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1,079 listings
  • Price Drop
    $37,500
    great price
    $8,265 below market
    • 28,678 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 22 City / 29 Hwy MPG
    • Glenn Chrysler Dodge Jeep Ram (8 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Crestwood, KY / 8 miles away from La Grange, KY

    Black 2023 Toyota Highlander Platinum FWD 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed AutomaticMoonroof/Sunroof, Panoramic/Extended...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH2PS042750
    Stock: AP1532A
    Certified Pre-Owned: No
    Listed since: 05-13-2025

  • Price Drop
    $30,500
    great price
    $3,441 below market
    • 43,515 miles
    • No accidents, 2 owners, rental vehicle
    • 8 Seats, 22 City / 29 Hwy MPG
    • Glenn Chrysler Dodge Jeep Ram (8 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Crestwood, KY / 8 miles away from La Grange, KY

    Gray 2023 Toyota Highlander LE FWD 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed AutomaticABS brakes, Active Cruise Control, Alloy wh...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: No

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAH9PS500929
    Stock: 553705A
    Certified Pre-Owned: No
    Listed since: 06-09-2025

  • Price Drop
    $37,998
    good price
    $1,890 below market
    • 31,131 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • CarMax Louisville (17 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Louisville, KY / 17 miles away from La Grange, KY

    CarMax values transparency and wants you to love your next car, not settle on it. Certain vehicles may have unrepaired safety recalls. Check nhtsa.gov...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH7PS036649
    Stock: 26845944
    Certified Pre-Owned: No

  • $34,987
    fair price
    $385 below market
    • 12,323 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 22 City / 29 Hwy MPG
    • Dan Cummins Chrysler Dodge Jeep RAM of Georgetown (48 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Georgetown, KY / 48 miles away from La Grange, KY

    Discover the 2023 Toyota Highlander L: A Perfect Blend of Power, Comfort, and Style for the Modern AdventurerExperience the ultimate in driving sophis...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAHXPS504732
    Stock: 17059
    Certified Pre-Owned: No
    Listed since: 07-24-2025

  • Price Drop
    $28,750
    fair price
    $178 below market
    • 35,930 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • Auto Group of Louisville (18 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Louisville, KY / 18 miles away from La Grange, KY

    ***LOWEST MILEAGE2019MODELINTHENATION***HEATED FRONT SEATS***REAR PASSENGER-CLIMATE CONTROL***Climb into the driver's seat of this radiant Blue 2019 T...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH8KS335779
    Stock: 335779
    Certified Pre-Owned: No

  • Price Drop
    $29,686
    good price
    $1,338 below market
    • 84,643 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Piles Chevrolet (46 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Dry Ridge, KY / 46 miles away from La Grange, KY

    Celestial Silver Metallic 2020 Toyota HighlanderLimited AWD 8-Speed Automatic 3.5L V6 DOHCOne Owner Vehicle, AWD.20/27 City/Highway MPGLow Pric...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDDZRBH6LS045315
    Stock: 1077A
    Certified Pre-Owned: No
    Listed since: 07-08-2025

  • $15,475
    fair price
    $212 above market
    • 100,273 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 25 Hwy MPG
    • Auto Group of Louisville (18 mi away)
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    • Trip Computer
    Close

    Located in Louisville, KY / 18 miles away from La Grange, KY

    ***LOW MILEAGE***CLEAN CARFAX***SPACIOUS 3-ROW SEATING***BLUETOOTH CONNECTIVITY***KEYLESS ENTRY***Get ready to hit the road in style with this sleek W...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (20 City/25 Highway)

    Listing Information:

    VIN: 5TDZA3EH4DS043652
    Stock: S043652
    Certified Pre-Owned: No

  • $35,987
    fair price
    $43 below market
    • 54,413 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Dan Cummins Chrysler Dodge Jeep RAM of Georgetown (48 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Georgetown, KY / 48 miles away from La Grange, KY

    2022 Toyota Highlander XLE AWD 3.5L V6 DOHC 8-Speed Automatic 4D Sport Utility Wind Chill Pearl 20/27 City/Highway MPG AWD.**THIS VEHICLE HAS BEEN INS...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDHZRBH8NS236366
    Stock: 17016
    Certified Pre-Owned: No
    Listed since: 07-16-2025

  • $28,975
    good price
    $1,122 below market
    • 42,387 miles
    • 1 accident, 2 owners, personal use only
    • 8 Seats, 20 City / 26 Hwy MPG
    • Auto Group of Louisville (18 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Louisville, KY / 18 miles away from La Grange, KY

    ***LOW MILEAGE***HEATED/COOLING/POWER FRONT SEATS***JBL AUDIO***AUTOMATED REAR DOOR***Step into luxury and versatility with this sleek Black 2018 Toyo...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH3JS871031
    Stock: 871031
    Certified Pre-Owned: No

  • Price Drop
    $25,487
    fair price
    $277 below market
    • 117,860 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Dan Cummins Chrysler Dodge Jeep RAM of Georgetown (48 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Georgetown, KY / 48 miles away from La Grange, KY

    2020 Toyota Highlander XLE AWD 3.5L V6 DOHC 8-Speed Automatic 4D Sport Utility Magnetic Gray Metallic 20/27 City/Highway MPG AWD.Clean CARFAX. CARFAX ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH7LS510021
    Stock: 9528D
    Certified Pre-Owned: No
    Listed since: 07-14-2025

