Skip to main content
Skip to Filters
4,928 listings
  • Price Drop
    $18,500
    great price
    $4,003 below market
    • 138,308 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 21 City / 27 Hwy MPG
    • Toyota Direct (394 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Columbus, OH / 394 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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDYZRFH9KS370129
    Stock: KS370129
    Certified Pre-Owned: No
    Listed since: 06-08-2025

  • $18,995
    great price
    $3,451 below market
    • 119,889 miles
    • 1 accident, 2 owners, rental vehicle
    • 7 Seats, 21 City / 27 Hwy MPG
    • Toyota Direct (394 mi away)
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Columbus, OH / 394 miles away from Madison, WI

    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 (21 City/27 Highway)

    Listing Information:

    VIN: 5TDKZRFH2KS552549
    Stock: KS552549
    Certified Pre-Owned: No
    Listed since: 06-22-2025

  • Price Drop
    $27,250
    great price
    $2,350 below market
    • 50,343 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Napleton's Autopark Urbana Pre-owned (210 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Urbana, IL / 210 miles away from Madison, WI

    2019 Toyota Highlander XLE Celestial Silver Metallic 3.5L V6 AWD 8-Speed Automatic Electronic with ECT-i Active Cruise Control, Alloy wheels, Auto 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH6KS597831
    Stock: DTOT30749A
    Certified Pre-Owned: No
    Listed since: 06-27-2025

  • New Listing
    $31,694
    great price
    $3,674 below market
    • 31,212 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 26 Hwy MPG
    • Pauly Toyota (80 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Crystal Lake, IL / 80 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: 5TDDZRFH1KS980654
    Stock: XX7502
    Certified Pre-Owned: Yes
    Listed since: 07-29-2025

  • New Listing
    $23,999
    great price
    $2,796 below market
    • 85,316 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Tom Kadlec Honda (171 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Rochester, MN / 171 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: 5TDJZRFH9KS608112
    Stock: H106
    Certified Pre-Owned: No
    Listed since: 07-14-2025

  • New Listing
    $14,900
    great price
    $3,122 below market
    • 135,378 miles
    • 8 Seats, 20 City / 24 Hwy MPG
    • Dan Cummins Chevrolet Buick of Paris (429 mi away)
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    • USB Inputs
    Close

    Located in Paris, KY / 429 miles away from Madison, WI

    This 2019 Toyota Highlander LE is being offered to you as an alternative to us taking to the auction. This Highlander is a spacious, well equipped veh...

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    22 Combined MPG (20 City/24 Highway)

    Listing Information:

    VIN: 5TDZARFH7KS050481
    Stock: 64282
    Certified Pre-Owned: No
    Listed since: 07-18-2025

  • $24,500
    great price
    $2,887 below market
    • 67,500 miles
    • 2 accidents, 2 owners, corporate fleet vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • Auto Boutique Ohio (390 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Columbus, OH / 390 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH0KS953559
    Stock: Y0290
    Certified Pre-Owned: No
    Listed since: 03-03-2025

  • New Listing
    $24,928
    great price
    $2,765 below market
    • 93,688 miles
    • 7 Seats, 20 City / 26 Hwy MPG
    • Toyota of Brookfield (62 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Brookfield, WI / 62 miles away from Madison, WI

    AutoCheck Vehicle History Summary Unavailable.

    Features and Specs:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH9KS952202
    Stock: T15381A
    Certified Pre-Owned: Yes
    Listed since: 07-29-2025

  • $22,995
    fair price
    $881 below market
    • 80,896 miles
    • No accidents, 2 owners, corporate fleet vehicle
    • 8 Seats, 19 City / 26 Hwy MPG
    • Zeigler Chrysler Dodge Jeep Ram of Plainwell (194 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    Close

    Located in Plainwell, MI / 194 miles away from Madison, WI

    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: 5TDBZRFH2KS726622
    Stock: KS726622
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • New Listing
    $23,590
    good price
    $1,407 below market
    • 105,636 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Carvana - Kansas City (383 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Kansas City, MO / 383 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFHXKS609513
    Stock: 2003852771
    Certified Pre-Owned: No
    Listed since: 06-25-2025

  • $19,751
    fair price
    $451 below market
    • 165,079 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Green Dodge Ram (228 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Springfield, IL / 228 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: 5TDJZRFH2KS973425
    Stock: S7844A
    Certified Pre-Owned: No
    Listed since: 07-01-2025

