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Used 2020 Toyota Highlander for Sale in Madison, WI

Highlanders for Sale at Dealers

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2021 Toyota Highlander Hybrid Platinum AWD photo
New Find
2021 Toyota Highlander Hybrid Platinum AWD • Madison, WI
Gold • 2.5L I4 Engine
$31,398 • 118.1k miles
•••

Not Ranked

CoPilot AI: It’s a “B-” Buy

  • Fair Price - $304 Above Market
  • Includes $412 Premium Upgrades
  • CARFAX: One Owner
More details
2020 Toyota Highlander Limited AWD photo
New Find
2020 Toyota Highlander Limited AWD • Madison, WI
Red • 3.5L V6 Engine
$28,299 • 112k miles
•••

Not Ranked

CoPilot AI: It’s a “D” Buy

  • CARFAX: One Owner
More details
2019 Toyota Highlander Hybrid LE AWD photo
Price Drop
2019 Toyota Highlander Hybrid LE AWD • Madison, WI
Black • 3.5L V6 Engine
$24,776 • 75.4k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $122 Price Drop
  • Fair Price - $503 Below Market
  • Below Average Mileage
More details
2021 Toyota Highlander L AWD photo
Price Drop
New Find
2021 Toyota Highlander L AWD • Madison, WI
Black • 3.5L V6 Engine
$20,795 • 138.4k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $200 Price Drop
  • Great Price - $1,723 Below Market
  • Dealer Rating - 4.2 stars
More details
2020 Toyota Highlander XLE AWD photo
2020 Toyota Highlander XLE AWD • Madison, WI
Gray • 3.5L V6 Engine
$23,900 • 73.1k miles
•••

Not Ranked

CoPilot AI: It’s an “A” Buy

  • Great Price - $5,382 Below Market
  • Includes $460 Premium Upgrades
  • Below Average Mileage
More details
2020 Toyota Highlander Hybrid XLE AWD photo
Price Drop
2020 Toyota Highlander Hybrid XLE AWD • Madison, WI
Silver • 2.5L I4 Engine
$30,368 • 81.8k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $817 Price Drop
  • Good Price - $1,341 Below Market
  • CARFAX: One Owner
More details
2021 Toyota Highlander Hybrid XLE AWD photo
New Find
2021 Toyota Highlander Hybrid XLE AWD • Madison, WI
White • 2.5L I4 Engine
$33,400 • 88.9k miles
•••

Not Ranked

CoPilot AI: It’s a “D+” Buy

  • Includes $724 Premium Upgrades
  • CARFAX: One Owner
  • Dealer Rating - 4.6 stars
More details
2019 Toyota Highlander Limited Platinum AWD photo
Price Drop
2019 Toyota Highlander Limited Platinum AWD • Madison, WI
Gray • 3.5L V6 Engine
$29,112 • 76.1k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $279 Price Drop
  • Fair Price - $318 Above Market
  • Includes $566 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
2019 Toyota Highlander XLE AWD • Madison, WI
Gray • 3.5L V6 Engine
$21,397 • 138.3k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $499 Price Drop
  • Fair Price - $392 Above Market
  • Includes $133 Premium Upgrades
More details
2020 Toyota Highlander Limited AWD photo
2020 Toyota Highlander Limited AWD • Madison, WI
White • 3.5L V6 Engine
$34,391 • 69.7k miles
•••

Not Ranked

CoPilot AI: It’s a “C-” Buy

  • Includes $695 Premium Upgrades
  • Below Average Mileage
  • Dealer Rating - 4.6 stars
More details
2021 Toyota Highlander Hybrid XLE FWD photo
Price Drop
2021 Toyota Highlander Hybrid XLE FWD • Middleton, WI
Gray • 2.5L I4 Engine
$28,993 • 71.5k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $1,006 Price Drop
  • Great Price - $3,906 Below Market
  • Includes $766 Premium Upgrades
More details
2020 Toyota Highlander Hybrid XLE AWD photo
2020 Toyota Highlander Hybrid XLE AWD • Middleton, WI
Black • 2.5L I4 Engine
$33,215 • 69.6k miles
•••

