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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.
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Used
cars
for sale
near
Middlesborough, KY
under $499,994
- 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 Ford Escape SE
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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 purchased used '22 Escape SE AWD two years old, low
I purchased used '22 Escape SE AWD two years old, low mileage and delighted with my dealer purchase. Upon extensive research, I was aware the loss of market value, which is why I purchased used. This vehicle is produced in volume as 'low-end' entry among 22 field competitors. Yes, there are several vehicles out there higher rated, more expensive, but my research validated highest cargo storage - highest mpg, for the reasonable market price. You can benefit from this depreciation by buying used! Some complain of the transmission, or slow pickup, or passenger door side panels. I have had no issues after 20,000 miles 6/2024 and get 31.3 mpg combined which is stellar!! A great value for the used car price-not new price. I would recommend as a reasonable value, HIGH capacity SUV can accommodate 4 airport passengers full size luggage is my first Ford of 21 cars purchased. Styling is very attractive, good assortment of safety features. Rear seats slide for extended passenger or cargo capacity.
Used
2019 Jeep Cherokee Limited
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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!
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
2001 Jeep Wrangler Sport
Vehicle information
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
Fun to Drive
This jeep was exactly what I was looking for. We have been looking at various jeeps for my son. The 2001 Wrangler will fit the bill.
Used
2023 Chevrolet Traverse RS
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Mike Smith...Sales Rep.
I bought my Chevy truck there from a salesman named Mike Smith and I had the most enjoyable sales experience I have ever had buying a vhicle before....I would like to thank him and everyone at Tim Short Chevrolet!
Love this car!
Love this car! This is our 2nd Traverse. My wife loves it. I have 180,000 miles on it and still going strong. We will definitely be looking for our 3rd one. It has the most room of all SUV in its classs. The v-6 has very good power with lots of pickup.
Used
2021 Chevrolet Silverado 1500 LT Trail Boss
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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.
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
2024 Cadillac Escalade ESV V-Series
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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!!!
Used
2024 Jeep Grand Cherokee L Laredo
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Reviews
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
2025 RAM 1500 Laramie
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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.
Used
2024 Ford Escape ST-Line
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Our 2024 Ford Escape has been excellent.
Our 2024 Ford Escape has been excellent. We bought the ST Line package and its performance has been flawless in the 1st 5 months. Really like the heated steering wheel included with the Cold Weather Package and the safety features of Tech Package 1.
Used
2024 RAM 2500 Big Horn
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Reviews
Patrick was an extremely professional, no pressure
Patrick was an extremely professional, no pressure salesman who works in an extremely comfortable environment who assisted was with the purchase of a RAM 2500. From arrival to completion he listened, acted and knew how to preform his duties in sales. Each employee were kind and willing to assist and professionally greeted.
Used
2021 Volkswagen Passat 2.0T SE
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Reviews
Great Experience
I recommend this dealership for anyone wanting to buy a car or just looking for information....stop in or call Mike Smith....he was really helpful to my wife and I and was very knowledgable about the vehicles we were interested in!!
Passat is solid and reliable and affordable luxury
The Passat is a solid sedan and very reliable. I like the way it drives and feels on the road. The interior is very good size with more backseat and trunk room by far. The R Line is the best
Used
2019 Cadillac XT4 Premium Luxury
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I bought my 2019 xt4 over one year ago with 21K miles now
I bought my 2019 xt4 over one year ago with 21K miles now have 30k miles - no problems at all. Runs beautifully, always reliable and very pretty in the red.
Used
2022 Jeep Grand Cherokee 4xe Summit
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Reviews
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 Dodge Durango GT
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Reviews
I recently rented a 2023 Dodge Durango GT RWD for a
I recently rented a 2023 Dodge Durango GT RWD for a summer-family vacation. I was impressed by its smooth ride, comfort, and overall refinement. The SUV felt economical yet luxurious, with surprisingly wide interior space. I particularly appreciated the third-row seating, which was designed thoughtfully to provide ample legroom without increasing the vehicle’s overall length. After this excellent experience with the rental car in Florida, I’ve decided to buy a new Durango GT Plus AWD. I really like it and believe it will remain a trusted companion for a long time—more enduring than the average vehicle.
Used
2025 Hyundai PALISADE Calligraphy
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We love our new vehicle!
We love our new vehicle!! Very comfortable and it drives great!! Tons of room. Safety features are perfect. We are extremely happy with our purchase
Used
2018 Chevrolet Equinox 2LT
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Reviews
2018 2.
2018 2.0T AWD with 172k miles on it and it is going STRONG. Bought it used with 31k miles. Zero major issues but I've maintained it religiously, oil and transmission oil changed regularly. Spark plugs and coils had to be switched out at 130k miles but that's expected. Transmission is running strong and still sounds as great as the day I bought it.
Used
2017 Ford Escape SE
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Great vehicle!!
This vehicle has been awesome from the day I first started driving it. Great on gas, engine is very responsive and reliable. A/C is very cold and the starts so nicely every time. The engine has all the power you would ever need. This one is a 2.0 Turbo. I have kept this car serviced regularly and it has performed flawlessly.
