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958 listings
  • $40,788
    great price
    $3,728 below market
    4,894 miles
    No accidents, 1 Owner, Personal use only
    4cyl Automatic
    Don Franklin Lexington Hyundai (48 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Lexington, KY / 48 miles away from Middleburg, KY

    CARFAX One-Owner. ABS brakes, Active Cruise Control, Alloy wheels, AM/FM radio: SiriusXM, Auto High-beam Headlights, Auto-dimming Rear-View mirror, Au...

    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: 5TDKDRAH9PS526298
    Stock: PS526298
    Certified Pre-Owned: No
    Listed since: 04-27-2024

  • Price Drop
    $29,987
    great price
    $1,800 below market
    79,780 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Dan Cummins Chevrolet Buick of Paris (65 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Paris, KY / 65 miles away from Middleburg, KY

    2022 Toyota Highlander XLE FWD 3.5L V6 DOHC 8-Speed Automatic 4D Sport Utility Wind Chill Pearl 21/29 City/Highway MPG CARFAX One-Owner. **THIS VEHI...

    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: 5TDHZRAH6NS091877
    Stock: 60091A
    Certified Pre-Owned: No
    Listed since: 03-28-2024

  • Price Drop
    $38,879
    fair price
    $637 below market
    23,838 miles
    No accidents, 1 Owner, Corporate fleet vehicle
    6cyl Automatic
    Don Franklin Chevrolet Buick GMC (23 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Somerset, KY / 23 miles away from Middleburg, KY

    Certified. Fully Detailed. Clean CARFAX. Odometer is 18172 miles below market average! 20/27 City/Highway MPG Priced below KBB Fair Purchase Price! Bl...

    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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDLZRBH0MS153619
    Stock: MS153619
    Certified Pre-Owned: No
    Listed since: 12-08-2023

  • $24,000
    fair price
    $147 above market
    114,782 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Lexus of Louisville (69 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Louisville, KY / 69 miles away from Middleburg, KY

    2018 Toyota Highlander XLE CARFAX One-Owner. **ACCIDENT FREE CARFAX**, **BLUETOOTH**, **CARFAX ONE OWNER**, **ELECTRONIC STABILITY CONTROL**, **HEATED...

    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: 5TDJZRFH9JS529134
    Stock: C037736A
    Certified Pre-Owned: No
    Listed since: 03-26-2024

  • Price Drop
    $37,691
    good price
    $1,497 below market
    40,527 miles
    1 Accident, 1 Owner, Personal use only
    6cyl Automatic
    Jeff Wyler Honda Auto Mall (77 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Louisville, KY / 77 miles away from Middleburg, KY

    WE'RE CHANGING THE GAME IN ORDER TO KEEP YOU AND YOUR FAMILY SAFE. -BUY YOUR CAR ONLINE WITH WYLER DIRECT -WE'LL DELIVER TO YOUR DRIVEWAY FREE OF CHAR...

    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: 5TDJZRBH7NS184567
    Stock: 349147A
    Certified Pre-Owned: No
    Listed since: 04-01-2024

  • Price Drop
    $36,858
    fair price
    $657 below market
    23,561 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Jeff Wyler Toyota of Clarksville (82 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Clarksville, IN / 82 miles away from Middleburg, KY

    CARFAX One-Owner. AWD. Odometer is 18473 miles below market average! 20/27 City/Highway MPG Awards: * ALG Residual Value Awards, Residual Value Awa...

    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: 5TDGZRBH9MS538680
    Stock: 31T13889
    Certified Pre-Owned: No
    Listed since: 04-22-2024

  • $32,340
    fair price
    $790 above market
    55,871 miles
    No accidents, 3 Owners, Personal use
    6cyl Automatic
    Don Franklin Mitsubishi (42 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

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

    2020 Toyota Highlander XLE 4D Sport Utility Black DON FRANKLIN NICHOLASVILLE PRESENTS THIS TERRIFIC VEHICLE!, 3.5L V6 DOHC, 8-Speed Automatic, AWD, Ha...