Not Ranked

CoPilot AI: It’s a “D+” Buy

  • Motivation to Negotiate - Increasing
  • Below Average Mileage
  • Dealer Rating - 4.6 stars
More details
2021 Toyota Highlander Hybrid XLE AWD photo
Price Drop
2021 Toyota Highlander Hybrid XLE AWD • Madison, WI
Gray • 2.5L I4 Engine
$29,000 • 100.5k miles • Certified
•••

Not Ranked

CoPilot AI: It’s an “A-” Buy

  • $1,000 Price Drop
  • Good Price - $1,581 Below Market
  • Includes $701 Premium Upgrades
More details
2019 Toyota Highlander Limited AWD photo
Price Drop
2019 Toyota Highlander Limited AWD • Middleton, WI
Green • 3.5L V6 Engine
$24,639 • 120.3k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $140 Price Drop
  • Fair Price - $150 Below Market
  • Includes $146 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
New Find
2019 Toyota Highlander XLE AWD • Jefferson, WI
Silver • 3.5L V6 Engine
$22,897 • 111.9k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $200 Price Drop
  • Fair Price - $680 Below Market
  • Includes $149 Premium Upgrades
More details
2021 Toyota Highlander XSE AWD photo
New Find
2021 Toyota Highlander XSE AWD • Janesville, WI
Gray • 3.5L V6 Engine
$30,115 • 103k miles
•••

Not Ranked

CoPilot AI: It’s a “D” Buy

  • Dealer Rating - 4.5 stars
More details
2021 Toyota Highlander Platinum AWD photo
New Find
2021 Toyota Highlander Platinum AWD • Janesville, WI
Gray • 3.5L V6 Engine
$34,120 • 71.4k miles • Certified
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • Fair Price - $795 Below Market
  • Includes $475 Premium Upgrades
  • CARFAX: One Owner
More details
2021 Toyota Highlander XLE AWD photo
New Find
2021 Toyota Highlander XLE AWD • Milton, WI
White • 3.5L V6 Engine
$25,968 • 107.1k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • Fair Price - $798 Below Market
  • Dealer Rating - 4.9 stars
More details
2020 Toyota Highlander Platinum AWD photo
2020 Toyota Highlander Platinum AWD • Watertown, WI
Black • 3.5L V6 Engine
$25,939 • 127.7k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • Fair Price - $240 Below Market
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander Platinum AWD photo
Price Drop
2021 Toyota Highlander Platinum AWD • Waupun, WI
White • 3.5L V6 Engine
$31,398 • 92k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $1,460 Price Drop
  • Good Price - $975 Below Market
  • CARFAX: One Owner
More details
2019 Toyota Highlander Limited AWD photo
Price Drop
2019 Toyota Highlander Limited AWD • Waukesha, WI
Brown • 3.5L V6 Engine
$28,494 • 63.8k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $496 Price Drop
  • Fair Price - $537 Below Market
  • Includes $171 Premium Upgrades
More details
2019 Toyota Highlander SE AWD photo
Price Drop
2019 Toyota Highlander SE AWD • Slinger, WI
Gray • 3.5L V6 Engine
$19,789 • 165.2k miles
•••

Not Ranked

CoPilot AI: It’s a “D-” Buy

  • Includes $399 Premium Upgrades
  • Motivation to Negotiate - Very High
More details
2019 Toyota Highlander XLE AWD photo
2019 Toyota Highlander XLE AWD • Waukesha, WI
Red • 3.5L V6 Engine
$26,997 • 50.8k miles
•••

Not Ranked

CoPilot AI: It’s an “A+” Buy

  • Great Price - $1,933 Below Market
  • Includes $183 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2020 Toyota Highlander LE AWD photo
Price Drop
2020 Toyota Highlander LE AWD • Lomira, WI
White • 3.5L V6 Engine
$27,387 • 51.2k miles
•••

Not Ranked

CoPilot AI: It’s a “D+” Buy

  • $1 Price Drop
  • Motivation to Negotiate - Increasing
  • Very Low Mileage
More details
2021 Toyota Highlander XLE AWD photo
New Find
2021 Toyota Highlander XLE AWD • Lomira, WI
White • 3.5L V6 Engine
$33,389 • 49.6k miles
•••

Not Ranked

CoPilot AI: It’s a “D+” Buy

  • Very Low Mileage
  • Dealer Rating - 4.5 stars
More details
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2020 Toyota Highlander

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