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Used
cars
for sale
near
Middlesborough, KY
under $899,990
- 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
2024 Jeep Grand Cherokee L Laredo
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Amber & Mike are great!
Had such a great experience buying from here! I read the reviews first before looking at the perfect car. Received high ratings and I understand why. Super helpful, will work with you to get what you can afford, and very nice to work with. Mike was wonderful! Highly recommend! I bought a great Lexus Hybrid did the paperwork online was super easy! The delivered the vehicle to Knoxville, TYS airport ready sparkling clean full Tank of gas and done! drove it home smooth! This is most likely the best dealership I have ever dealt with and I have bought many cars over the years.Amber and Mike truly know how to treat customers online and over the phone!
I have never owned a Jeep before and barely even
I have never owned a Jeep before and barely even considered an SUV. I've always been a luxury sedan guy, but this Jeep Grand Cherokee L Overland 4x4 has completely changed my mind. The exterior and interior designs are on par with most SUVs and remind me of the luxury sedans I have previously driven. Tech options are better than I've ever had in any other car. The ride and comfort are better than anything I've ever experienced before. Very dependable so far but I'm still under 1000 miles. I'm very pleased with my purchase decision.
Used
2024 Jeep Grand Cherokee L Laredo
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Reviews
Great Customer Service
My husband always took his Jeep to this dealership for his oil changes ever since we moved here to TN in 2018. He just passed away and I had to bring his Jeep in for the oil change and I wasn’t too happy about having to wait so long, so I left. But after talking to the manager Joe Woody, he made things right. This place is much cheaper than Knoxville and Joe said he working on building better customer service!! So I trust his words!
Very nice vehicle with many hi-tech & comfort features.
Very nice vehicle with many hi-tech & comfort features. V-6 engine performs well for a 6 cyl. engine but would prefer a V-8, which is no longer an option. Very happy with over all performance.
Used
2023 Chevrolet Camaro ZL1
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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
Camaro Convertible: 💰Money can buy Happiness
2023 Chevrolet Camaro ZL1 Convertible It doesn't get any better than this in a Camaro. Absolute cream of the crop car. ZL1 comes with évery creature comfort you'll ever desire other then it driving itself & that would take all the fun away. Complete comfort, endless source of power & everything that brings happiness to your eyes 👀. I paid $80000.⁰⁰ & have zero regrets, best & happiest investment I made, cause I'll have this for the next twenty plus years.
Used
2022 Chevrolet Camaro SS
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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.
This is a very nice car for enjoying a drive or making a
This is a very nice car for enjoying a drive or making a quick trip too the store . Not for dojng any big shopping or for carrying more then 1 or 2 poeple along . The vehicles comfort is only for the front 2 seats …
Used
2020 Ford F-150 Raptor
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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!!!
Great vehicle!!
I was searching for a specific vehicle and I found a few on cars.com. 2020 F-150 Super Cab 2.7L Ecoboost, 10 speed transmission. At first I was concerned since I've never had a truck with a small V6. I was looking for good HP and good MPG. I liked the sporty trim STX look. Great acceleration and great MPG. Much better than my previous 2006 F-150 5.4L, which was a great truck, but it was time for a change. I do recommend this vehicle if you want MPG, power, and great towing capacity.
Used
2023 Ford F-150 Raptor
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Features
Reviews
A little choppy on dirt roads, feel the uneven paved
A little choppy on dirt roads, feel the uneven paved road surfaces. I attribute this to the 4X4 suspension. Excellent payload , 1865 lbs.for the non-turbo 3.3 liter which has been stellar performer in 35K miles. I average 24mpg all weather. Very good drive modes, sport kicks it up to V8 feel, shift on the fly seamless. Handles great with loads 1000 lbs. plus. Hot riding vinyl seats are sport like hugging you, difficult to turn around to look out the back window. I don't rely solely on back up camera because it does hide the corners where pedestrians are. Confining driving position barely allows for my 6 foot frame. Seats belong in a sports car, not a truck! I should have got the cloth seats! The cab lacks much space behind seats for a small cooler of water or duffel bag. The transmission was clunky in the first 4 months. I think it was the computer adjusting for driving habits. The 12" touch screen has many features and can be turned off. Integrated phone is easy set up, Personal music can be played or built in music apps. The maps are great showing satellite view and North South configuration based on direction view. Service often freezes when you get in valleys. The worst feature is vehicle manual on computer, takes 10x longer to find what you are looking for. Ask Ford to order a printed booklet! The instrument panel is well laid out however the steering wheel sometimes obstructs information. The tilt, telescope wheel is perfect for shorter drivers. There