  • New Listing
    $24,990
    good price
    $1,528 below market
    • 93,397 miles
    • No accidents, 2 owners, personal use
    • 7 Seats, 20 City / 26 Hwy MPG
    • Carvana - St. Louis (308 mi away)
    • Home delivery*
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in St. Louis, MO / 308 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH6KS598591
    Stock: 2003758827
    Certified Pre-Owned: No
    Listed since: 06-23-2025

  • $22,995
    fair price
    $549 below market
    • 145,890 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Laura Buick GMC (302 mi away)
    • AWD/4WD
    • Bluetooth
    • Navigation
    • Leather Seats
    • Sunroof/Moonroof
    Close

    Located in Collinsville, IL / 302 miles away from Madison, WI

    Recent Trade! Limited Platinum 3.5 V6 AWD. Panoramic Sunroof, Power Rear Liftgate, Backup Camera, Backup Sensors, Third Row Seats, Second Row Bucket 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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDDZRFH1KS701106
    Stock: L255016B
    Certified Pre-Owned: No
    Listed since: 06-27-2025

  • Price Drop
    $23,068
    great price
    $2,126 below market
    • 56,792 miles
    • 2 accidents, 3 owners, personal use
    • 8 Seats, 21 City / 27 Hwy MPG
    • Bob Rohrman Kia (224 mi away)
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Blind Spot Monitorin...
    • Power Driver Seat
    Close

    Located in Lafayette, IN / 224 miles away from Madison, WI

    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: 5TDZZRFH9KS323302
    Stock: LK3098A
    Certified Pre-Owned: No
    Listed since: 05-22-2025

  • $20,981
    good price
    $1,218 below market
    • 138,514 miles
    • No accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Murgado Ford of Chicago (116 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Chicago, IL / 116 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: 5TDJZRFH0KS960110
    Stock: FB07005A
    Certified Pre-Owned: No
    Listed since: 06-25-2025

  • Price Drop
    $24,931
    good price
    $1,703 below market
    • 87,313 miles
    • No accidents, 1 owner, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Olivia Chrysler Center (304 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Olivia, MN / 304 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: 5TDJZRFH1KS727529
    Stock: UT16833A
    Certified Pre-Owned: No
    Listed since: 06-30-2025

  • $19,997
    fair price
    $424 below market
    • 129,834 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 19 City / 26 Hwy MPG
    • Schlick Motors (393 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Tire Pressure Warnin...
    Close

    Located in Jackson, MO / 393 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 (19 City/26 Highway)

    Listing Information:

    VIN: 5TDBZRFH1KS735683
    Stock: 735683
    Certified Pre-Owned: No
    Listed since: 06-26-2025

  • Price Drop
    $25,683
    great price
    $1,447 below market
    • 91,174 miles
    • 2 accidents, 2 owners, personal use only
    • 7 Seats, 20 City / 26 Hwy MPG
    • Napleton Chevy Buick GMC (43 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Beaver Dam, WI / 43 miles away from Madison, WI

    The Napleton Auto Group promotes a no pressure buying experience that puts the customer in charge of the buying process, and for over 80 years, the Na...

    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: 5TDDZRFH3KS985581
    Stock: 325085B
    Certified Pre-Owned: No
    Listed since: 06-14-2025

  • $22,000
    fair price
    $547 below market
    • 126,012 miles
    • No accidents, 2 owners, rental vehicle
    • 7 Seats, 20 City / 26 Hwy MPG
    • Columbia Hyundai (370 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Cincinnati, OH / 370 miles away from Madison, WI

    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 (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH9KS582319
    Stock: 5207211
    Certified Pre-Owned: No
    Listed since: 06-23-2025

  • Price Drop
    $22,978
    great price
    $1,969 below market
    • 96,943 miles
    • 3 accidents, 1 owner, taxi vehicle
    • 8 Seats, 20 City / 26 Hwy MPG
    • Ken Ganley Kia Mentor (423 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Navigation
    • Leather Seats
    Close

    Located in Mentor, OH / 423 miles away from Madison, WI

    Ken Ganley Kia of Mentor offers some of the best values in the market. We have a huge selection of new and used Kia vehicles as well as an extensive U...

