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4,694 listings
- New Listing$34,667great price$3,430 below market
- 35,572 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Pauly Toyota (80 mi away)
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Located in Crystal Lake, IL / 80 miles away from Madison, WI
CARFAX One-Owner. Clean CARFAX. Certified. Blizzard White Pearl 2020 Toyota Highlander Limited TOYOTA GOLD CERTIFIED AWD 8-Speed Automatic 3.5L V6 DOH...
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: 5TDDZRBH3LS011834
Stock: 40251A
Certified Pre-Owned: Yes
Listed since: 07-26-2025 - Price Drop$25,800great price$2,620 below market
- 88,708 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Wetzel Chrysler Dodge Jeep Ram (324 mi away)
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Located in Richmond, IN / 324 miles away from Madison, WI
**PLEASE CALL FOR A CUSTOM SET OF PHOTOS OR A LIVE WALK AROUND** For a VIP appointment please contact Randy King at (765) 598-5086 or email rking@wetz...
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: 5TDGZRBH7LS510715
Stock: 45563B
Certified Pre-Owned: No
Listed since: 07-19-2025 - New Listing$24,400great price$1,910 below market
- 102,767 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Fritz in Fishers (276 mi away)
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Located in Fishers, IN / 276 miles away from Madison, WI
This 2020 Toyota Highlander XLE, comes equipped with some nice features, these include bluetooth compatibility, USB port, rear backup camera, blind sp...
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: 5TDGZRAHXLS002949
Stock: 13174
Certified Pre-Owned: No
Listed since: 07-14-2025 - New Listing$25,998good price$1,003 below market
- 99,924 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Umansky Chevrolet (74 mi away)
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Located in Glendale, WI / 74 miles away from Madison, WI
Command the road in this versatile and family-friendly AWD 2020 Toyota Highlander XLE, now available at Umansky Chevrolet Milwaukee. Featuring a bold ...
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: 5TDGZRBH7LS048687
Stock: P48687
Certified Pre-Owned: No
Listed since: 06-20-2025 - Price Drop$23,690fair price$454 below market
- 130,266 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Classic Mazda (422 mi away)
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Located in Mentor, OH / 422 miles away from Madison, WI
Call or Text *JAMES JOSEPH* at (440.205.6401) for Full Details, Including a Service Report, Vehicle History, and a Thorough Car Side Description! Be S...
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: 5TDHZRBH7LS033885
Stock: MZ2809A
Certified Pre-Owned: No
Listed since: 06-25-2025 - Price Drop$30,000good price$1,949 below market
- 102,019 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Seelye Ford Kalamazoo (198 mi away)
- Five Star Dealer
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Located in Kalamazoo, MI / 198 miles away from Madison, WI
Black 2020 Toyota Highlander Platinum AWD 8-Speed Automatic 3.5L V6 DOHC **LOCAL TRADE**, **YOU WON'T FIND A NICER ONE**, **IMMACULATE CONDITION**, Hi...
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: 5TDFZRBH1LS008259
Stock: 25F10299A
Certified Pre-Owned: No
Listed since: 06-17-2025 - Price Drop$28,233great price$1,779 below market
- 55,036 miles
- 3 accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Bob Rohrman Toyota (224 mi away)
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Located in Lafayette, IN / 224 miles away from Madison, WI
Priced below KBB Fair Purchase Price! *Bluetooth, Hands-Free, 18" Machined Alloy Wheels, AM/FM radio: SiriusXM, Apple CarPlay/Android Auto, Auto High-...
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: 5TDHZRAH3LS511107
Stock: LT3152P
Certified Pre-Owned: No
Listed since: 05-11-2025 - $29,977fair price$421 above market
- 67,827 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Woodfield Lexus (96 mi away)
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Located in Schaumburg, IL / 96 miles away from Madison, WI
** Local Trade**, ** Lane Departure Warning, ** Blind Spot Monitor, ** Alloy Wheels / Premium Wheels, ** Apple CarPlay/Android Auto, ** Backup Camera,...
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: 5TDGZRBH0LS039071
Stock: 251031A
Certified Pre-Owned: No
Listed since: 06-27-2025 - $29,295good price$795 below market
- 89,566 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota West (389 mi away)
- Five Star Dealer
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Located in Columbus, OH / 389 miles away from Madison, WI
Toyota Certified, AWD, 11 Speakers, 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, ABS brakes, Air Conditioning, Alloy wheels, AM/...
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: 5TDDZRBHXLS023088
Stock: TLS023088
Certified Pre-Owned: Yes
Listed since: 06-24-2025 - $29,995good price$1,289 below market
- 77,180 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Germain Ford of Columbus (383 mi away)
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Located in Columbus, OH / 383 miles away from Madison, WI
Sunroof, Backup Camera, Bluetooth, Automatic Headlights, Heated Seats, Touch Screen, Navigation, 20" Premium Dark Tarnished Painted Alloy wheels. Silv...
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: 5TDDZRBHXLS056074
Stock: RE24289B
Certified Pre-Owned: No
Listed since: 06-27-2025 - Price Drop$33,122good price$1,698 below market
- 50,720 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Bob Rohrman Toyota (224 mi away)
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Located in Lafayette, IN / 224 miles away from Madison, WI
Clean CARFAX. CARFAX One-Owner. *Bluetooth, Hands-Free, AWD, AM/FM radio: SiriusXM, Apple CarPlay/Android Auto, Auto High-beam Headlights, Auto-dimmin...
