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4,423 listings
- $34,600great price$2,456 below market
- 20,865 miles
- 2 accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Auto Boutique Ohio (389 mi away)
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Located in Columbus, OH / 389 miles away from Madison, WI
*Disclaimer*PRICE LISTED DOES NOT INCLUDE TAX (TAX RATE VARIES DEPENDING ON STATE, CITY, & COUNTY), TITLE ($20), TEMP TAG ($20.50) MEMO-TITLE FOR REGI...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDHZRBH0MS539026
Stock: Y0755
Certified Pre-Owned: No
Listed since: 04-08-2025 - New Listing
- 128,291 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Lake Country Toyota (332 mi away)
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Located in Baxter, MN / 332 miles away from Madison, WI
Scores 27 Highway MPG and 20 City MPG! This Toyota Highlander delivers a Regular Unleaded V-6 3.5 L/211 engine powering this Automatic transmission. W...
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: 5TDGZRBH5LS028535
Stock: 10T1259T
Certified Pre-Owned: No
Listed since: 05-21-2025 - $29,587great price$2,921 below market
- 92,850 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Dan Cummins Chevrolet Buick of Paris (430 mi away)
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Located in Paris, KY / 430 miles away from Madison, WI
Adventure Awaits in the 2021 Toyota Highlander XSE: A Blend of Power, Style, and Comfort for the Modern ExplorerDiscover the perfect companion for ...
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: 5TDJZRBH9MS128905
Stock: 63331
Certified Pre-Owned: No
Listed since: 04-02-2025 - $26,998great price$3,188 below market
- 47,945 miles
- No accidents, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Auto Express (227 mi away)
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Located in Lafayette, IN / 227 miles away from Madison, WI
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: 5TDJZRFH4KS563970
Stock: P27027
Certified Pre-Owned: No
Listed since: 02-27-2025 - $24,997great price$2,707 below market
- 96,913 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Ken Ganley Kia Mentor (420 mi away)
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Located in Mentor, OH / 420 miles away from Madison, WI
Discover the 2019 Toyota Highlander Limited: A Perfect Blend of Comfort, Power, and Style for the Modern Adventurer Seeking Unmatched Versatility and ...
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: 5TDDZRFHXKS740888
Stock: 9229T
Certified Pre-Owned: No
Listed since: 05-10-2025 - Price Drop$27,310great price$2,500 below market
- 91,737 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Tom Wood Volkswagen Noblesville (274 mi away)
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Located in Noblesville, IN / 274 miles away from Madison, WI
2021 Toyota Highlander XLE ONE OWNER!. CARFAX One-Owner. Priced below KBB Fair Purchase Price!NO COST LIFETIME POWERTRAIN COVERAGE:This vehicle has...
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: 5TDGZRBH2MS102785
Stock: NP3147
Certified Pre-Owned: No
Listed since: 03-13-2025 - Price Drop$30,403great price$3,623 below market
- 71,018 miles
- 2 accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Jeff Wyler Honda of Colerain (363 mi away)
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Located in Cincinnati, OH / 363 miles away from Madison, WI
ALL WHEEL DRIVE, THIRD ROW SEATING, BLUETOOTH HANDS FREE, REAR BACKUP CAMERA, SERVICE RECORDS AVAILABLE, PASSED OUR SAFETY INSPECTION, ONE OWNER, MP3 ...
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: 5TDJZRBHXMS150878
Stock: 2747816B
Certified Pre-Owned: No
Listed since: 03-08-2025 - Price Drop$34,994great price$2,860 below market
- 74,850 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota Direct (393 mi away)
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Located in Columbus, OH / 393 miles away from Madison, WI
Blizzard Pearl 2021 Toyota Highlander Platinum AWD 8-Speed Automatic 3.5L V6 DOHC ONE OWNER!!, ***Clean Carfax***, LEATHER, MOONROOF SUNROOF, NAVIGATI...
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: 5TDFZRBH8MS073501
Stock: MS073501A
Certified Pre-Owned: No
Listed since: 05-10-2025 - $28,000great price$3,244 below market
- 34,365 miles
- 9 accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Edwards Chrysler Dodge Jeep Ram Fiat (359 mi away)
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Located in Council Bluffs, IA / 359 miles away from Madison, WI
Certified. Our incredible 2021 Toyota Highlander LE has aced its 160 Point Inspection qualifying it as a Certified and has a complete history report. ...
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: 5TDZZRAHXMS531411
Stock: J127454A
Certified Pre-Owned: No
Listed since: 03-07-2025 - Price Drop$31,992great price$2,487 below market
- 76,101 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Hyundai of Eau Claire (157 mi away)
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Located in Eau Claire, WI / 157 miles away from Madison, WI
AWD. Priced below KBB Fair Purchase Price! CARFAX One-Owner.Red 2021 Toyota Highlander XSE AWD 20/27 City/Highway MPGAwards:* ALG Residual Value Award...
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: 5TDJZRBH7MS061673
Stock: YN10859A
Certified Pre-Owned: No
Listed since: 03-25-2025 - $35,157great price$2,614 below market
- 75,062 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Germain Lexus of Dublin (383 mi away)
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Located in Dublin, OH / 383 miles away from Madison, WI
2021 Toyota Highlander Platinum Blizzard Pearl 3.5L V6 DOHC20/27 City/Highway MPGAwards: * ALG Residual Value Awards, Residual Value Awards** 27 ...
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: 5TDFZRBH4MS122113
Stock: 54531A
Certified Pre-Owned: No
Listed since: 03-22-2025 - $31,495great price$2,119 below market
- 53,673 miles
- No accidents, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (318 mi away)
- Home delivery*
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Located in Washington, MI / 318 miles away from Madison, WI
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keepi...
