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Used
Jeep Gladiator trucks
for sale
near
Pomfret, CT
under $99,999
- 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.



Jeep Certified
2021 Jeep Gladiator Rubicon 4X4
Vehicle information
Features
Reviews
Louie and his team were integral in helping me find my
Louie and his team were integral in helping me find my new truck. Everyone made the experience truly simple. The Bald Hill team were very nice, knowledgeable, fair and patience.
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
2024 Jeep Gladiator Rubicon
Vehicle information
Features
Reviews
Louie was great, he was very patient with us when we were
Louie was great, he was very patient with us when we were trying to decide which jeep we wanted, the guy doing the financial paperwork was a little unorganized but we got thru it 2👍
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 Sport
Vehicle information
Features
Reviews
Champagne and Fernando made the entire process seamless
Champagne and Fernando made the entire process seamless and were very accommodating with me while being many states away. Couldn't ask for a better experience!
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
2022 Jeep Gladiator Sport
Vehicle information
Features
Reviews
Great experience - painless transaction from out of state
Great experience - painless transaction from out of state - Fernando helped out at every step to keep us informed and answered every question -
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
Vehicle information
Features
Reviews
Happy about my Lexus rc 350 purchase in January 23
Ruben is the best was patient and worked with me from beginning till the end love my purchase of my choice wasn't forcws into the deal either
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 High Altitude 4x4
Vehicle information
Features
Reviews
Purchasing my Jeep Grand Cherokee Limited from Imperial
Purchasing my Jeep Grand Cherokee Limited from Imperial was so easy. They are only 10 minutes from my house and had at least a dozen Cherokee L's for me to look at. Our Sales Agent, Kelsey Legeny, knew all about the various models and features and let us test drive a few. She gave me a great price and even extended the factory warranty as a bonus. I paid on Saturday and picked my new car on Tuesday morning. They took care of all the RMV paperwork and worked with my insurance agent. I didn't have to do any of that. When I picked it up, it was detailed to showroom condition. Very happy customer!
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
2024 Jeep Gladiator Sport S
Vehicle information
Features
Reviews
Needed a change from the old Cadillac SUV, visited
Needed a change from the old Cadillac SUV, visited Imperial and met Ach, an energetic salesman who showed us choices and we settled on the Tucson Hybrid. Dealership was solid, impressed by Ach and we love the car, very pleased.
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
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Jeep Certified
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2023 Jeep Gladiator Sport S
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Jeep Gladiator prices by year
Model year | Prices from | Deals |
---|---|---|
2025 Jeep Gladiator | $37,809 | 1 Good deal |
*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 $99,999 by city
-
Jeep Gladiator under $99,999 in Pomfret, CT
4 Great Deals out of 27 listings starting at $26,745
-
Jeep Gladiator under $99,999 in South Woodstock, CT
5 Great Deals out of 28 listings starting at $24,953
-
Jeep Gladiator under $99,999 in Brooklyn, CT
6 Great Deals out of 31 listings starting at $26,491
-
Jeep Gladiator under $99,999 in Eastford, CT
3 Great Deals out of 21 listings starting at $26,745
-
Jeep Gladiator under $99,999 in Danielson, CT
5 Great Deals out of 29 listings starting at $26,491
-
Jeep Gladiator under $99,999 in Putnam, CT
5 Great Deals out of 37 listings starting at $24,953
-
Jeep Gladiator under $99,999 in East Brooklyn, CT
6 Great Deals out of 33 listings starting at $26,491
-
Jeep Gladiator under $99,999 in Killingly, CT
5 Great Deals out of 27 listings starting at $26,491
-
Jeep Gladiator under $99,999 in Woodstock, CT
5 Great Deals out of 28 listings starting at $24,953
-
Jeep Gladiator under $99,999 in Wauregan, CT
4 Great Deals out of 24 listings starting at $26,491
-
Jeep Gladiator under $99,999 in North Grosvenor Dale, CT
4 Great Deals out of 36 listings starting at $24,953
-
Jeep Gladiator under $99,999 in Thompson, CT
4 Great Deals out of 35 listings starting at $24,953
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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.