  • New Listing
    $24,859
    fair price
    $323 above market
    • 94,188 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • Jeff Wyler Toyota of Clarksville (21 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Clarksville, IN / 21 miles away from La Grange, KY

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH5KS551153
    Stock: 31215441A
    Certified Pre-Owned: No
    Listed since: 07-29-2025

  • Price Drop
    $34,155
    fair price
    $122 above market
    • 93,012 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 27 Hwy MPG
    • Jeff Wyler Toyota of Clarksville (21 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Clarksville, IN / 21 miles away from La Grange, KY

    Recent Arrival! AWD. 20/27 City/Highway MPG Clean CARFAX.AWD, 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, 6 Speakers, ABS bra...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDLZRBH4NS239565
    Stock: 31T15630A
    Certified Pre-Owned: No
    Listed since: 07-23-2025

  • Price Drop
    $24,535
    fair price
    $40 below market
    • 70,491 miles
    • 1 accident, 3 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Jeff Wyler Toyota of Clarksville (21 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Clarksville, IN / 21 miles away from La Grange, KY

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH4GS228250
    Stock: 31T15846
    Certified Pre-Owned: No
    Listed since: 07-18-2025

  • $37,936
    fair price
    $714 above market
    • 46,863 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Toyota of Madison (24 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Madison, IN / 24 miles away from La Grange, KY

    Ruby Flare Pearl 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes,...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDGZRBH0NS232131
    Stock: 232131
    Certified Pre-Owned: No
    Listed since: 07-21-2025

  • Price Drop
    $37,769
    fair price
    $294 below market
    • 38,023 miles
    • 1 accident, 2 owners, personal use
    • 8 Seats, 21 City / 28 Hwy MPG
    • Piles Chevrolet (46 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Dry Ridge, KY / 46 miles away from La Grange, KY

    Priced below KBB Fair Purchase Price!Midnight Black Metallic 2023 Toyota HighlanderXLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: Yes

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH5PS038786
    Stock: 1072
    Certified Pre-Owned: No
    Listed since: 06-04-2025

    • 41,482 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 28 Hwy MPG
    • Dan Cummins Chrysler Dodge Jeep RAM of Georgetown (48 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Georgetown, KY / 48 miles away from La Grange, KY

    2023 Toyota Highlander XLE AWD 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed Automatic 4D Sport Utility Wind Chill Pearl 21/28 City/Hig...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH9PS038175
    Stock: 16737A
    Certified Pre-Owned: No
    Listed since: 06-17-2025

  • New Listing
    • 3,376 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Glenn Chrysler Dodge Jeep Ram (8 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Crestwood, KY / 8 miles away from La Grange, KY

    Gray 2025 Toyota Highlander XLE AWD 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed AutomaticTHIS VEHICLES FEATURES INCLUDE:, Clean CAR...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH0SS579902
    Stock: 329326A
    Certified Pre-Owned: No
    Listed since: 07-18-2025

  • New Listing
    $22,254
    fair price
    $432 above market
    • 118,950 miles
    • 2 accidents, 1 owner, personal use only
    • 8 Seats, 21 City / 29 Hwy MPG
    • Jeff Wyler Toyota of Clarksville (21 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Clarksville, IN / 21 miles away from La Grange, KY

    Recent Arrival! CARFAX One-Owner. 21/29 City/Highway MPGAwards: * ALG Residual Value Awards, Residual Value Awards 18" Painted Alloy Wheels, 3.003...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    24 Combined MPG (21 City/29 Highway)

    Listing Information:

    VIN: 5TDCZRAHXMS041590
    Stock: 31T15958A
    Certified Pre-Owned: No
    Listed since: 07-26-2025

    • 81,029 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 20 City / 26 Hwy MPG
    • Craig and Landreth Pre-Owned (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Clarksville, IN / 22 miles away from La Grange, KY

    WE ARE THE LARGEST LUXURY PRE-OWNED DEALER IN KENTUCKIANA WITH 49 YEARS OF EXPERIENCE, A+ BBB RATING! THIS TOYOTA HIGHLANDER XLE IS CERTIFIED BY CARFA...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH4KS621267
    Stock: MU20014
    Certified Pre-Owned: No
    Listed since: 07-03-2025

  • $35,549
    good price
    $1,808 below market
    • 43,925 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 22 City / 29 Hwy MPG
    • Neil Huffman Chevrolet Buick GMC of Frankfort (35 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Frankfort, KY / 35 miles away from La Grange, KY

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: Yes

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    25 Combined MPG (22 City/29 Highway)

    Listing Information:

    VIN: 5TDKDRAHXPS004599
    Stock: N3138A
    Certified Pre-Owned: No

    • 162,977 miles
    • 2 accidents, 2 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Craig and Landreth Pre-Owned (22 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Clarksville, IN / 22 miles away from La Grange, KY

    WE ARE THE LARGEST LUXURY PRE-OWNED DEALER IN KENTUCKIANA WITH 49 YEARS OF EXPERIENCE, A+ BBB RATING! THIS TOYOTA HIGHLANDER LIMITED AWD IS CERTIFIED ...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    Personal Use Only: Yes

    History Provider: AutoCheck

    Title Details: Clean Title

    Salvage Vehicle: No

    Frame Damage: No

    Theft History: No

    Lemon Status: No

    Free History Report: No

    Features and Specs:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDDKRFH1GS351598
    Stock: MU19794B
    Certified Pre-Owned: No
    Listed since: 06-23-2025

Showing 1 - 21 out of 1,079 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.