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1,053 listings
  • Price Drop
    $37,500
    great price
    $8,302 below market
    • 28,678 miles
    • No accidents, 2 owners, personal use only
    • 8 Seats, 22 City / 29 Hwy MPG
    • Glenn Chrysler Dodge Jeep Ram (15 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Crestwood, KY / 15 miles away from Shelbyville, 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
    $3,521 below market
    • 43,515 miles
    • No accidents, 2 owners, rental vehicle
    • 8 Seats, 22 City / 29 Hwy MPG
    • Glenn Chrysler Dodge Jeep Ram (15 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Crestwood, KY / 15 miles away from Shelbyville, 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

  • $34,987
    fair price
    $316 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 (37 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Georgetown, KY / 37 miles away from Shelbyville, 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

  • New Listing
    $36,987
    good price
    $1,886 below market
    • 21,390 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Dan Cummins Chrysler Dodge Jeep RAM of Georgetown (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Georgetown, KY / 37 miles away from Shelbyville, KY

    Discover the 2020 Toyota Highlander Limited: Where Sophistication Meets Performance and Comfort for the Discerning Driver Seeking a Premium Experience...

    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: 5TDDZRBH6LS016669
    Stock: 17096
    Certified Pre-Owned: No
    Listed since: 07-31-2025

  • New Listing
    $36,902
    fair price
    $1,645 below market
    • 32,514 miles
    • No accidents, 1 owner, personal use
    • 8 Seats, 22 City / 29 Hwy MPG
    • Stuart Powell Mazda (45 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Danville, KY / 45 miles away from Shelbyville, KY

    This stylish SUV is powered by a 2.4L turbocharged inline-4 engine delivering 265hp and 310lb-ft, paired with an 8-speed automatic transmission and dy...

    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: 5TDKDRAH6PS516893
    Stock: T10453A
    Certified Pre-Owned: No
    Listed since: 07-28-2025

  • $26,587
    fair price
    $565 above market
    • 71,025 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Dan Cummins Ford Lincoln (42 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Blind Spot Monitorin...
    Close

    Located in Nicholasville, KY / 42 miles away from Shelbyville, KY

    Discover the 2019 Toyota Highlander LE Plus: A Perfect Blend of Power, Style, and Comfort for Your Family AdventuresExperience the perfect combinat...

    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: 5TDBZRFH2KS950330
    Stock: 2785
    Certified Pre-Owned: No
    Listed since: 06-27-2025

  • New Listing
    $46,677
    good price
    $235 below market
    • 10,107 miles
    • No accidents, 1 owner, rental vehicle
    • 7 Seats, 21 City / 28 Hwy MPG
    • Toyota of Madison (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Madison, IN / 40 miles away from Shelbyville, KY

    Midnight Black Metallic 2025 Toyota Highlander XLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp Toyota Gold Certified Ce...

    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:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

    VIN: 5TDKDRBH7SS577242
    Stock: 577242
    Certified Pre-Owned: No
    Listed since: 07-31-2025

  • $23,495
    fair price
    $798 below market
    • 110,659 miles
    • No accidents, 2 owners, personal use
    • 8 Seats, 20 City / 27 Hwy MPG
    • Driveway (49 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Lexington, KY / 49 miles away from Shelbyville, KY

    3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Keyless Start,Lane Keeping Assist,Remote Start,Satellite Radio,WiF...

    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: 5TDBZRBH6MS154401
    Stock: MS154401P
    Certified Pre-Owned: No

  • New Listing
    $37,998
    good price
    $2,400 below market
    • 31,131 miles
    • 7 Seats, 21 City / 28 Hwy MPG
    • CarMax Louisville (19 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Louisville, KY / 19 miles away from Shelbyville, 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 Unavailable.

    Features and Specs:

    24 Combined MPG (21 City/28 Highway)

    Listing Information:

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

  • New Listing
    $36,800
    fair price
    $471 below market
    • 14,331 miles
    • No accidents, 1 owner, personal use
    • 7 Seats, 21 City / 29 Hwy MPG
    • Don Franklin Lexington Hyundai (45 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Lexington, KY / 45 miles away from Shelbyville, KY

    CARFAX One-Owner. Alloy wheels, AM/FM radio: SiriusXM, Apple CarPlay/Android Auto, Auto High-beam Headlights, Auto-dimming Rear-View mirror, Automatic...

    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/29 Highway)

    Listing Information:

    VIN: 5TDGZRAH5MS522719
    Stock: MS522719
    Certified Pre-Owned: No
    Listed since: 07-30-2025

  • $15,475
    fair price
    $228 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 Shelbyville, 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

  • Price Drop
    $25,487
    fair price
    $290 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 (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Georgetown, KY / 37 miles away from Shelbyville, 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

  • $28,975
    fair price
    $910 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 Shelbyville, 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

  • New Listing
    $24,859
    fair price
    $214 above market
    • 94,188 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • Jeff Wyler Toyota of Clarksville (30 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Clarksville, IN / 30 miles away from Shelbyville, 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

  • New Listing
    Stock photo**
    $25,350
    good price
    $1,793 below market
    • 56,532 miles
    • 1 accident, 1 owner, personal use only
    • 8 Seats, 21 City / 27 Hwy MPG
    • Jeff Wyler Toyota of Clarksville (30 mi away)
    • Home delivery*
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Clarksville, IN / 30 miles away from Shelbyville, 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:

    23 Combined MPG (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH7HS517031
    Stock: 31T15941
    Certified Pre-Owned: No
    Listed since: 07-31-2025

  • Price Drop
    $37,670
    fair price
    $929 below market
    • 38,023 miles
    • 1 accident, 2 owners, personal use
    • 8 Seats, 21 City / 28 Hwy MPG
    • Piles Chevrolet (47 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Dry Ridge, KY / 47 miles away from Shelbyville, 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

  • Price Drop
    • 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 (37 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Georgetown, KY / 37 miles away from Shelbyville, 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

  • Price Drop
    • 3,376 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 28 Hwy MPG
    • Glenn Chrysler Dodge Jeep Ram (15 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Crestwood, KY / 15 miles away from Shelbyville, 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

  • $33,275
    fair price
    $208 above market
    • 71,579 miles
    • 1 accident, 1 owner, personal use only
    • 7 Seats, 20 City / 27 Hwy MPG
    • Bob Allen Nissan (45 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Danville, KY / 45 miles away from Shelbyville, KY

    CARFAX One-Owner. Silver 2021 Toyota Highlander Limited AWD 8-Speed Automatic 3.5L V6 DOHC *Bluetooth*, Special Financing Available!, **Apple CarPlay*...

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDDZRBH8MS530184
    Stock: M25688B
    Certified Pre-Owned: No
    Listed since: 06-30-2025

  • $22,484
    fair price
    $536 above market
    • 113,820 miles
    • 1 accident, 2 owners, personal use
    • 7 Seats, 18 City / 24 Hwy MPG
    • Mike's Car Store (40 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Georgetown, IN / 40 miles away from Shelbyville, KY

    The 2016 Toyota Highlander Limited Platinum is a top-tier family SUV that checks all the boxes for comfort, safety, and capability. Every vehicle on o...

    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: 5TDDKRFH1GS312722
    Stock: P1611
    Certified Pre-Owned: No

  • Price Drop
    $24,535
    fair price
    $10 above market
    • 70,491 miles
    • 1 accident, 3 owners, personal use only
    • 7 Seats, 18 City / 24 Hwy MPG
    • Jeff Wyler Toyota of Clarksville (30 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Clarksville, IN / 30 miles away from Shelbyville, 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

Showing 1 - 21 out of 1,053 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.