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Used 2021 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
2022 Toyota Highlander Platinum AWD photo
Price Drop
2022 Toyota Highlander Platinum AWD • Madison, WI
Gray • 3.5L V6 Engine
$32,392 • 98.7k miles
•••

Not Ranked

CoPilot AI: It’s a “C-” Buy

  • $728 Price Drop
  • Dealer Rating - 4.4 stars
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
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
2022 Toyota Highlander XLE AWD photo
Price Drop
2022 Toyota Highlander XLE AWD • Madison, WI
Red • 3.5L V6 Engine
$33,906 • 60.9k miles
•••

Not Ranked

CoPilot AI: It’s a “C” Buy

  • $1,014 Price Drop
  • Motivation to Negotiate - Increasing
  • Average Mileage
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
2022 Toyota Highlander XLE AWD photo
Price Drop
2022 Toyota Highlander XLE AWD • Madison, WI
Red • 3.5L V6 Engine
$30,847 • 82.4k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $549 Price Drop
  • Fair Price - $293 Above Market
  • CARFAX: One Owner
More details
2022 Toyota Highlander Limited AWD photo
Price Drop
2022 Toyota Highlander Limited AWD • Madison, WI
Silver • 3.5L V6 Engine
$39,232 • 38.2k miles
•••

Not Ranked

CoPilot AI: It’s an “A-” Buy

  • $159 Price Drop
  • Fair Price - $636 Below Market
  • Includes $825 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
2022 Toyota Highlander Hybrid XLE AWD photo
2022 Toyota Highlander Hybrid XLE AWD • Madison, WI
Blue • 2.5L I4 Engine
$38,391 • 66.1k miles
•••

Not Ranked

CoPilot AI: It’s a “D” Buy

  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.6 stars
More details
2022 Toyota Highlander Hybrid XLE AWD photo
Price Drop
New Find
2022 Toyota Highlander Hybrid XLE AWD • Middleton, WI
Blue • 2.5L I4 Engine
$31,999 • 89.8k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $598 Price Drop
  • Fair Price - $173 Below Market
  • 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
2022 Toyota Highlander XLE AWD photo
Price Drop
2022 Toyota Highlander XLE AWD • Madison, WI
Red • 3.5L V6 Engine
$29,585 • 96.9k miles
•••

Not Ranked

CoPilot AI: It’s a “C” Buy

  • $627 Price Drop
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2022 Toyota Highlander XLE AWD photo
Price Drop
2022 Toyota Highlander XLE AWD • Madison, WI
Gray • 3.5L V6 Engine
$35,763 • 39.9k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $633 Price Drop
  • Fair Price - $196 Below Market
  • Motivation to Negotiate - High
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
2022 Toyota Highlander XSE AWD photo
Price Drop
2022 Toyota Highlander XSE AWD • Janesville, WI
Gray • 3.5L V6 Engine
$29,394 • 83k miles
•••

Not Ranked

CoPilot AI: It’s an “A+” Buy

  • $500 Price Drop
  • Great Price - $2,645 Below Market
  • Includes $1,166 Premium Upgrades
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
2022 Toyota Highlander XLE AWD photo
New Find
2022 Toyota Highlander XLE AWD • Watertown, WI
3.5L V6 Engine
$32,499 • 89.3k miles
•••

Not Ranked

CoPilot AI: It’s a “C” Buy

  • Dealer Rating - 4.6 stars
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
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2021 Toyota Highlander

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