Used
2025 RAM 1500 Rebel
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After 8 Chevy Truck3 I got a Ram Bighorn 6 Cylinder at
After 8 Chevy Truck3 I got a Ram Bighorn 6 Cylinder at the beginning of the Pandemic a week before the Incentives ran out at Wally Armour in Alliance Ohio . I got a second one from the Spitzer Ram Dealer in Ontario Ohio 3 years later (2024) . I'm hoping for a new Truck again next year at the end of 26 beginning of 27 Model Year and Ram appears the obvious choice . Cheers Geiger
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Pleasant sales representative over the telephone
Still looking for the right vehicle. Will definitely consider purchasing from this dealership.
Longterm Kia 2019 XLS Awesome!👍
I am a long time owner of a Kia Forte 2019 bought it in 2018. I have almost had it for 5 years now. It has around 80,000 miles of trouble-free driving. I do the necessary maintenance that's it. The pros of this car it's easy on the eyes and easy to pay for. It didn't take me long to double my payments and pay this wonderful machine off. I also like the fact I don't have to go to the gas pumps much. I can go 435 miles on a simple tank of gas. I get about 43.5 miles a gallon highway and average around 34.5 City and mix driving. I love all of the safety features I have lane keep assist frontal crash anti-lock braking and traction control. I even have done some pretty good snow driving with all season radials Continental. It also has a neat feature where it will drive by itself for about a minute. I have the XLS model. So yes I have the Ivt transmission it has worked very well. I don't understand why everybody was so insecure about this Ivt drivetrain it is ran on a chain not a belt. I have nothing but great things to say about Kia engineering. I don't know why but for some reason the 2019 Kia Forte does not have many of the problems associated in the news. I also have the new anti-theft that Kia Motors placed at no charge to me. I think the days are gone when you can complain about Kia recalls. I think we've seen in the news even Honda, Toyota and Nissan have all had recalls also. I feel like Kia turned a big corner in 2013 on making great automobiles. I like them because they're easy on the budget and very reliable and good on gas. I also like the fact there is a lot of room that comes with these vehicles. I also have a Kia Sorento V6 2019 that is also been a good vehicle. Like they say Kia has the power to surprise. Forget keeping up with the Jones get a car that will save you money.
Used
2023 Chevrolet Tahoe RST
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Best price I could find!
Went looking for a new truck and searched a 100 mile radius and Tim Short Chevy was best price by far!
23 is big improvement over 2015
This is the third Tahoe I've purchased. My first was an '07 and I loved it. Second was a 15 and I hated it. This one is a 23 and I once again love myTahoe!! I love the new look of the body - that was one thing I never could say I loved about the 15. I was highly concerned about buying a "COVID car" because I had so many issues with the 15 that never should have happened so I couldn't imagine how COVID would affect things. I only have 6,000 mi on it so far but, absolutely no problems and only praises. Love the longer body and the fact that the second row captain's chairs can move. I love these 22-in rims more than any of the other rims that have been available on the Tahoe since 07 when I bought my first one. It does sit taller than the old ones so it takes a little getting used to. I have very long legs but now I have to use the running board when I get in and out but, I definitely like setting up taller in traffic. I know it comes with the territory owning a big four-wheel drive vehicle but, I do hate the gas mileage. I tow a 22 ft open trailer with a car on it and you'd never know it was back there. The Tahoe handles it beautifully
*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 $499,994 in Middlesborough, KY by make
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Chevrolet under $499,994 in Middlesborough, KY
8 Great Deals out of 36 listings starting at $3,800
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Ford under $499,994 in Middlesborough, KY
7 Great Deals out of 32 listings starting at $2,995
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Kia under $499,994 in Middlesborough, KY
6 Great Deals out of 20 listings starting at $7,527
Find great prices by city
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Cars under $499,994 in Middlesborough, KY
44 Great Deals out of 217 listings starting at $2,500
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Cars under $499,994 in Middlesboro, KY
44 Great Deals out of 217 listings starting at $2,500
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Cars under $499,994 in Harrogate, TN
44 Great Deals out of 217 listings starting at $2,500
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Cars under $499,994 in Pineville, KY
44 Great Deals out of 217 listings starting at $2,500
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Cars under $499,994 in Tazewell, TN
77 Great Deals out of 498 listings starting at $2,500
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Cars under $499,994 in New Tazewell, TN
77 Great Deals out of 499 listings starting at $2,500
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Cars under $499,994 in Flat Lick, KY
65 Great Deals out of 315 listings starting at $2,500
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Cars under $499,994 in Artemus, KY
65 Great Deals out of 315 listings starting at $2,500
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Cars under $499,994 in Barbourville, KY
65 Great Deals out of 315 listings starting at $2,500
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Cars under $499,994 in South Wallins, KY
44 Great Deals out of 216 listings starting at $2,500
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Cars under $499,994 in Fincastle, TN
405 Great Deals out of 1586 listings starting at $2,995
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Cars under $499,994 in Jellico, TN
192 Great Deals out of 694 listings starting at $2,995
Find great prices on used cars in Middlesborough, KY
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