are many cluster views to choose from and two trip odometers, a big plus. I choose one layout for all driving. Took a long time to get used to where radio controls are as I was always turning down the blower motor switch. Blower motor has 8 speeds and whisper quiet up to 5. Also has an ac booster for quick cab cooling, heat, nice! The stereo has equalizer, 4 speakers and will blow out your ear drums unless you have deafness. I find the adjustments for instrument brightness, headlights, fog, and bed lights to be very awkward, An afterthought by Ford engineers? Placed at lower left below segregated instrument layout. Needs to be easily visible, not hidden from view and adjustment. The high beams light up the next county and 50 feet up the treeline. Not sure I need to see owls in the trees, but I can. The flash to pass feature needs to be more blinks, changing lanes that fast is dangerous. The windshield is large and raked offering a full road view and pillars don't obstruct the roadway. The rear view camera can be used while driving and shows tailgaters. The rear window has defrost, tint. The tint is great but defrost is imo a dumb idea. Window easily defrosts with heat or defogs with ac. This isn't a car! I chose Ford over competition because my last F150 gave me 400K, never left me stranded, had a great V6, super good tranny and decent fuel mileage. I like the payload, handling, maps and my music from my apps. I like the aluminum clad where my last steel truck started rusting everywhere. The weight is nimble feel while driving, almost sporty on twisty roadways with very good acceleration and quicker stopping. The cost of ownership is less than foreign and many domestic. I have no recalls in 2 years. I drive in snow often, the handling and my confidence level are excellent but I still have weight in the bed for traction since this is 700 lbs. lighter than my 2013. Overall, I like this vehicle very much and look forward to a new one, better designed or upgraded 2028.
Used
2023 Jeep Cherokee Altitude Lux
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Reviews
Jeep Cherokee
A great looking car. We will probably never learn all of the features the car has. Dealer was excellent and no problems working with them. Only one thing not to like was the location of the Emergency Brake lever. Things seem to get set there, and locking the lever.
Used
2019 Jeep Cherokee Limited
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Features
Reviews
Like the look and has plenty of power we have the v6
Like the look and has plenty of power we have the v6 option The interior is very comfortable with all the bells and whistles you can appreciate. We traded in a Liberty and the ride is so much smoother.
Used
2020 Jeep Cherokee Latitude Plus
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2020 Jeep Cherokee Limited
I purchased recently a used 2020 Cherokee Limited and it has turned out excellent, I have no problems or issues. The only minor issue that I have is the location of the cup holderss.
Used
2023 Jeep Grand Cherokee Altitude
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Reviews
Natural upgrade choice
Runs smooth. Very comfortable. Always loved the Jeep brand so this was a natural upgrade. Love the options too. The adaptive cruise control is amazing.
Used
2023 Kia Telluride SX-Prestige X-Pro
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Reviews
2023 Telluride
I was very disappointed to discover that after paying the exorbitant markup of almost $10,000.00, that there is no power button in the car or on the key fob to open the rear hatch. I was also shocked that the front passenger seat does not have power controls, you have to reach under the seat to manually pull it forward or back. While I understand the safety feature to not accidentally lock a child in the car, I was unable to lock my car while trying to sleep in the back while camping. I'm hoping this won't be an issue in the future, but I had to have an alignment after only 12,000 miles and since I'm the only driver, I can assure you that I've never hit a pot hole or anything else that should have caused this. I do find the car comfortable to ride in and I like the safety features that alert you when trying to change lanes or if an object is behind you.
Used
2021 Chevrolet Silverado 1500 LT Trail Boss
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Features
Reviews
2021 LT Trail Boss has great styling, powerful engines,
2021 LT Trail Boss has great styling, powerful engines, and tons of technology in a great package. A commanding view of the road, a nice comfortable interior, amazing Bose Stereo system, tons of storage and tons of space for adults in the crew cab. But there are issues, side mirrors are too small, harsher ride (which I expected), and DFM, GDI engines, and questions on the 10 speed transmissions. I recommend disabling DFM ASAP or using the L9 trick to overide the system, to help prolong the life of the engines from lifter failure. Mine is under warranty for another 18K miles, if it acts up at all its into the dealership for warranty service.
Used
2025 GMC Sierra 2500 AT4
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Reviews
So far so good!
So far so good! This truck is the nicest truck I have ever driven. The stance, ride comfort and options are top notch. I went from a 2023 High Country that was having drive train issues but had all the creature comforts that you would expect in a top of the line truck. With the lack of confidence in that particular models 10 speed transmission issues, it became necessary to reestablish my confidence in my General Motors product.
