Used Toyota Highlander for Sale in Winchester, KY
Shop for a versatile Toyota Highlander in the seat of Clark County
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1,351 listings
- Price Drop$14,598great price$3,557 below market
- 130,251 miles
- No accidents, 2 owners, rental vehicle
- 8 Seats, 19 City / 26 Hwy MPG
- Jeff Wyler Honda in Florence (75 mi away)
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Located in Florence, KY / 75 miles away from Winchester, KY
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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 5TDBZRFH7JS839898
Stock: 22T9459
Certified Pre-Owned: No
Listed since: 05-16-2025 - Price Drop$38,500great price$7,691 below market
- 28,678 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Glenn Chrysler Dodge Jeep Ram (74 mi away)
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Located in Crestwood, KY / 74 miles away from Winchester, 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$30,995great price$3,214 below market
- 43,515 miles
- No accidents, 2 owners, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Glenn Chrysler Dodge Jeep Ram (74 mi away)
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Located in Crestwood, KY / 74 miles away from Winchester, 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$18,551great price$3,733 below market
- 100,656 miles
- 2 accidents, 2 owners, personal use
- 8 Seats, 20 City / 26 Hwy MPG
- Performance Kings Honda (90 mi away)
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Located in Cincinnati, OH / 90 miles away from Winchester, KY
*Priced* $*3865* *BELOW KBB FAIR PURCHASE PRICE!* This *2018 Toyota Highlander XLE* is loaded with convenient features like: AWD, Navigation, Leather,...
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: 5TDJZRFH7JS860164
Stock: JS860164
Certified Pre-Owned: No
Listed since: 05-23-2025 - New Listing$4,900great price$1,337 below market
- 209,173 miles
- 7 Seats, 16 City / 22 Hwy MPG
- Dan Cummins Chevrolet Buick of Paris (15 mi away)
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Located in Paris, KY / 15 miles away from Winchester, KY
This 2006 Toyota Highlander Limited is being offered to you as an alternative to us taking to the auction. This Highlander is being offered COMPLETELY...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
19 Combined MPG (16 City/22 Highway)
Listing Information:
VIN: JTEEP21A160164186
Stock: 64170A
Certified Pre-Owned: No
Listed since: 07-23-2025 - $13,808great price$1,502 below market
- 172,470 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 8 Seats, 18 City / 24 Hwy MPG
- Jeff Wyler Florence Buick GMC (75 mi away)
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Located in Florence, KY / 75 miles away from Winchester, KY
Jeff Wyler Florence Buick GMC is excited to offer this fantastic-looking 2016 Toyota Highlander XLE V6 in Midnight Black Metallic. 3rd row seats: spli...
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH9GS233818
Stock: 26T9860
Certified Pre-Owned: No
Listed since: 06-10-2025 - $27,761great price$2,804 below market
- 108,083 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Kings Toyota (90 mi away)
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Located in Cincinnati, OH / 90 miles away from Winchester, KY
CARFAX One-Owner. Odometer is 19776 miles below market average! 20/27 City/Highway MPG Clean CARFAX. Magnetic Gray Metallic 2022 Toyota Highlander XLE...
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: 5TDHZRBH2NS163785
Stock: NS163785
Certified Pre-Owned: No
Listed since: 04-28-2025 - $24,995great price$2,134 below market
- 110,721 miles
- No accidents, 1 owner, taxi vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- A+ Auto Sales (92 mi away)
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Located in West Chester, OH / 92 miles away from Winchester, KY
Recent Arrival! Gray 2022 Toyota Highlander LE AWD 8-Speed Automatic 3.5L V6 DOHC**New Tires**, Fresh Oil Change, Highlander LE, 4D Sport Utility, 3.5...
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: 5TDBZRBH0NS252700
Stock: AT5853
Certified Pre-Owned: No
Listed since: 06-29-2025 - $36,500great price$2,085 below market
- 38,616 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Kings Toyota (90 mi away)
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Located in Cincinnati, OH / 90 miles away from Winchester, KY
Certified. Odometer is 18450 miles below market average! Navigation system: Dynamic Navigation (3-year trial). 20/27 City/Highway MPG Clean CARFAX. Mi...
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: 5TDDZRBH9MS141442
Stock: MS141442
Certified Pre-Owned: Yes
Listed since: 07-05-2025 - Price Drop$12,000fair price$302 below market
- 216,051 miles
- No accidents, 3 owners, personal use
- 7 Seats, 18 City / 24 Hwy MPG
- Kings Toyota (90 mi away)
Close
Located in Cincinnati, OH / 90 miles away from Winchester, 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH6FS111948
Stock: FS111948
Certified Pre-Owned: No
Listed since: 06-16-2025 - $36,816good price$1,035 below market
- 49,438 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Kings Toyota (90 mi away)
Close
Located in Cincinnati, OH / 90 miles away from Winchester, KY
Certified. CARFAX One-Owner. 20/27 City/Highway MPG Clean CARFAX. Celestial Silver Metallic 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 D...