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: 5TDGZRBH5MS130919
Stock: PMS130919S
Certified Pre-Owned: No - Price Drop$27,066good price$2,152 below market
- 58,240 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Great Lakes Hyundai of Dublin (383 mi away)
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Located in Columbus, OH / 383 miles away from Madison, WI
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: 5TDJZRFH6KS599238
Stock: 25D517A
Certified Pre-Owned: No
Listed since: 04-05-2025 - Price Drop$31,287fair price$658 below market
- 75,679 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Gerald Honda of Matteson (137 mi away)
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Located in Matteson, IL / 137 miles away from Madison, WI
New Price! 2021 Toyota Highlander XLE AWD Blizzard Pearl * LIFETIME WARRANTY, * CLEAN CARFAX, *BLUETOOTH, *REAR VIEW CAMERA, *SUNROOF/MOONROOF, *LEATH...
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: 5TDGZRBH5MS113621
Stock: 506719A
Certified Pre-Owned: No
Listed since: 04-12-2025 - Price Drop$26,623great price$1,821 below market
- 74,775 miles
- 1 accident, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Kings Toyota (370 mi away)
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Located in Cincinnati, OH / 370 miles away from Madison, WI
20/27 City/Highway MPG Magnetic Gray Metallic 2021 Toyota Highlander LE AWD 8-Speed Automatic 3.5L V6 DOHC Kings Toyota Certified Vehicle: Buy with co...
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: 5TDBZRBH2MS548607
Stock: MS548607
Certified Pre-Owned: No
Listed since: 04-23-2025 - $27,780great price$2,116 below market
- 84,124 miles
- 3 accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Fritz in Fishers (276 mi away)
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Located in Fishers, IN / 276 miles away from Madison, WI
This 2019 Toyota Highlander Limited Platinum, comes equipped with some nice features, these include bluetooth compatibility, touchscreen, GPS navigati...
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: 5TDDZRFH2KS926991
Stock: 12955
Certified Pre-Owned: No
Listed since: 05-05-2025 - Price Drop$32,974fair price$30 below market
- 67,391 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Volkswagen of Muskegon (158 mi away)
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Located in Muskegon, MI / 158 miles away from Madison, WI
Passed My Auto Import rigorous pre-delivery Inspection, Professionally detailed for delivery, Full tank of fuel for delivery, Professionally Maintaine...
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: 5TDLZRAH2MS077466
Stock: P13526
Certified Pre-Owned: No
Listed since: 04-08-2025 - Price Drop$35,997good price$1,907 below market
- 26,966 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Honda City Chicago (121 mi away)
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Located in Chicago, IL / 121 miles away from Madison, WI
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: 5TDHZRBH9MS155522
Stock: C20140A
Certified Pre-Owned: No
Listed since: 05-12-2025 - Price Drop$37,998fair price$810 below market
- 58,473 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- AutoCenters Nissan (340 mi away)
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Located in Herculaneum, MO / 340 miles away from Madison, WI
ONE OWNER with ZERO ACCIDENTS, All Wheel Drive, 3rd Row Seating, 2nd Row Bucket Seats, Highlander Platinum AWD - Pano Roof - Htd/Cooled Leather, 4D Sp...
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: 5TDFZRBH5MS126669
Stock: RK84052
Certified Pre-Owned: No
Listed since: 04-15-2025 - Price Drop$22,778fair price$332 below market
- 124,378 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Gerald Toyota of Matteson (136 mi away)
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Located in Matteson, IL / 136 miles away from Madison, WI
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: 5TDJZRFH9KS720750
Stock: 705806A
Certified Pre-Owned: No
Listed since: 04-18-2025 - $35,749great price$2,406 below market
- 32,228 miles
- 1 accident, 1 owner, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Zeigler Toyota of Racine (74 mi away)
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Located in Mount Pleasant, WI / 74 miles away from Madison, WI
Snag a score on this 2021 Toyota Highlander XLE before it's too late. Comfortable yet easy-moving, its worry-free Automatic transmission and its durab...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH2MS127119
Stock: MS127119
Certified Pre-Owned: Yes
Listed since: 05-08-2025
Showing 43 - 63 out of 4,423 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
"Some Adjustment Needed"
Bill, 01/11/2020
2020 Toyota Highlander Limited 4dr SUV (3.5L 6cyl 8A)
Test drove the 2020 Limited. V-6 engine was responsive and ride was very quiet. Very good standard technology and driving safety packages. Interior had quality materials and good fit and finish. Second row captains chair seats are comfortable with plenty of room behind first row, third row seats useless except for small children which you would want in second row. Big disappointment … was drivers seat height adjustment; you better be 5'4" or above to have clear visibility over steering wheel and dash. Also, passenger seat has NO height adjustment; passengers 6'3" or above will be at or close to the ceiling. Except for the lack of adequate front seat height adjustments, I loved the car.
Used 2021 Toyota Highlander in Madison, WI Values
Estimated values
2021 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $25,939 | $27,701 | $29,469 |
| Clean | $25,387 | $27,098 | $28,812 |
| Average | $24,466 | $26,092 | $27,717 |
| Rough | $23,270 | $24,784 | $26,293 |
The average list price of a used 2021 Toyota Highlander in Madison, Wisconsin is $30,513. The average mileage on a used Toyota Highlander 2021 for sale in Madison, Wisconsin is 69,806. Based on the average mileage of 69,806 for used 2021 Toyota Highlander for sale in Madison, WI and using an average vehicle condition rating, which means the vehicle may have a few mechanical and/or cosmetic problems and may require a considerable amount of reconditioning, we appraise the average trade-in value of a used Toyota Highlander 2021 in Madison, Wisconsin to be $24,466.
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