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: 5TDDZRBH0LS039929
Stock: LT4077B
Certified Pre-Owned: No
Listed since: 07-10-2025 - $30,991fair price$945 below market
- 99,422 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Romeoville Toyota (122 mi away)
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Located in Romeoville, IL / 122 miles away from Madison, WI
2020 Toyota Highlander Platinum ***ONE OWNER*** AWD, 20 Painted Alloy Wheels, Electronic Rear-View Mirror, Heated rear seats, Heated steering wheel, H...
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: 5TDFZRBH4LS037688
Stock: T18736A
Certified Pre-Owned: No
Listed since: 07-19-2025 - Price Drop$34,990good price$1,429 below market
- 63,058 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Carvana - Chicago (83 mi away)
- Home delivery*
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Located in Chicago, IL / 83 miles away from Madison, WI
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: 5TDFZRBH6LS021329
Stock: 2003788931
Certified Pre-Owned: No
Listed since: 06-06-2025 - Price Drop$26,995good price$1,228 below market
- 74,048 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota Direct (394 mi away)
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Located in Columbus, OH / 394 miles away from Madison, WI
Magnetic Gray Metallic 2020 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC ONE OWNER!!, ***Clean AutoCheck***, LEATHER, MOONROOF SUNROOF, NA...
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: 5TDGZRBH4LS044287
Stock: LS044287A
Certified Pre-Owned: No
Listed since: 07-03-2025 - Price Drop$29,738fair price$986 below market
- 108,954 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Ed Martin Honda (284 mi away)
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Located in Indianapolis, IN / 284 miles away from Madison, WI
New Price! SERVICED & COMPLETE DETAIL!!, GREAT SERVICE HISTORY!, 3RD ROW SEATING!, AWD!, CARFAX ONE OWNER!, USB PORT!, REAR VIEW CAMERA!, BLUETOOTH!, ...
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: 5TDFZRBH9LS035838
Stock: 2PI2565A
Certified Pre-Owned: No
Listed since: 07-09-2025 - Price Drop$27,695fair price$465 below market
- 93,874 miles
- No accidents, 3 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Les Stanford Buick GMC (320 mi away)
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Located in Ferndale, MI / 320 miles away from Madison, WI
Guarantee credit approval regardless of your past credit history. Please call 248-206-6600 for your immediate preapproval....Highlander XLE is nicely ...
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: 5TDGZRBH4LS010883
Stock: P7001
Certified Pre-Owned: No
Listed since: 06-30-2025 - $31,291fair price$616 below market
- 71,992 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Germain Kia of Columbus (389 mi away)
- Five Star Dealer
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Located in Columbus, OH / 389 miles away from Madison, WI
1 Owner, Accident Free History Report, Backup Camera, Bluetooth, 11 Speakers, 3rd row seats: split-bench, 4-Wheel Disc Brakes, ABS brakes, Air Conditi...
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: 5TDDZRBH5LS018171
Stock: KKLS018171
Certified Pre-Owned: No
Listed since: 07-15-2025 - Price Drop$29,686good price$1,329 below market
- 84,643 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Piles Chevrolet (392 mi away)
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Located in Dry Ridge, KY / 392 miles away from Madison, WI
New Price!Celestial Silver Metallic 2020 Toyota HighlanderLimited AWD 8-Speed Automatic 3.5L V6 DOHCOne Owner Vehicle, AWD.20/27 City/Highway MP...
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: 07-09-2025 - New Listing$35,695good price$2,275 below market
- 63,226 miles
- 7 Seats, 20 City / 27 Hwy MPG
- Gerald Toyota of Matteson (135 mi away)
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Located in Matteson, IL / 135 miles away from Madison, WI
New Price! Recent Arrival! 2020 Toyota Highlander Platinum Midnight Black Metallic *ONE OWNER, *NAVIGATION, *BLUETOOTH, *BACKUP CAMERA, *MOONROOF, *LE...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBH4LS037223
Stock: 706079A
Certified Pre-Owned: Yes
Listed since: 07-17-2025 - $23,500good price$1,118 below market
- 122,190 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota Direct (394 mi away)
Close
Located in Columbus, OH / 394 miles away from Madison, WI
Magnetic Gray Metallic 2020 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC ***Clean AutoCheck***, LEATHER, MOONROOF SUNROOF, NAVIGATION GPS ...
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: 5TDHZRBH6LS035238
Stock: LS035238
Certified Pre-Owned: No
Listed since: 07-29-2025 - Price Drop$29,545fair price$601 below market
- 73,573 miles
- No accidents, 2 owners, personal use
- 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
Jeff Wyler Honda of Colerain is excited to offer this beautiful-looking 2020 Toyota Highlander Limited in Blueprint. Well equipped with: 11 Speakers, ...
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: 5TDDZRBH0LS001651
Stock: 27T9149
Certified Pre-Owned: No
Listed since: 06-07-2025
Showing 1 - 21 out of 4,694 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 2020 Toyota Highlander in Madison, WI Values
Estimated values
2020 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $27,189 | $29,582 | $31,885 |
| Clean | $26,485 | $28,806 | $31,039 |
| Average | $25,312 | $27,514 | $29,630 |
| Rough | $23,787 | $25,835 | $27,797 |
The average list price of a used 2020 Toyota Highlander in Madison, Wisconsin is $29,300. The average mileage on a used Toyota Highlander 2020 for sale in Madison, Wisconsin is 83,551. Based on the average mileage of 83,551 for used 2020 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 2020 in Madison, Wisconsin to be $25,312.
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