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Used Toyota Highlander for Sale in Milwaukee, WI

Highlanders for Sale at Dealers

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2017 Toyota Highlander LE Plus AWD photo
Price Drop
2017 Toyota Highlander LE Plus AWD Milwaukee, WI
Gray 3.5L V6 Engine
$19,234 109.5k miles
•••

#69 2015-2023 Toyota Highlander

CoPilot AI: It’s aB-” Buy

  • $765 Price Drop
  • Good Price - $850 Below Market
  • Includes $133 Premium Upgrades
More details
2020 Toyota Highlander XLE AWD photo
2020 Toyota Highlander XLE AWD Des Plaines, IL
Gray 3.5L V6 Engine
$25,455 99.6k miles
•••

#118 2015-2023 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • Fair Price - $543 Below Market
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2017 Toyota Highlander XLE AWD photo
2017 Toyota Highlander XLE AWD Madison, WI
White 3.5L V6 Engine
$21,778 112.9k miles
•••

#214 2015-2023 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • Includes $127 Premium Upgrades
  • CARFAX: One Owner
  • Average Mileage
More details
2023 Toyota Highlander L FWD photo
2023 Toyota Highlander L FWD Glendale, WI
Gray 2.4L I4 Engine
$28,888 58k miles
•••

#141 2015-2023 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • Fair Price - $16 Below Market
  • CARFAX: One Owner
  • Dealer Rating - 4.3 stars
More details
2019 Toyota Highlander Limited AWD photo
2019 Toyota Highlander Limited AWD Carol Stream, IL
White 3.5L V6 Engine
$28,995 84.3k miles
•••

#219 2015-2023 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • Includes $162 Premium Upgrades
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2018 Toyota Highlander XLE AWD photo
Price Drop
2018 Toyota Highlander XLE AWD Antioch, IL
Black 3.5L V6 Engine
$19,935 122.6k miles
•••

#138 2015-2023 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • $64 Price Drop
  • Fair Price - $47 Below Market
  • Includes $121 Premium Upgrades
More details
2021 Toyota Highlander Hybrid XLE AWD photo
2021 Toyota Highlander Hybrid XLE AWD McHenry, IL
White 2.5L I4 Engine
$28,995 104k miles
•••

#40 2015-2023 Toyota Highlander

CoPilot AI: It’s aB” Buy

  • Good Price - $1,133 Below Market
  • Includes $668 Premium Upgrades
  • Dealer Rating - 4.7 stars
More details
2019 Toyota Highlander XLE FWD photo
2019 Toyota Highlander XLE FWD Kenosha, WI
Silver 3.5L V6 Engine
$23,490 96.1k miles
•••

#211 2015-2023 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • Average Mileage
  • Dealer Rating - 4.9 stars
More details
2022 Toyota Highlander Limited AWD photo
1
Price Drop
2022 Toyota Highlander Limited AWD Chicago, IL
White 3.5L V6 Engine
$30,995 30.7k miles
•••

#1 2015-2023 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $7,276 Below Market
  • Includes $810 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2020 Toyota Highlander Platinum AWD photo
Price Drop
2020 Toyota Highlander Platinum AWD Waupun, WI
Blue 3.5L V6 Engine
$29,999 95.9k miles
•••

#143 2015-2023 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • $400 Price Drop
  • Fair Price - $73 Above Market
  • Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander XLE AWD photo
9
Price Drop
2021 Toyota Highlander XLE AWD Palos Hills, IL
Blue 3.5L V6 Engine
$23,995 107.2k miles
•••

#9 2015-2023 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $500 Price Drop
  • Great Price - $2,903 Below Market
  • Includes $640 Premium Upgrades
More details
2020 Toyota Highlander XLE AWD photo
2020 Toyota Highlander XLE AWD Milton, WI
Black 3.5L V6 Engine
$27,979 85.4k miles
•••

#216 2015-2023 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • Average Mileage
  • Dealer Rating - 4.9 stars
More details
2023 Toyota Highlander Hybrid XLE AWD photo
Price Drop
2023 Toyota Highlander Hybrid XLE AWD Janesville, WI
White 2.5L I4 Engine
$32,548 89.2k miles
•••

