they found that car and they made it fit my budget and I’m talking about cash budget out the door cause I don’t do car payments They are lovely lovely people they’ve called to check on the car and me and my daughter because we need the car for the safety features because of our medical issues this dealership treats you as though you are family which is greatly appreciated in a really cruel world.
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 Willys Sport
Vehicle information
Features
Reviews
Bought my first car at Tampa CarMax.
Bought My first car today and the employees we're amazing very polite and helpful. Sometimes buying a car can be stressful but I really enjoy myself and couldn't be happier.
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






Jeep Certified
2023 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Experience
My experience with JEEP New Port Richey was excellent throughout. Highly professional, very good communication very personable staff. The only difficulty with the experience was the delayed manufacturing and delivery time of the vehicle. This took about six months. The dealership was helpful and communicative throughout this delay and I am very appreciative of their service. Other than that, everything was great.
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
2021 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
I recently bought a Toyota Camry Hybrid from Sun Toyota.
I recently bought a Toyota Camry Hybrid from Sun Toyota. My experience was not short of wonderful. Chris Robinson helped me find my dream car and was more than fair with the trade in price for the Camry that I was trading in. Everyone from Chris to the guys in finance and service were so nice and professional. I have been buying cars from Sun Toyota for almost 15 years and have always received excellent treatment. This time was no different, but I have to acknowledge Chris Robinson for making everything so easy and smooth. The whole process took less than two hours. I drove off the lot with my new Camry Hybrid, and all my Bluetooth devices set up for me (thanks to Chris). If you are thinking of buying a Toyota new or used, I highly recommend Chris Robinson of Sun Toyota.
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!!






Jeep Certified
2020 Jeep Gladiator Sport
Vehicle information
Features
Reviews
New Compass Latitude
Love my new Compass! It is great on gas and is a very comfortable ride. Pete my salesman is great to work with. He is very knowledgeable and friendly!
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 Sport S
Vehicle information
Features
Reviews
I want to thank VICTORIANO R.
I want to thank VICTORIANO R. He was an excellent. Took time for me for everything and kept my posted all the time.👍🏼😊
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.






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.



Jeep Certified
2022 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
Great service!!
My experience at Ferman of Wesley Chapel was a good one. I leased a new Jeep and Gheorghe took the time to explain how everything in it worked, from removing the doors and windows to the technology. He was awesome. He explained more about the vehicle than I had ever had anyone else do before and I have purchased a lot of new vehicles.
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
2022 Jeep Gladiator Mojave
Vehicle information
Features
Reviews
Looking for a new car
This was such a pleasure! This is the fourth car we have bought and it was wonderful. We worked with Chris Santos and he was amazing!
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 Certified
2021 Jeep Gladiator Sport S 4x4
Vehicle information
Features
Reviews
My service was outstanding.
I received care from Jim wilson.the way he treated me was outstanding.he took his time to find what I wanted and for the price I can afford.he didn't give up it took extra time but most dealership will give up and don't care,but Jim took it a step higher.he made me feel like a family not just a customer..his attitude is awesome.i will definitely be there again and ask for him.Jim Turner in finance is one awsome guy.he worked hard and smart to make me happy and comfortable.he also didn't give up until I was fully happy.thank you to the both of 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
Vehicle information
Features
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.



Jeep Certified
2023 Jeep Gladiator High Altitude 4x4
Vehicle information
Features
Reviews
Good service for tires
I have a fiat 500e and they were able to find and get me the tires within a day whereas it was at least a week in other places. The alignments also made a difference as the car can hold a straight line for almost a mile on the freeway when I tested it. Took a bit of time as it was 3 hrs for both but worth the money and good 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!!



Jeep Certified
2024 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
The best dealership I town
The staff was nice and very helpful. Jerry Ulm is very personable and sweet. They made the car buying process easy. I will definitely return to buy my next car. Special thanks you to Yazzy for making this process a pleasure
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
2020 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
This was honestly a great experience.
This was honestly a great experience. Junior was very informative and diligent with our negotiation. The name fits the 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 !



Jeep Certified
2022 Jeep Gladiator Altitude 4x4
Vehicle information
Features
Reviews
EXCELLENT CUSTOMER SERVICE!!!
Thank You Mark Rivera for providing Excellent Customer Service & for having my best interest at heart ♥ . Suddenly my engine went out on my old car & I was forced to find another car. Upon arrival Mark Rivera greeted me & gave me a warm welcome. I came walking & left in a nice Suv. I am completely satisfied & grateful. If you're in need of a nice affordable vehicle I definitely recommend Mark Rivera as your Sales Agent!!!!! I would also like to thank Krysta for finding me a good interest rate.!!!
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.



Jeep Certified
2023 Jeep Gladiator Mojave 4x4
Vehicle information
Features
Reviews
Internet sales
Great buying experience over the internet, knowledgeable, courteous, professional and customer friendly. Well worth the 9 hour drive. Got the exact vehicle for the exact price I wanted
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".



Jeep Certified
2020 Jeep Gladiator Rubicon 4X4
Vehicle information
Features
Reviews
So comfortable
I have never felt more comfortable in a dealership. They have the most professional staff in the business. You can tell the employees and customers are truly valued here. Finance manager Danny Daher is the most professional ever
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
2021 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Excellent people
I appreciate all the help to get me into a new car.
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
2022 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Loved my experience with Sun Toyota, Olivia was a huge
Loved my experience with Sun Toyota, Olivia was a huge help and made the entire process smooth and enjoyable. She never made you feel like she was trying to sell the car to you too much which was very refreshing to be around. She was extremely personable and I’d highly recommend her to anyone looking for a new ride!



Jeep Certified
2024 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Pre-Owned Car Purchase
I found purchasing a vehicle at Jerry Ulm Dodge to be a very pleasant experience. It's a very nice, modern facility with excellent amenities and a great staff. I highly recommend this dealership.
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
Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $38,999 | |
2023 Jeep Gladiator | $25,092 | 6 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.
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 Oldsmar, FL
12 Great Deals out of 68 listings starting at $24,779
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Jeep Gladiator under $40,000 in Safety Harbor, FL
12 Great Deals out of 68 listings starting at $24,779
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Jeep Gladiator under $40,000 in Westchase, FL
12 Great Deals out of 69 listings starting at $24,779
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Jeep Gladiator under $40,000 in East Lake, FL
12 Great Deals out of 69 listings starting at $24,779
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Jeep Gladiator under $40,000 in Palm Harbor, FL
12 Great Deals out of 69 listings starting at $24,779
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Jeep Gladiator under $40,000 in Greenbriar, FL
12 Great Deals out of 68 listings starting at $24,779
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Jeep Gladiator under $40,000 in Town 'n' Country, FL
13 Great Deals out of 71 listings starting at $24,779
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Jeep Gladiator under $40,000 in Citrus Park, FL
13 Great Deals out of 72 listings starting at $24,779
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Jeep Gladiator under $40,000 in Keystone, FL
13 Great Deals out of 72 listings starting at $24,779
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Jeep Gladiator under $40,000 in Dunedin, FL
12 Great Deals out of 68 listings starting at $24,779
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Jeep Gladiator under $40,000 in Clearwater, FL
12 Great Deals out of 68 listings starting at $24,779
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Jeep Gladiator under $40,000 in Tarpon Springs, FL
12 Great Deals out of 66 listings starting at $24,779
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