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Used
Jeep cars
for sale
near
Pineville, KY
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
2022 Jeep Grand Cherokee 4xe Summit
Vehicle information
Features
Reviews
I talked to Dawson Day told him the truck I was wanting
I talked to Dawson Day told him the truck I was wanting was at another Tim short dealership 3 hours from the house he got it to the middlesboro dealership very quickly worked with my schedule. Very helpful. I had a good experience. Loo Dawson up when your looking for a new vehicle
A legitimately high-end vehicle supported low-end
I have had several hybrid SUVs, Lexus and Mercedes, and this is at the top of the list for me. The hybrid drive is seamless, smooth, and responsive at all speeds. This is the largest hybrid SUV I have owned and yet, it is the most fuel efficient. Amazing mileage around town (50+ mpg) and highway cruising with the little 4-cylinder is very efficient. At highway speeds the transmission keeps the small internal combustion engine from working too hard but when power is needed for passing the combination of torque from the electric power plant along with the turbocharger provides instant responsiveness. Inside, the SUV is roomy and luxurious. The finishes benefit from the Italian roots of the owners to provide a beautiful harmony of design with soft supple leather and rich hardwood trim. The electronics work extremely well from the MacIntosh sound system to the driver assist and lane-keeping features that virtually drive the vehicle for you. The seat air conditioning and built-in massagers make even long driving trips relaxing. Yes, there have been some recalls, expected in an early edition of a new model. The only negative has been in servicing the recalls. Jeep dealers are still basically just old Chrysler/Plymouth/Dodge operations that are not prepared to handle high-end vehicles and the customers they attract. Too few technicians, and poor scheduling between the service writers and the shop. The service waiting areas are designed for truck drivers not owners of luxury automobiles. Stellantis may have upgraded the vehicles to a much higher level but their achilles heel is the dealer service network.






Used
2025 Jeep Grand Cherokee Limited
Vehicle information
Features
Reviews
I recently purchased a Jeep Grand Cherokee at Tim Short
I recently purchased a Jeep Grand Cherokee at Tim Short Chrysler Dodge in Middlesboro, KY and have NEVER had a better buying experience! :-) I rarely give Five Stars on a review, but the folks at Tim Short Middlesboro deserve the recognition! I am a working, single momma with no time for hassle and fuss. Kevin Melton was my sales associate, and to say he went above and beyond to help me is an understatement!! I live several hours away and had lots of questions and concerns and Kevin accommodated my every need and request. He did everything possible to make this purchase happen and made it easy! Mark Calloway assisted me in the financing department, and he was equally helpful and made the purchase easy and quick. The customer service these folks offer is unlike anything I've ever experienced in the car buying process. Tim Short in Middlesboro has my business from now on!! Thank you all for being the BEST and treating my little girl and me with such kindness!! We love our Jeep Grand Cherokee! -Cherish Charles, Rednour, Hazel Green, KY.
What a great look.
What a great look. I have bought several cars and trucks over the past few years, from 2 trucks for me and helped the family with other cars. I wanted to get something for looks and the 2025 Grand Cherokee fit the bill. Style and looks, 10 out of 10 in my opinion. Good on the mileage and performance. Great dealership and people at Ray's CDJR in Fox Lake. They treat you like you should be, with respect through the entire process.






Used
2024 Jeep Grand Cherokee 4xe Trailhawk
Vehicle information
Features
Reviews
The experience with this dealership was spot on.
The experience with this dealership was spot on. Very kind salesman (Mike Smith), and very much informed of the details of the car. He worked with me to get the price that I felt I could live with. Unfortunately, the sale didn’t happen due to a move of household goods that was needing attention and that took precedence. THANK YOU ……. for all the good that came from start to finish. Hopefully it will still be waiting on me or another great deal!!!
It is a GOOD Jeep and I LOVE everything about it the
It is a GOOD Jeep and I LOVE everything about it the color and EVERYTHING it have in it and the drive and the performance

Used
2022 Jeep Grand Cherokee Laredo
Vehicle information
Features
Reviews
Don Franklin London Ky
Amazing customer service. Great sales people. Great cars. Misty Found the perfect car for me.
My opinion of 2022 Jeep Grand Cherokee
This is my first Jeep I have ever owned. I always liked the looks of the Grand Cherokee. I’m happy with the vehicle. No complaints except it does like to drink gasoline. My previous 4 vehicles were all 8 cylinder full size pickup trucks. The Jeep being a 6 cylinder eats more gas. The Other than that, I’m very happy with my purchase of my 2022 Jeep Grand Cherokee. Good looks, drives well, comfortable and safe.

Used
2022 Jeep Grand Wagoneer Series II
Vehicle information
Features
Reviews
Don Franklin #1
My salesman was very nice and courteous. I would have liked for him to be more knowledgeable and have immediate answers to my inquiries about the car instead of having to find out from other co-workers or sources within the dealership. But overall, my experience has been a positive one and the service department has gone above and beyond to fix things on the vehicle.
Space and Grace
I could never imagine owning a vehicle as large as the Grand Wagoneer but after driving it for 10 months, I really like it! There is ample room, it is powerful, the ride is very smooth and the driver visibility is without peer. When we have guests, we can all ride together and when there is light hauling to be done, it can all fit in the truck.

Used
2015 Jeep Wrangler Unlimited Rubicon
Vehicle information
Features
Reviews
Purchase
Very accommodating, goes the extra mile to find you what you want
This Jeep is very good I've added some extras
I've added aftermarket exhaust and a computer chip and the roar pedal also KNN air filter and bigger tires 35 so far it is a lot of fun to drive
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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.
Used Jeep by price
Jeep under $100,000 by city
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6 Great Deals out of 46 listings starting at $8,900
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4 Great Deals out of 23 listings starting at $8,900
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6 Great Deals out of 46 listings starting at $8,900
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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.