    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: 5TDGZRBHXLS011228
    Stock: LS011228
    Certified Pre-Owned: No
    Listed since: 04-03-2024

  • $3,500
    good price
    $411 below market
    254,607 miles
    1 Accident, 3 Owners, Corporate fleet vehicle
    6cyl Automatic
    Glenn Chrysler Dodge Jeep Ram (74 mi away)
    • AWD/4WD
    • Power Driver Seat
    • Rear Bench Seats
    • Fold Flat Rear Seats
    • 3500lb Towing Capaci...
    Close

    Located in Crestwood, KY / 74 miles away from Middleburg, KY

    THIS IS A FRESH TRADE THAT HAS NOT AND WILL NOT BE SERVICED. IT WILL BE SOLD AS-TRADED AND AS-IS WITH NO GUARANTEES. IT IS A PRE-AUCTION SPECIAL. HERE...

    AutoCheck Vehicle History Summary

    Accident Free Vehicle: No

    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:

    18 Combined MPG (16 City/21 Highway)

    Listing Information:

    VIN: JTEHF21A530148603
    Stock: 590359A
    Certified Pre-Owned: No
    Listed since: 04-20-2024

  • Price Drop
    $33,830
    fair price
    $186 below market
    25,730 miles
    No accidents, 1 Owner, Personal use only
    4cyl Automatic
    Byerly Ford (77 mi away)
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    • Upgraded Headlights
    Close

    Located in Louisville, KY / 77 miles away from Middleburg, KY

    2023 Toyota Highlander LMOTORTREND CERTIFIED!! 6 months/7,500 miles (which ever comes first) comprehensive limited warranty!! Roadside Assistance, Roa...

    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: 5TDKDRAH4PS020782
    Stock: J7919A
    Certified Pre-Owned: No
    Listed since: 04-16-2024

  • $29,000
    good price
    $776 below market
    92,726 miles
    No accidents, 2 Owners, Rental vehicle
    6cyl Automatic
    Don Franklin Chrysler Dodge Jeep Ram FIAT (24 mi away)
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Somerset, KY / 24 miles away from Middleburg, KY

    21/29 City/Highway MPG 2021 Toyota FWD Highlander XLE Black

    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/29 Highway)

    Listing Information:

    VIN: 5TDGZRAH0MS040854
    Stock: MS040854
    Certified Pre-Owned: No
    Listed since: 03-13-2024

  • Price Drop
    $37,195
    fair price
    $621 below market
    30,185 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Jeff Wyler Toyota of Clarksville (82 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Clarksville, IN / 82 miles away from Middleburg, KY

    CARFAX One-Owner. AWD. Odometer is 10149 miles below market average! 20/27 City/Highway MPG Awards: * ALG Residual Value Awards, Residual Value Awa...

    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: 5TDHZRBH3MS110012
    Stock: 31T13909
    Certified Pre-Owned: No
    Listed since: 04-25-2024

  • $26,000
    good price
    $1,087 below market
    97,381 miles
    No accidents, 3 Owners, Personal use only
    6cyl Automatic
    Mike's Car Store (89 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Georgetown, IN / 89 miles away from Middleburg, KY

    Discover the pinnacle of road-tripping joy with our 2018 Toyota Highlander Limited All Wheel Drive, where luxury meets practicality and fun goes by th...

    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: 5TDDZRFH6JS811048
    Stock: P1362
    Certified Pre-Owned: No

  • $39,987
    good price
    $1,653 below market
    38,359 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Dan Cummins Chrysler Dodge Jeep RAM of Georgetown (61 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Georgetown, KY / 61 miles away from Middleburg, KY

    2021 Toyota Highlander Platinum AWD 3.5L V6 DOHC 8-Speed Automatic 4D Sport Utility White 20/27 City/Highway MPG AWD.CARFAX One-Owner.Awards:* ALG Res...

    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: 5TDFZRBH3MS123057
    Stock: 14907B
    Certified Pre-Owned: No
    Listed since: 04-20-2024

  • $32,987
    fair price
    $910 below market
    84,268 miles
    No accidents, 2 Owners, Personal use only
    6cyl Automatic
    Dan Cummins Chevrolet Buick of Paris (65 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Paris, KY / 65 miles away from Middleburg, KY

    2021 Toyota Highlander XSE AWD 3.5L V6 DOHC 8-Speed Automatic 4D Sport Utility Gray 20/27 City/Highway MPG AWD. Clean CARFAX. CARFAX One-Owner. Awar...

