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New
cars
for sale
near
Middlesboro, KY
80 matches
30 miles from 40965
Be the first to know!
Est.
$400
/mo*
- 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.
New
2024 Jeep Wagoneer L Series II
$71,733
MSRP $89,240
$1,000 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Silver Zynith
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.0L I6 24V GDI DOHC Twin Turbo
Stock #: J2060
VIN: 1C4SJSBPXRS145480
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Navigation System, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch, Tow Hooks
Safety:
Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Stability Control
Seating:
Leather Seats, Memory Seat, Third Row Seating
Reviews
Redmond Chrysler Dodge Jeep Ram review
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!
New
2025 Jeep Wagoneer L Series II
$68,995
MSRP $79,425
$3,000 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Metallic
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
16-23
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.0L I6 24V GDI DOHC Twin Turbo
Stock #: J2195
VIN: 1C4SJSBP1SS532327
Features
Convenience:
Adaptive Cruise Control, Cooled Seats, Heated Seats, Heated Steering Wheel, Keyless Entry, Navigation System, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch
Safety:
Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Stability Control
Seating:
Leather Seats, Memory Seat, Third Row Seating
Reviews
Redmond Chrysler Dodge Jeep Ram review
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!
New
2026 Chrysler Pacifica Limited
$44,980
MSRP $55,705
$9,750 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Front-wheel Drive
MPG:
19-28
Fuel type: Gasoline
Transmission: 9-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: C221
VIN: 2C4RC1GG7TR152830
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Navigation System, Power Liftgate, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio
Exterior:
Alloy Wheels, Roof Rack, Sunroof/Moonroof
Safety:
Backup Camera, Brake Assist, Rain Sensing Wipers, Stability Control
Seating:
Leather Seats, Memory Seat, Third Row Seating
Reviews
Redmond Chrysler Dodge Jeep Ram review
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
New
2026 Chrysler Pacifica Select
$43,629
MSRP $48,285
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Red
Int. color: Black
Drivetrain: Front-wheel Drive
MPG:
19-28
Fuel type: Gasoline
Transmission: 9-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: C223
VIN: 2C4RC1BG4TR197764
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Navigation System, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Stability Control
Seating:
Leather Seats, Memory Seat, Third Row Seating
Reviews
Redmond Chrysler Dodge Jeep Ram review
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.
New
2024 Chrysler Pacifica Hybrid Select
$46,250
MSRP $54,955
$2,000 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Front-wheel Drive
Fuel type: Hybrid
Transmission: Automatic CVT
Engine: 3.6L V6 24V MPFI DOHC Hybrid
Stock #: C219
VIN: 2C4RC1S79RR134670
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Navigation System, Power Liftgate, Remote Start
Entertainment:
Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Stability Control
Seating:
Leather Seats, Memory Seat, Third Row Seating
Reviews
Redmond Chrysler Dodge Jeep Ram review
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!!!
New
2026 Chrysler Pacifica Select
$43,434
MSRP $48,105
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Red
Int. color: Black
Drivetrain: Front-wheel Drive
MPG:
19-28
Fuel type: Gasoline
Transmission: 9-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: C222
VIN: 2C4RC1BGXTR184128
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Navigation System, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Roof Rack
Safety:
Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Stability Control
Seating:
Leather Seats, Memory Seat, Third Row Seating
New
2024 Jeep Grand Cherokee 4xe Trailhawk
$65,154
MSRP $73,995
$1,000 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Metallic
Int. color: Global Black
Drivetrain: Four-wheel Drive
Fuel type: Hybrid
Transmission: 8-Speed Automatic
Engine: 2.0L I4 16V GDI DOHC Turbo Hybrid
Stock #: J2007
VIN: 1C4RJYC67R8510959
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Navigation System, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Sunroof/Moonroof, Tow Hitch
Safety:
Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Stability Control
Seating:
Leather Seats, Memory Seat
Reviews
2024 Jeep Grand Cherokee 4xe Trailhawk review
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
New
2025 Jeep Grand Cherokee L Laredo
$38,968
MSRP $50,375
$3,000 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Metallic
Int. color: Global Black
Drivetrain: Four-wheel Drive
MPG:
18-25
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: J2176
VIN: 1C4RJKAG3S8744353
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Bluetooth®, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Sunroof/Moonroof
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Stability Control
Seating:
Leather Seats, Third Row Seating
Reviews
2025 Jeep Grand Cherokee L Laredo review
I love my grand cherokee, its perfect for me and my
I love my grand cherokee, its perfect for me and my family its so spacious, comfortable, and so smooth to drive. I really recommend it.
