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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
Lenny Patram has bee my service tech for almost 6 years.
Lenny Patram has bee my service tech for almost 6 years. He accomplishes everything needed for me and my Alfa Giulia in a very courteous and timely manner. He is the best service technician I have worked with in my 75 years of life.
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
2020 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Phenomenal customer service!
Fernando and the whole team at C&J Auto Sales made the car buying process a phenomenal experience. Thank you for all your help, I would definitely recommend you to friends and family!
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
2023 Jeep Gladiator Mojave
Vehicle information
Features
Reviews
Serviced
I brought my vehicle in to be serviced and Hunter Cribbs is the boom and such a nice young man..definitely will be seeing him again
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 Rubicon
Vehicle information
Features
Reviews
The Best Dealership Ever BMW of Tampa
I would like to thank Erick Martinez and Chase the finance manager for always taking quality care of me. I really trust what they say to me and feel like the best ever each time I drive off in a new purchase. I will always be your client. This makes my third purchase from BMW of Tampa Bay, it must be Great service for me to keep coming back. Thank you so much, I love my beautiful car. Yours truly Sheliajo
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
2022 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Awesome Experience
Sales person Frank was very knowledgeable and helpful and took the time to walk us through the process. We left very happy. I am completely satisfied with my purchase!
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
2020 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
It was ok dealership was far away have decided to
It was ok dealership was far away have decided to purchase a 2025 vehicle year
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 Rubicon
Vehicle information
Features
Reviews
Thanks Juan Palacio for taking care of us in such a good
Thanks Juan Palacio for taking care of us in such a good and professional way , we are very grateful
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 !






Certified
2021 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Great experience
Ayman Abouelsoud greeted my family and I as soon as we walked into the dealership. He was very pleasant and helpful with everything we needed. He understood and worked his magic to get us to stay within our budget and get a great vehicle. I would come back here to see him when we decide to purchase again. The dealership was clean and spacious. Sales team and finance were great too. I recommend Elder Ford of Tampa and specifically recommend Ayman to assist anyone.
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 Overland
Vehicle information
Features
Reviews
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!!






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.
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 Sport
Vehicle information
Features
Reviews
Hunter was very courteous and helpful in the presentation
Hunter was very courteous and helpful in the presentation of the vehicle. I will definitely do business with him.
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 Sport S 4x4
Vehicle information
Features
Reviews
Great experience!
Diane Berg and the rest of the staff made sure I had all of my questions answered. They all worked very hard to get my deal done, and thanks to them I got an unbelievable deal! Thanks for your help Diane!
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
2020 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
My husband & I bought a New truck @ Sun Toyota in
My husband & I bought a New truck @ Sun Toyota in Holiday,Fl today, I would like to say that Michael Schumaker made it a delightful experience, he was very knowledgeable, courteous,& professional @ what he does, he helped us in so many ways & took time to make sure we were happy. I would recommend Michael to anyone. Thanks for everything Michael you are awesome & it was a pleasure working with you.
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 Willys 4x4
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.
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
2021 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Go to Morgan for your next new Chevy
Great sales department, they treated me like family from start to finish. They introduced me to service department. I will definitely be bringing my family and friends to get their next new vehicle
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.






Certified
2023 Jeep Gladiator Willys 4x4
Vehicle information
Features
Reviews
Had a great experience with friendly professionals who
Had a great experience with friendly professionals who sped the process along. Usually buying a car can be stressful this was not.






Jeep Certified
2022 Jeep Gladiator Mojave
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Features
Reviews
23 Challenger
Went to Fermans New Port Richey on a Sunday looking for a new car. Staff was very friendly asking how could they assit. Great Customer Service & quick processing
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 Overland
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.
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!!






Jeep Certified
2024 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!
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 Overland
Vehicle information
Features
Reviews
Excellent Sales Experience
Jake is an excellent salesperson. He is friendly, knowledgeable and helpful. He made my purchasing experience a very good one. I am enjoying my new Ram truck.
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
-
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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