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Used
Jeep Gladiator Overland
for sale
near
Maitland, FL
- 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
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Excellent buying experience.
Excellent buying experience. All the staff were professional and helpful. Would highly recommend this dealership for anyone looking for a new Honda or used car.
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 Overland
Vehicle information
Features
Reviews
Onesh deserves a bonus
Thank you Onesh for a being a true pro, my situation wasn't easy, a true professional who goes out of his way to help you. Thank you, FLA
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 Overland
Vehicle information
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Reviews
Was a spectacular experience from start to finish.
Was a spectacular experience from start to finish. The entire process was seamless when dealing with Navin. He went above and beyond in all aspects and was a true pleasure to work with.
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
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Arturo Reyes and Steve help me get my dream car and I
Arturo Reyes and Steve help me get my dream car and I appreciate it I highly recommend winter park auto exchange
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
2021 Jeep Gladiator High Altitude 4X4
Vehicle information
Features
Reviews
Stand Up Crew
This was my third purchase from there. So obviously I am a happy camper. The Salesman Will was amazing and where else can you get concierge service like this, the managing partner drove me back home to grab my title and when I brought up a prior deal issue over a deposit on a vehicle he actually listened and took care of it. I can tell you that the changes at Falcon Motor Group are on point. The owners care and will keep buying cars there. Will walked me through the Bentley Speed over and over, no pressure sales and after extensive driving I realized it was the car for me. Two Lamborghinis and a Bentley from Falcon and I can tell you I feel better today about buying a fourth. They are Stand Up people and surely stand out in the crowd. Thanks again Will and Eric for taking the time and building the relationship.
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
2020 Jeep Gladiator Overland
Vehicle information
Features
Reviews
Good, friendly, cordial, timely, excellent.
Good, friendly, cordial, timely, excellent. We just couldn’t agree on a value of the vehicle I was interested in.
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
2023 Jeep Gladiator Overland
Vehicle information
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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!!
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!






Jeep Certified
2023 Jeep Gladiator Overland
Vehicle information
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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.
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 Overland
Vehicle information
Features
Reviews
Robert was absolutely amazing!
Robert was absolutely amazing! Super sweet and caring! Told him exactly what we wanted and now I am the proud owner of a brand new Mirage! Definitely recommending them to friends and family!
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 Overland
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...
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 Overland
Vehicle information
Features
Reviews
Staff was friendly and very knowledgeable and was easy to
Staff was friendly and very knowledgeable and was easy to buy our new eclipse would recommend totally
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 Overland
Vehicle information
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Reviews
We had a GREAT experience at RC Hill Mitsubishi!
We had a GREAT experience at RC Hill Mitsubishi! Our sales lady (Alexa) was fantastic. Answered every question and was super friendly. Keven in finance was also wonderful! We don't shop for cars often....but the next time we do, we'll start at RC Hill Mitsubishi! On a scale of one to five, five being the best, I give them a nine!!!!
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 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
2020 Jeep Gladiator Overland
Vehicle information
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!!
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.






Jeep Certified
2023 Jeep Gladiator Overland
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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
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.
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
2021 Jeep Gladiator Overland
Vehicle information
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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.






Certified
2020 Jeep Gladiator Overland
Vehicle information
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Reviews
Recomendados 100% para mi los mejores sin dudas
Super complacida por toda la ayuda recibida para la compra de mi carro, Juan fue la persona que me ayudo y quede muy satisfaction, sin dudas lo recomendaria.






Used
2022 Jeep Gladiator Overland
Vehicle information
Features
Reviews
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 High Altitude 4x4
Vehicle information
Features
Reviews
I wasn't sure I wanted to trade when I went into the
I wasn't sure I wanted to trade when I went into the dealership but the positive experience I had with Jack Fegan made it super easy to do business! I highly recommend Jack!
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.
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Used
2022 Jeep Gladiator Overland
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Used
2022 Jeep Gladiator Overland
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Used
2023 Jeep Gladiator Overland
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Jeep Certified
2020 Jeep Gladiator Overland
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Used
2023 Jeep Gladiator High Altitude 4x4
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Used
2023 Jeep Gladiator Overland
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Used
2020 Jeep Gladiator Overland
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Used
2022 Jeep Gladiator Overland
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Used
2023 Jeep Gladiator Overland
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Used
2022 Jeep Gladiator Overland
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*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.
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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.