New
2025 Jeep Grand Cherokee L Laredo
$40,468
MSRP $50,375
$1,000 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Diamond Black
Int. color: Global Black
Drivetrain: Four-wheel Drive
MPG:
18-25
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: J2204
VIN: 1C4RJKAG5S8776303
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Navigation System, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels, Sunroof/Moonroof
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Stability Control
Seating:
Leather Seats, Third Row Seating
Reviews
2025 Jeep Grand Cherokee L Laredo review
Was a bit nervous that this vehicle would not be big
Was a bit nervous that this vehicle would not be big enough for our family, but it has worked perfectly…plenty of room for all of us and our dog!
New
2026 Jeep Gladiator Sport
$44,535
MSRP $52,725
$4,500 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Black Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
17-22
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 3.6L V6 24V MPFI DOHC
Stock #: J2201
VIN: 1C6PJTAG3TL153314
Features
Convenience:
Keyless Entry, Keyless Start, Navigation System
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Tow Hitch
Safety:
Automatic Emergency Braking, Backup Camera, Brake Assist, Stability Control
New
2026 Jeep Compass Limited
$29,646
MSRP $36,750
$500 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
23-31
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.0L I4 16V GDI DOHC Turbo
Stock #: J2186
VIN: 3C4NJDCN6TT152535
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats
New
2026 Jeep Compass Latitude
$28,795
MSRP $34,305
$2,500 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Diamond Black
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
23-31
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.0L I4 16V GDI DOHC Turbo
Stock #: J2228
VIN: 3C4NJDBN6TT199131
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
New
2026 Jeep Compass Limited
$29,953
MSRP $37,095
$1,000 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
23-31
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.0L I4 16V GDI DOHC Turbo
Stock #: J2193
VIN: 3C4NJDCN2TT164472
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Bluetooth®, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats
New
2026 Jeep Compass Latitude
$29,102
MSRP $34,650
$2,500 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: JOOSE
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
23-31
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.0L I4 16V GDI DOHC Turbo
Stock #: J2229
VIN: 3C4NJDBNXTT199133
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
New
2026 Jeep Compass Latitude
$28,265
MSRP $33,710
$2,500 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Hydro Blue Pearlcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
23-31
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.0L I4 16V GDI DOHC Turbo
Stock #: J2234
VIN: 3C4NJDBN8TT199132
Features
Convenience:
Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rear Cross Traffic Alert, Stability Control
New
2026 Jeep Compass Latitude
$26,865
MSRP $37,740
$2,000 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Bright White Clearcoat
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
23-31
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.0L I4 16V GDI DOHC Turbo
Stock #: J2183
VIN: 3C4NJDBN4TT153085
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Navigation System, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Apple CarPlay®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
New
2026 Jeep Compass Limited
$33,016
MSRP $37,700
$1,500 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: JOOSE
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
23-31
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.0L I4 16V GDI DOHC Turbo
Stock #: J2227
VIN: 3C4NJDCN6TT164474
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats
New
2026 Jeep Compass Limited
$30,421
MSRP $37,700
$1,500 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: Red
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
23-31
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.0L I4 16V GDI DOHC Turbo
Stock #: J2217
VIN: 3C4NJDCN5TT170959
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Bluetooth®, Premium Sound System, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats
New
2026 Jeep Compass Trailhawk
$29,256
MSRP $36,210
$1,000 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: JOOSE
Int. color: Ruby Red
Drivetrain: Four-wheel Drive
MPG:
23-31
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.0L I4 16V GDI DOHC Turbo
Stock #: J2192
VIN: 3C4NJDDN5TT174945
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Bluetooth®, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats
New
2026 Jeep Compass Limited
$31,016
MSRP $37,700
$1,500 price drop
Redmond Chrysler Dodge Jeep Ram
Vehicle information
Ext. color: JOOSE
Int. color: Black
Drivetrain: Four-wheel Drive
MPG:
23-31
Fuel type: Gasoline
Transmission: 8-Speed Automatic
Engine: 2.0L I4 16V GDI DOHC Turbo
Stock #: J2222
VIN: 3C4NJDCN5TT174946
Features
Convenience:
Adaptive Cruise Control, Heated Seats, Heated Steering Wheel, Keyless Entry, Keyless Start, Power Liftgate, Remote Start
Entertainment:
Android Auto®, Bluetooth®, Satellite Radio, USB Port
Exterior:
Alloy Wheels
Safety:
Automatic Emergency Braking, Backup Camera, Blind Spot Monitor, Brake Assist, Lane Departure Warning, Rain Sensing Wipers, Rear Cross Traffic Alert, Stability Control
Seating:
Leather Seats
*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 currently in high demand given its competitive price, desirable features, and overall condition, and may have a higher chance of selling quickly.