    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:

    22 Combined MPG (20 City/26 Highway)

    Listing Information:

    VIN: 5TDJZRFH2KS991598
    Stock: 9409P
    Certified Pre-Owned: No
    Listed since: 06-09-2025

  • $20,950
    fair price
    $130 below market
    • 120,703 miles
    • No accidents, 1 owner, personal use only
    • 8 Seats, 20 City / 27 Hwy MPG
    • Dean Team Hyundai (313 mi away)
    • AWD/4WD
    • Back-up camera
    • Bluetooth
    • Third-row seating
    • Blind Spot Monitorin...
    Close

    Located in Ballwin, MO / 313 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: 5TDBZRFH1KS921241
    Stock: 100463A
    Certified Pre-Owned: No
    Listed since: 06-24-2025

Showing 1 - 21 out of 4,928 listings

Consumer Reviews for the Toyota Highlander

Read recent reviews for the Toyota Highlander
Overall Consumer Rating
4 out of 5 stars130 Reviews
Write a vehicle reviewSee all 130 reviews
  • 5 star
    (54%)
  • 4 star
    (17%)
  • 3 star
    (11%)
  • 2 star
    (12%)
  • 1 star
    (6%)
5 out of 5 stars

Quiet and Comfortable

Stan, 11/05/2019
2019 Toyota Highlander LE Plus 4dr SUV AWD (3.5L 6cyl 8A)
We purchased a new 2019 Toyota Highlander LE Plus. We're enjoying the vehicle a great deal. We find it quiet ( the V-6 engine,and the low wind and road noise), with comfortable seats, both in front and the second row. We will seldom use the small third row seats, and with them folded down there is a lot of cargo room. The body is tight and solid - rattle free- a big deal to me … in terms of enjoyment while driving. The ride is supple and reminds us of higher end vehicles. Our LE+ does not have "navigation", which caused so many complaints earlier this year, and we find all the other electronic "gadgets" working as designed. We are 83 years old, and fail to see the need of so many hidden features which require a very steep learning curve. The owners manual of hundreds of pages does little to clearly show and explain how to use them, and is filled with pages of useless instruction about dangers to life and limb if you operated the vehicle incorrectly. Instructions on how to access the multiple options often are so lacking in detail as to be useless. I find myself calling the dealership continually for tutorials, and I have a Master's degree!! But the vehicle itself appears to be of high quality. On the highway at moderate speeds (65 - 70 max) the gas mileage is around 30 - 31, a pleasant surprise. Long term reliability, or course, remains to be seen, but we anticipate a long and useful life. Update: After 6 months and 4400 miles, the initial review still stands, and in addition I'd like to add that following a wheel alignment the stability and "going the way it's pointed" is much improved. I enjoy that, especially on longer trips. It's really a delight to drive only minimal steering corrections. I was a bit optimistic about gas mileage. It's about 28 at steady 65-70 mph, and about 19 around town. At a steady 80 it delivers 26mp gallon. Still a 5 star rating with me. Update: We've owned the vehicle a year now, with 10000+ miles on it, and it's "ditto" everything above. I have had two trips with 65-70 mph cruising speeds and obtained 30 mpg!! Very happy. Update: Now just two years old, with 18000 miles. "Ditto" to all the above. Absolutely love it. Still tight and solid, and can't overstate my enjoyment of the stable "goes where you point" it without steering corrections, trait.
Report abuse

Used 2019 Toyota Highlander in Madison, WI Values

Estimated values
2019 Toyota Highlander Limited 4dr SUV (3.5L 6cyl 8A) with no options
ConditionTrade-InPrivate PartyDealer Retail
Outstanding$21,783$24,383$26,696
Clean$21,120$23,634$25,868
Average$20,013$22,385$24,488
Rough$18,575$20,761$22,695

The average list price of a used 2019 Toyota Highlander in Madison, Wisconsin is $22,842. The average mileage on a used Toyota Highlander 2019 for sale in Madison, Wisconsin is 102,848. Based on the average mileage of 102,848 for used 2019 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 2019 in Madison, Wisconsin to be $20,013.

Filters
Skip to Results

Applied Filters4Active

Select Buying Experience

Location

Search radius500 miles
Search radius

Make & Model

Year

New / Used

Price & Payments

Price Rating

Body Type

Trim

Mileage

Accidents & History

Engine & Drivetrain

Exterior Color

Interior Color

Total Seating

Edmunds Review

Features

Options & Packages

MPG

Listing Details


* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.