    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: 5TDJZRBH6MS160839
    Stock: 60418
    Certified Pre-Owned: No
    Listed since: 04-30-2024

  • $22,000
    fair price
    $615 below market
    40,223 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Tom Gray Auto Sales (78 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Louisville, KY / 78 miles away from Middleburg, KY

    Cruise through your day in style with this sleek Silver 2013 Toyota Highlander. This one-owner gem is ready to take on any adventure with its powerful...

    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:

    20 Combined MPG (18 City/24 Highway)

    Listing Information:

    VIN: 5TDYK3EH9DS113199
    Stock: 2248
    Certified Pre-Owned: No

  • $40,998
    fair price
    $575 below market
    35,897 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    CarMax Lexington - Now offering Express Pickup (48 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Lexington, KY / 48 miles away from Middleburg, 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDFZRBH1MS071220
    Stock: 25315935
    Certified Pre-Owned: No

  • $36,500
    fair price
    $507 below market
    40,776 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    Glenn Chrysler Dodge Jeep Ram (74 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Sunroof/Moonroof
    Close

    Located in Crestwood, KY / 74 miles away from Middleburg, KY

    White 2021 Toyota Highlander XLE AWD 3.5L V6 DOHC 8-Speed Automatic THIS VEHICLES FEATURES INCLUDE:, All Wheel Drive/ AWD, Navi/Navigation/GPS, Moonr...

    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: 5TDHZRBH3MS540090
    Stock: CU2980
    Certified Pre-Owned: No
    Listed since: 04-29-2024

  • Price Drop
    $44,998
    fair price
    $176 above market
    14,957 miles
    No accidents, 1 Owner, Personal use
    6cyl Automatic
    CarMax Louisville - Now offering Express Pickup (71 mi away)
    Free delivery available*
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Louisville, KY / 71 miles away from Middleburg, 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:

    23 Combined MPG (20 City/27 Highway)

    Listing Information:

    VIN: 5TDFZRBH8MS117013
    Stock: 25498446
    Certified Pre-Owned: No

  • New Listing
    $39,096
    fair price
    $402 above market
    15,111 miles
    No accidents, 1 Owner, Personal use only
    6cyl Automatic
    Jeff Wyler Toyota of Clarksville (82 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Sunroof/Moonroof
    • Keyless Entry/Start
    Close

    Located in Clarksville, IN / 82 miles away from Middleburg, KY

    Recent Arrival! CARFAX One-Owner. AWD. Odometer is 27412 miles below market average! 20/27 City/Highway MPG Ask about available certifications.

    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: 5TDGZRBH3NS249411
    Stock: 31213924A
    Certified Pre-Owned: No
    Listed since: 05-04-2024

  • $34,998
    fair price
    $341 above market
    19,511 miles
    No accidents, 1 Owner, Personal use only
    4cyl Automatic
    CarMax Louisville - Now offering Express Pickup (71 mi away)
    Free delivery available*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Keyless Entry/Start
    • Third-row seating
    Close

    Located in Louisville, KY / 71 miles away from Middleburg, 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: 5TDKDRBH2PS025140
    Stock: 25645656
    Certified Pre-Owned: No

  • $10,995
    fair price
    $167 below market
    162,310 miles
    2 Accidents, 2 Owners, Personal use only
    6cyl Automatic
    Burns Auto Mart (72 mi away)
    • AWD/4WD
    • Back-up camera
    • Leather Seats
    • Sunroof/Moonroof
    • Third-row seating
    Close

    Located in Louisville, KY / 72 miles away from Middleburg, KY

    2010 Toyota Highlander 4WD , 3.5L V6 , Leather Seats , Power Windows , Locks , Mirrors , and Locks , Backup Camera , Traction Control , Power Sunroof ...

    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:

    19 Combined MPG (17 City/23 Highway)

    Listing Information:

    VIN: 5TDJK3EH4AS017462
    Stock: 017462
    Certified Pre-Owned: No

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Edmunds' ratings are backed by 15+ years of pricing research done by our data scientistsHow are ratings determined?We analyze millions of data points to generate our ratings. We look at vehicle configuration, options, history, nearby transactions, market pricing and more — the ratings are up-to-date and relevant to your search area.

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