#176 2015-2023 Toyota Highlander

CoPilot AI: It’s aC” Buy

  • $334 Price Drop
  • Fair Price - $631 Above Market
  • CARFAX: One Owner
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
2019 Toyota Highlander XLE AWD Milwaukee, WI
White 3.5L V6 Engine
$26,659 75k miles
•••

#104 2015-2023 Toyota Highlander

CoPilot AI: It’s aB-” Buy

  • $338 Price Drop
  • Fair Price - $661 Above Market
  • Includes $164 Premium Upgrades
More details
2017 Toyota Highlander LE AWD photo
Price Drop
2017 Toyota Highlander LE AWD Racine, WI
Black 3.5L V6 Engine
$21,798 80.3k miles
•••

#75 2015-2023 Toyota Highlander

CoPilot AI: It’s aB-” Buy

  • $169 Price Drop
  • Fair Price - $505 Below Market
  • Includes $161 Premium Upgrades
More details
2022 Toyota Highlander XLE AWD photo
2022 Toyota Highlander XLE AWD Holland, MI
Gray 3.5L V6 Engine
$30,000 95.4k miles
•••

#226 2015-2023 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.3 stars
More details
2016 Toyota Highlander Limited AWD photo
2016 Toyota Highlander Limited AWD Naperville, IL
White 3.5L V6 Engine
$20,999 102.6k miles
•••

#92 2015-2023 Toyota Highlander

CoPilot AI: It’s aB-” Buy

  • Fair Price - $295 Above Market
  • CARFAX: One Owner
  • Below Average Mileage
More details
2016 Toyota Highlander XLE AWD photo
2016 Toyota Highlander XLE AWD Schaumburg, IL
Gray 3.5L V6 Engine
$25,000 77.2k miles
•••

#263 2015-2023 Toyota Highlander

CoPilot AI: It’s aD-” Buy

  • CARFAX: One Owner
  • Very Low Mileage
  • Dealer Rating - 4.6 stars
More details
2018 Toyota Highlander Limited AWD photo
18
2018 Toyota Highlander Limited AWD Schaumburg, IL
Red 3.5L V6 Engine
$25,200 73.9k miles
•••

#18 2015-2023 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $1,918 Below Market
  • CARFAX: One Owner
  • Very Low Mileage
More details
2020 Toyota Highlander XLE AWD photo
Price Drop
2020 Toyota Highlander XLE AWD Manitowoc, WI
Silver 3.5L V6 Engine
$26,995 83.6k miles
•••

#209 2015-2023 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • $500 Price Drop
  • Motivation to Negotiate - Very High
  • Average Mileage
More details
2015 Toyota Highlander XLE AWD photo
2015 Toyota Highlander XLE AWD Appleton, WI
Black 3.5L V6 Engine
$14,369 172.2k miles
•••

#157 2015-2023 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • Fair Price - $411 Above Market
  • CARFAX: One Owner
  • Dealer Rating - 4.4 stars
More details
2021 Toyota Highlander Platinum AWD photo
2021 Toyota Highlander Platinum AWD West Bend, WI
White 3.5L V6 Engine
$32,208 95.3k miles
•••

#223 2015-2023 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.6 stars
More details
2018 Toyota Highlander Hybrid XLE AWD photo
Price Drop
2018 Toyota Highlander Hybrid XLE AWD Muskegon, MI
White 3.5L V6 Engine
$20,881 137.9k miles
•••

#202 2015-2023 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • $100 Price Drop
  • Includes $114 Premium Upgrades
  • Motivation to Negotiate - Increasing
More details
2015 Toyota Highlander Limited AWD photo
2015 Toyota Highlander Limited AWD Bridgeview, IL
3.5L V6 Engine
$21,585 83.3k miles
•••

#98 2015-2023 Toyota Highlander

CoPilot AI: It’s aB-” Buy

  • Fair Price - $421 Above Market
  • Very Low Mileage
  • Dealer Rating - 4.6 stars
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
2019 Toyota Highlander XLE AWD Barrington, IL
Silver 3.5L V6 Engine
$24,900 83.3k miles
•••

#133 2015-2023 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • $500 Price Drop
  • Fair Price - $112 Below Market
  • Includes $159 Premium Upgrades
More details
1-25 of 375 results

2026 Toyota Highlander

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