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: 5TDGZRBH4NS238546
Stock: NS238546
Certified Pre-Owned: Yes
Listed since: 06-17-2025 - Price Drop$28,590fair price$469 below market
- 97,724 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Carvana - Cincinnati (79 mi away)
- Home delivery*
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Located in Cincinnati, OH / 79 miles away from Winchester, KY
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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: 5TDGZRBH5MS526560
Stock: 2003809018
Certified Pre-Owned: No
Listed since: 06-11-2025 - $11,495good price$2,114 below market
- 123,857 miles
- 1 accident, 4 owners, personal use only
- 7 Seats, 17 City / 23 Hwy MPG
- Good Budget Auto (96 mi away)
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Located in Fairfield, OH / 96 miles away from Winchester, KY
GOOD BUDGET AUTO4551 DIXIE HWY, FAIRFIELD, OH 45014PHONE# +1 (513) 997-7779EMAIL: INFO@GOODBUDGETAUTO.COMWEBSITE: goodbudgetauto.comFINANCING AND SPEC...
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: JTEDK3EH3A2155039
Stock: 155039
Certified Pre-Owned: No - Price Drop$40,940good price$2,418 below market
- 18,168 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Kerry Buick GMC (91 mi away)
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Located in Cincinnati, OH / 91 miles away from Winchester, KY
Clean CARFAX. Moon Dust 2024 Toyota Highlander XLE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp Highlander XLE, 4D Sport...
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: 5TDKDRBH5RS532455
Stock: 10642A
Certified Pre-Owned: No
Listed since: 07-01-2025 - Price Drop$18,787fair price$141 above market
- 135,385 miles
- No accidents, 3 owners, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Dan Cummins Chevrolet Buick of Paris (15 mi away)
Close
Located in Paris, KY / 15 miles away from Winchester, KY
**THIS VEHICLE HAS BEEN INSPECTED by our ASE technicians who performed a lube and oil change, mounted and balanced 4 new tires, replaced front brake p...
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: 5TDJKRFH3GS294825
Stock: 63983
Certified Pre-Owned: No
Listed since: 06-13-2025 - New Listing$9,995fair price$620 below market
- 179,745 miles
- No accidents, 3 owners, personal use only
- 7 Seats, 17 City / 23 Hwy MPG
- Cincinnati Used Auto Sales (75 mi away)
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Located in Cincinnati, OH / 75 miles away from Winchester, KY
The 2010 Toyota Highlander Limited offers a blend of performance and comfort with its 3.5L V6 engine delivering 270hp and 248ft. lbs. of torque. This ...
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:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 5TDDK3EH5AS031612
Stock: 1887
Certified Pre-Owned: No - $22,772good price$1,540 below market
- 79,674 miles
- No accidents, 1 owner, personal use
- 8 Seats, 19 City / 26 Hwy MPG
- Kings Toyota (90 mi away)
Close
Located in Cincinnati, OH / 90 miles away from Winchester, 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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 5TDBZRFH9KS718677
Stock: KS718677
Certified Pre-Owned: Yes
Listed since: 07-05-2025 - Price Drop$23,495good price$974 below market
- 110,659 miles
- No accidents, 2 owners, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Driveway (11 mi away)
- Home delivery*
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Located in Lexington, KY / 11 miles away from Winchester, 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 - $31,987fair price$62 above market
- 53,735 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Dan Cummins Chrysler Dodge Jeep Ram of Paris (16 mi away)
Close
Located in Paris, KY / 16 miles away from Winchester, KY
**THIS VEHICLE HAS BEEN INSPECTED by our ASE technicians who performed a lube and oil change, replaced engine air filter, replaced wiper blades, and v...
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: 5TDKDRAH7PS019755
Stock: 17878
Certified Pre-Owned: No
Listed since: 06-11-2025 - $40,134fair price$493 below market
- 19,374 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Kings Toyota (90 mi away)
Close
Located in Cincinnati, OH / 90 miles away from Winchester, KY
Certified. CARFAX One-Owner. Odometer is 18460 miles below market average! 21/28 City/Highway MPG Magnetic Gray Metallic 2024 Toyota Highlander LE AWD...
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: 5TDKDRBH8RS543157
Stock: RS543157
Certified Pre-Owned: Yes
Listed since: 06-26-2025 - $39,590good price$1,785 below market
- 27,660 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana - Cincinnati (79 mi away)
- Home delivery*
Close
Located in Cincinnati, OH / 79 miles away from Winchester, KY
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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: 5TDKDRAH8RS528823
Stock: 2003589023
Certified Pre-Owned: No
Listed since: 03-19-2025
Showing 1 - 21 out of 1,351 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.