Used
2023 Hyundai SANTA FE SEL
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Reviews
I have owned or leased about 12 new Hyundais and about 40
I have owned or leased about 12 new Hyundais and about 40 new cars in my lifetime. As I am getting on in years and don’t drive that much I think this will be the last car I will own. That said, I am more satisfied with this car than I have ever owned. The only thing that I am not happy with is the push button transmission. I much prefer the conventional shift lever. If something should happen to this car, I would replace it with another exactly like this one. A niggling point is the placement of the charging pad. It is easy to lose something down there but can be retrieved with a shop vac. No big deal.
Used
2025 Hyundai SANTA FE Calligraphy
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Reviews
Been driving my new Santa Fe XRT for 40 days now.
Been driving my new Santa Fe XRT for 40 days now. The vehicle is great and has been useful for me. The financing process with Hyundai Motor Finance has been positive too. No complaints. Love my new family SUV. My dog loves it too.
Used
2025 Hyundai SANTA FE SEL
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Reviews
I LOVE EVERYTHING ABOUT THIS SUV.
I LOVE EVERYTHING ABOUT THIS SUV. MY FAVORITE FEATURES ARE THE INTERIOR, THE LIGHTS, THE COMFORT, THE FACT THAT YOU CAN CHANGE THE DRIVE MODES, AND THE COLOR.
Used
2025 Hyundai SANTA FE SEL
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Reviews
Traded in my big full size SUV and got a 2025 XRT in
Traded in my big full size SUV and got a 2025 XRT in Green and it was the best decision ever. A month later and I still love this car so much. It’s comfortable to drive. I feel safe in it. It drives like a dream (although I wish they would do away with the start to stop.) There is so much room for the stroller and everything that comes along with having kids.
Used
2021 Buick Encore Preferred
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We love this car.
We love this car. Drives well. interior has a luxury car feel. my husband and i are both tall and a little heavy and there is plenty of room in both front seats for us. you do need to have light weight, slightly shorter friends for the back seat. the only drawback i can even think of is there is not a ton of room for multiple suitcases if you are picking up another couple at the airport. other than that, this is a great auto. we have had it for 3 years and have not had one single problem with it!!!
Used
2018 GMC Sierra 1500 SLT
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2018 crew cab gmc Sierra 1500
Am in disbelief every week at the Gas Pumps. Thou a big truck, mileage per gallons are 18 +. Last week it was 22.8. This week 19.78.
Used
2025 RAM 1500 Big Horn/Lone Star
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Reviews
I have the 2025 Ram 3.
I have the 2025 Ram 3.6 Crew Cab. I paid $45,000 for it in 2024 August. I traded my 2018 Tundra in that I only had a for a year. Major difference in power is noticable right off the bat. This Ram takes off very strange at times. Sometimes it feels like it has the power other times it doesnt want to move. I have the e-torque 3.6. The 5.7 Tundra had the power but I got rid of it because no dealer would fix it because the Tundra was spewing gas out the tank. The Tundra would only hold 12 gallons at most with a 38 gallon tank but I later found out the ECM was replaced and if I had known that I wouldnt of purchased the Tundra. You are now getring much less for you money with any vehicle. Any half ton with a v8 will cost you around $65,000 at the lowest price. This was 1 ton vehicle pricing pre-covid. These Ram crew cabs with a v6 should not cost any more than $40,000 at most. Its a very slow truck and doesnt feel like 305 HP but 280 HP realistically. The truck is too heavy for a 3.6 so that means more engine strain. The longevity of the engine will be questionable. The Ram definitely gets decent gas mileage but going uphill in this Ram you can feel the engine having to hit high rpm just to up an incline. The ride is smooth no doubt about it but these crew cabs need at least a 4.0 or 4.3 v6 to really get the job done.
*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.
Cars under $899,990 in Middlesborough, KY by make
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Chevrolet under $899,990 in Middlesborough, KY
11 Great Deals out of 25 listings starting at $5,700
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Jeep under $899,990 in Middlesborough, KY
8 Great Deals out of 24 listings starting at $17,500
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Cars under $899,990 in Middlesborough, KY
66 Great Deals out of 163 listings starting at $1,900
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66 Great Deals out of 163 listings starting at $1,900
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Cars under $899,990 in Harrogate, TN
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66 Great Deals out of 164 listings starting at $1,900
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108 Great Deals out of 445 listings starting at $1,900
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108 Great Deals out of 451 listings starting at $1,900
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89 Great Deals out of 279 listings starting at $1,900
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89 Great Deals out of 278 listings starting at $1,900
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66 Great Deals out of 163 listings starting at $1,900
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Cars under $899,990 in Fincastle, TN
464 Great Deals out of 1572 listings starting at $1,900
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Cars under $899,990 in Jellico, TN
204 Great Deals out of 618 listings starting at $1,900
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