CoPilot AI-Assisted Car Shopping

 New Search
 Save
 Sort
 Share

Used 2015 Toyota Highlander for Sale in Milwaukee, WI

Highlanders for Sale at Dealers

Filters
Price
Year
Mileage
Trim
2017 Toyota Highlander Limited Platinum AWD photo
2017 Toyota Highlander Limited Platinum AWD Holland, MI
Green 3.5L V6 Engine
$22,990 107.7k miles
•••

#94 2015-2019 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • Fair Price - $516 Above Market
  • Includes $109 Premium Upgrades
  • Average Mileage
More details
2019 Toyota Highlander LE FWD photo
Price Drop
2019 Toyota Highlander LE FWD Madison, WI
Gray 2.7L I4 Engine
$19,920 92.9k miles
•••

#63 2015-2019 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • $575 Price Drop
  • Fair Price - $564 Below Market
  • Includes $168 Premium Upgrades
More details
2016 Toyota Highlander Limited AWD photo
2016 Toyota Highlander Limited AWD Kenosha, WI
White 3.5L V6 Engine
$21,998 96.7k miles
•••

#53 2015-2019 Toyota Highlander

CoPilot AI: It’s aB-” Buy

  • Fair Price - $276 Above Market
  • Includes $349 Premium Upgrades
  • Below Average Mileage
More details
2019 Toyota Highlander XLE AWD photo
10
2019 Toyota Highlander XLE AWD Huntley, IL
Gray 3.5L V6 Engine
$22,667 92.3k miles
•••

#10 2015-2019 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $1,720 Below Market
  • Includes $552 Premium Upgrades
  • CARFAX: One Owner
More details
2019 Toyota Highlander XLE AWD photo
1
Price Drop
2019 Toyota Highlander XLE AWD Elmhurst, IL
Gray 3.5L V6 Engine
$29,175 47.9k miles
•••

#1 2015-2019 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,217 Price Drop
  • Great Price - $5,661 Below Market
  • Motivation to Negotiate - Increasing
More details
2018 Toyota Highlander Limited AWD photo
2018 Toyota Highlander Limited AWD Naperville, IL
Gray 3.5L V6 Engine
$29,983 40.6k miles
•••

#101 2015-2019 Toyota Highlander

CoPilot AI: It’s aC-” Buy

  • Very Low Mileage
  • Dealer Rating - 4.6 stars
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
2019 Toyota Highlander XLE AWD Holland, MI
Gray 3.5L V6 Engine
$20,600 151.7k miles
•••

#99 2015-2019 Toyota Highlander

CoPilot AI: It’s aC” Buy

  • $390 Price Drop
  • Fair Price - $533 Above Market
  • Includes $122 Premium Upgrades
More details
2015 Toyota Highlander Limited FWD photo
18
Price Drop
2015 Toyota Highlander Limited FWD Glenview, IL
3.5L V6 Engine
$17,995 102.4k miles
•••

#18 2015-2019 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $1,000 Price Drop
  • Great Price - $1,327 Below Market
  • CARFAX: One Owner
More details
2017 Toyota Highlander LE AWD photo
Price Drop
2017 Toyota Highlander LE AWD Addison, IL
Silver 3.5L V6 Engine
$16,495 141.5k miles
•••

#93 2015-2019 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • $490 Price Drop
  • Fair Price - $480 Above Market
  • Motivation to Negotiate - Very High
More details
2019 Toyota Highlander LE Plus FWD photo
Price Drop
2019 Toyota Highlander LE Plus FWD Libertyville, IL
Silver 3.5L V6 Engine
$20,020 93.4k miles
•••

#30 2015-2019 Toyota Highlander

CoPilot AI: It’s aB-” Buy

  • $91 Price Drop
  • Good Price - $1,139 Below Market
  • Dealer Rating - 4.4 stars
More details
2017 Toyota Highlander XLE AWD photo
12
Price Drop
2017 Toyota Highlander XLE AWD Chicago, IL
Black 3.5L V6 Engine
$19,995 102.4k miles
•••

#12 2015-2019 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • Great Price - $1,524 Below Market
  • Motivation to Negotiate - Increasing
  • Average Mileage
More details
2017 Toyota Highlander LE Plus AWD photo
Price Drop
2017 Toyota Highlander LE Plus AWD Milwaukee, WI
Gray 3.5L V6 Engine
$20,500 109.5k miles
•••

#107 2015-2019 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • $2,480 Price Drop
  • Includes $131 Premium Upgrades
  • Average Mileage
More details
2018 Toyota Highlander Limited Platinum AWD photo
13
Price Drop
2018 Toyota Highlander Limited Platinum AWD Muskegon, MI
Silver 3.5L V6 Engine
$20,583 125.5k miles
•••

