Used Toyota Highlander for Sale in Milwaukee, WI
Highlanders for Sale at Dealers
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2020 Toyota Highlander Limited AWD • Naperville, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$30,770 • 74.2k miles • Certified
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#89 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $96 Price Drop
- Fair Price - $58 Below Market
- Includes $670 Premium Upgrades
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2023 Toyota Highlander XLE AWD • Madison, WI
Gray • 2.4L I4 Engine
Gray • 2.4L I4 Engine
$38,295 • 45.3k miles
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#230 2015-2023 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- CARFAX: One Owner
- Average Mileage
- Dealer Rating - 4.6 stars
More details

2023 Toyota Highlander XLE AWD • Neenah, WI
White • 2.4L I4 Engine
White • 2.4L I4 Engine
$40,793 • 19k miles
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#69 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $457 Price Drop
- Fair Price - $847 Below Market
- CARFAX: One Owner
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2016 Toyota Highlander XLE AWD • Elmhurst, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$19,999 • 96.1k miles
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#93 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Fair Price - $101 Above Market
- Very Low Mileage
- Dealer Rating - 4.6 stars
More details
2018 Toyota Highlander XLE AWD • West Bend, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$24,860 • 72.5k miles
•••
#79 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- Fair Price - $497 Below Market
- Includes $567 Premium Upgrades
- Very Low Mileage
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2021 Toyota Highlander XLE AWD • Clarendon Hills, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$30,201 • 74.5k miles
•••
#127 2015-2023 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $453 Below Market
- CARFAX: One Owner
- Motivation to Negotiate - Increasing
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2022 Toyota Highlander XLE AWD • Madison, WI
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$40,299 • 42.1k miles
•••
#265 2015-2023 Toyota Highlander
CoPilot AI: It’s a “D-” Buy
- Very Low Mileage
- Dealer Rating - 4.6 stars
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2023 Toyota Highlander L AWD • Lomira, WI
Silver • 2.4L I4 Engine
Silver • 2.4L I4 Engine
$41,388 • 26.9k miles
•••
#299 2015-2023 Toyota Highlander
CoPilot AI: It’s a “F” Buy
- Very Low Mileage
- Dealer Rating - 4.5 stars
More details
13
2019 Toyota Highlander Limited Platinum AWD • Madison, WI
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$29,942 • 31.6k miles
•••
#13 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B+” Buy
- Great Price - $2,182 Below Market
- Includes $627 Premium Upgrades
- CARFAX: One Owner
More details
2020 Toyota Highlander Limited AWD • Madison, WI
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$29,919 • 81.3k miles
•••
#42 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- Good Price - $1,138 Below Market
- Includes $1,029 Premium Upgrades
- Average Mileage
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2023 Toyota Highlander XLE AWD • Milwaukee, WI
White • 2.4L I4 Engine
White • 2.4L I4 Engine
$40,693 • 27.9k miles
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#197 2015-2023 Toyota Highlander
CoPilot AI: It’s a “C-” Buy
- $431 Price Drop
- CARFAX: One Owner
- Motivation to Negotiate - Increasing
More details
2023 Toyota Highlander XLE AWD • Green Bay, WI
Black • 2.4L I4 Engine
Black • 2.4L I4 Engine
$42,990 • 26.4k miles
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#258 2015-2023 Toyota Highlander
CoPilot AI: It’s a “D-” Buy
- CARFAX: One Owner
- Very Low Mileage
- Dealer Rating - 4.6 stars
More details
2016 Toyota Highlander XLE AWD • Libertyville, IL
Black • 3.5L V6 Engine
Black • 3.5L V6 Engine
$16,375 • 147.8k miles
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#73 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $1,001 Price Drop
- Good Price - $703 Below Market
- Dealer Rating - 4.4 stars
More details
2019 Toyota Highlander XLE AWD • Stone Park, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$25,125 • 83.4k miles
•••
#120 2015-2023 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $625 Price Drop
- Fair Price - $775 Below Market
- Includes $165 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD • Lemont, IL
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$25,900 • 71.7k miles
•••
#39 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B” Buy
- $500 Price Drop
- Good Price - $1,308 Below Market
- Includes $551 Premium Upgrades
More details
2022 Toyota Highlander XLE AWD • Milwaukee, WI
Gray • 3.5L V6 Engine
Gray • 3.5L V6 Engine
$32,437 • 81.8k miles
•••
#233 2015-2023 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- $48 Price Drop
- Includes $494 Premium Upgrades
- CARFAX: One Owner
More details
2023 Toyota Highlander XLE FWD • Madison, WI
Red • 2.4L I4 Engine
Red • 2.4L I4 Engine
$34,506 • 57k miles
•••
#146 2015-2023 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $492 Price Drop
- Fair Price - $24 Above Market
- CARFAX: One Owner
More details
2016 Toyota Highlander LE Plus AWD • Green Bay, WI
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$19,995 • 117.3k miles
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#220 2015-2023 Toyota Highlander
CoPilot AI: It’s a “D+” Buy
- Motivation to Negotiate - Increasing
- Below Average Mileage
- Dealer Rating - 4.6 stars
More details
2021 Toyota Highlander XLE AWD • Glendale Heights, IL
Silver • 3.5L V6 Engine
Silver • 3.5L V6 Engine
$30,011 • 77.2k miles
•••
#162 2015-2023 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $365 Price Drop
- Fair Price - $336 Above Market
- Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander Hybrid XLE AWD • Roselle, IL
White • 2.5L I4 Engine
White • 2.5L I4 Engine
$33,449 • 57.9k miles
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#203 2015-2023 Toyota Highlander
CoPilot AI: It’s a “C-” Buy
- $487 Price Drop
- Motivation to Negotiate - Increasing
- Below Average Mileage
More details
2017 Toyota Highlander XLE AWD • Waukegan, IL
White • 3.5L V6 Engine
White • 3.5L V6 Engine
$16,899 • 154.2k miles
•••
#75 2015-2023 Toyota Highlander
CoPilot AI: It’s a “B-” Buy
- $200 Price Drop
- Good Price - $662 Below Market
- CARFAX: One Owner
More details
2023 Toyota Highlander XLE AWD • Lombard, IL
Black • 2.4L I4 Engine
Black • 2.4L I4 Engine
$37,980 • 47.3k miles
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#171 2015-2023 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- $3,910 Price Drop
- Fair Price - $515 Above Market
- CARFAX: One Owner
More details
2023 Toyota Highlander L FWD • Delavan, WI
2.4L I4 Engine
2.4L I4 Engine
$34,578 • 70.7k miles
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#303 2015-2023 Toyota Highlander
CoPilot AI: It’s a “F” Buy
- CARFAX: One Owner
- Motivation to Negotiate - High
- Dealer Rating - 4.3 stars
More details
2020 Toyota Highlander Hybrid XLE AWD • Janesville, WI
Blue • 2.5L I4 Engine
Blue • 2.5L I4 Engine
$27,126 • 125.7k miles
•••
#155 2015-2023 Toyota Highlander
CoPilot AI: It’s a “C+” Buy
- Fair Price - $197 Above Market
- Motivation to Negotiate - Very High
- Dealer Rating - 4.3 stars
More details
2023 Toyota Highlander XLE AWD • West Bend, WI
Gray • 2.4L I4 Engine
Gray • 2.4L I4 Engine
$41,045 • 22.4k miles
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#196 2015-2023 Toyota Highlander
CoPilot AI: It’s a “C-” Buy
- $310 Price Drop
- CARFAX: One Owner
- Very Low Mileage
More details
2026 Toyota Highlander
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