#13 2015-2019 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $400 Price Drop
  • Great Price - $1,511 Below Market
  • Includes $317 Premium Upgrades
More details
2018 Toyota Highlander XLE AWD photo
2018 Toyota Highlander XLE AWD Green Bay, WI
White 3.5L V6 Engine
$23,990 117.4k miles
•••

#144 2015-2019 Toyota Highlander

CoPilot AI: It’s aF” Buy

  • Includes $126 Premium Upgrades
  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.6 stars
More details
2016 Toyota Highlander XLE AWD photo
4
Price Drop
2016 Toyota Highlander XLE AWD Crestwood, IL
White 3.5L V6 Engine
$15,499 139.4k miles
•••

#4 2015-2019 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $251 Price Drop
  • Great Price - $2,618 Below Market
  • Includes $349 Premium Upgrades
More details
2016 Toyota Highlander Limited AWD photo
2016 Toyota Highlander Limited AWD Arlington Heights, IL
Black 3.5L V6 Engine
$22,995 69.5k miles
•••

#49 2015-2019 Toyota Highlander

CoPilot AI: It’s aB-” Buy

  • Fair Price - $164 Below Market
  • CARFAX: One Owner
  • Very Low Mileage
More details
2018 Toyota Highlander XLE AWD photo
Price Drop
2018 Toyota Highlander XLE AWD Appleton, WI
Blue 3.5L V6 Engine
$15,984 187.3k miles
•••

#127 2015-2019 Toyota Highlander

CoPilot AI: It’s aD” Buy

  • $316 Price Drop
  • Includes $92 Premium Upgrades
  • CARFAX: One Owner
More details
2019 Toyota Highlander XLE AWD photo
23
Price Drop
2019 Toyota Highlander XLE AWD Barrington, IL
Black 3.5L V6 Engine
$26,563 49.1k miles
•••

#23 2015-2019 Toyota Highlander

CoPilot AI: It’s aB” Buy

  • $860 Price Drop
  • Good Price - $1,243 Below Market
  • Includes $177 Premium Upgrades
More details
2019 Toyota Highlander XLE AWD photo
2019 Toyota Highlander XLE AWD Madison, WI
Silver 3.5L V6 Engine
$26,169 84.2k miles
•••

#126 2015-2019 Toyota Highlander

CoPilot AI: It’s aD+” Buy

  • Motivation to Negotiate - High
  • Average Mileage
  • Dealer Rating - 4.5 stars
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
2019 Toyota Highlander XLE AWD East Dundee, IL
Gray 3.5L V6 Engine
$24,700 76k miles
•••

#37 2015-2019 Toyota Highlander

CoPilot AI: It’s aB-” Buy

  • $25 Price Drop
  • Good Price - $846 Below Market
  • Includes $585 Premium Upgrades
More details
2018 Toyota Highlander XLE AWD photo
Price Drop
2018 Toyota Highlander XLE AWD Holland, MI
Silver 3.5L V6 Engine
$21,986 114.3k miles
•••

#95 2015-2019 Toyota Highlander

CoPilot AI: It’s aC+” Buy

  • $700 Price Drop
  • Fair Price - $575 Above Market
  • Includes $127 Premium Upgrades
More details
2017 Toyota Highlander Limited AWD photo
2017 Toyota Highlander Limited AWD Milwaukee, WI
Black 3.5L V6 Engine
$17,997 165.5k miles
•••

#138 2015-2019 Toyota Highlander

CoPilot AI: It’s aF” Buy

  • CARFAX: One Owner
  • Dealer Rating - 4.2 stars
More details
2019 Toyota Highlander Limited AWD photo
Price Drop
2019 Toyota Highlander Limited AWD Naperville, IL
Red 3.5L V6 Engine
$31,900 43k miles
•••

#105 2015-2019 Toyota Highlander

CoPilot AI: It’s aC-” Buy

  • $262 Price Drop
  • Very Low Mileage
  • Dealer Rating - 4.8 stars
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
2019 Toyota Highlander XLE AWD Watertown, WI
Gray 3.5L V6 Engine
$26,830 78.4k miles
•••

#141 2015-2019 Toyota Highlander

CoPilot AI: It’s aF” Buy

  • $76 Price Drop
  • Motivation to Negotiate - Increasing
  • Average Mileage
More details
2017 Toyota Highlander LE Plus AWD photo
9
Price Drop
2017 Toyota Highlander LE Plus AWD Berwyn, IL
Gray 3.5L V6 Engine
$18,400 101.4k miles
•••

#9 2015-2019 Toyota Highlander

CoPilot AI: It’s aB+” Buy

  • $50 Price Drop
  • Great Price - $1,768 Below Market
  • Includes $433 Premium Upgrades
More details
1-25 of 192 results

2015 Toyota Highlander

Mid-size Crossover
Seats
8
Fuel Economy
19City MPG
25Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions

© 2025 CoPilot. All Rights Reserved.