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Used 2020 Toyota Highlander for Sale in Boston, MA

Highlanders for Sale at Dealers

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2019 Toyota Highlander XLE AWD photo
19
2019 Toyota Highlander XLE AWD • East Longmeadow, MA
Black • 3.5L V6 Engine
$28,997 • 49.1k miles
•••

#19 2019-2021 Toyota Highlander

CoPilot AI: It’s a “B” Buy

  • Good Price - $1,290 Below Market
  • Includes $189 Premium Upgrades
  • CARFAX: One Owner
More details
2020 Toyota Highlander XLE AWD photo
2020 Toyota Highlander XLE AWD • Tewksbury, MA
White • 3.5L V6 Engine
$28,498 • 77.5k miles
•••

#79 2019-2021 Toyota Highlander

CoPilot AI: It’s a “D+” Buy

  • CARFAX: One Owner
  • Average Mileage
  • Dealer Rating - 4.6 stars
More details
2019 Toyota Highlander XLE AWD photo
2019 Toyota Highlander XLE AWD • Groton, CT
White • 3.5L V6 Engine
$23,599 • 94.7k miles
•••

#45 2019-2021 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $511 Below Market
  • Includes $153 Premium Upgrades
  • Average Mileage
More details
2019 Toyota Highlander Hybrid Limited Platinum AWD photo
2019 Toyota Highlander Hybrid Limited Platinum AWD • Worcester, MA
Red • 3.5L V6 Engine
$22,998 • 124.3k miles
•••

#61 2019-2021 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $513 Above Market
  • Motivation to Negotiate - Increasing
  • Dealer Rating - 4.8 stars
More details
2021 Toyota Highlander XLE AWD photo
2021 Toyota Highlander XLE AWD • Nashua, NH
Red • 3.5L V6 Engine
$31,600 • 70.1k miles
•••

#94 2019-2021 Toyota Highlander

CoPilot AI: It’s a “F” Buy

  • Average Mileage
  • Dealer Rating - 4.8 stars
More details
2019 Toyota Highlander XLE AWD photo
2019 Toyota Highlander XLE AWD • Burlington, MA
Gray • 3.5L V6 Engine
$21,498 • 133.2k miles
•••

#98 2019-2021 Toyota Highlander

CoPilot AI: It’s a “F” Buy

  • CARFAX: One Owner
  • Dealer Rating - 4.4 stars
More details
2020 Toyota Highlander XLE AWD photo
2020 Toyota Highlander XLE AWD • Swanzey, NH
Gray • 3.5L V6 Engine
$24,995 • 104.1k miles
•••

#47 2019-2021 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $330 Below Market
  • CARFAX: One Owner
  • Dealer Rating - 4.6 stars
More details
2019 Toyota Highlander XLE AWD photo
24
Price Drop
2019 Toyota Highlander XLE AWD • Weymouth, MA
White • 3.5L V6 Engine
$23,995 • 88.6k miles
•••

#24 2019-2021 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • $120 Price Drop
  • Good Price - $1,230 Below Market
  • Includes $159 Premium Upgrades
More details
2021 Toyota Highlander Hybrid Platinum AWD photo
Price Drop
2021 Toyota Highlander Hybrid Platinum AWD • Rochester, NH
Gray • 2.5L I4 Engine
$37,997 • 67.8k miles
•••

#58 2019-2021 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • $1 Price Drop
  • Fair Price - $348 Above Market
  • CARFAX: One Owner
More details
2019 Toyota Highlander LE AWD photo
2019 Toyota Highlander LE AWD • Boston, MA
Black • 3.5L V6 Engine
$25,946 • 58k miles
•••

#40 2019-2021 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • Fair Price - $612 Above Market
  • Includes $186 Premium Upgrades
  • Very Low Mileage
More details
2021 Toyota Highlander Limited AWD photo
2021 Toyota Highlander Limited AWD • Westerly, RI
White • 3.5L V6 Engine
$31,766 • 74.3k miles
•••

#30 2019-2021 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • Fair Price - $653 Below Market
  • Includes $691 Premium Upgrades
  • CARFAX: One Owner
More details
2019 Toyota Highlander XLE AWD photo
2019 Toyota Highlander XLE AWD • Brockton, MA
White • 3.5L V6 Engine
$28,995 • 69.8k miles
•••

#68 2019-2021 Toyota Highlander

CoPilot AI: It’s a “C-” Buy

  • Includes $176 Premium Upgrades
  • Very Low Mileage
  • Dealer Rating - 4.5 stars
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
2019 Toyota Highlander XLE AWD • Lancaster, MA
Silver • 3.5L V6 Engine
$21,663 • 112.7k miles
•••

#57 2019-2021 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • $335 Price Drop
  • Fair Price - $303 Above Market
  • Includes $136 Premium Upgrades
More details
2019 Toyota Highlander Limited Platinum AWD photo
2019 Toyota Highlander Limited Platinum AWD • Nashua, NH
White • 3.5L V6 Engine
$31,777 • 71.3k miles
•••

#86 2019-2021 Toyota Highlander

CoPilot AI: It’s a “D-” Buy

  • CARFAX: One Owner
  • Motivation to Negotiate - Very High
  • Very Low Mileage
More details
2020 Toyota Highlander Platinum AWD photo
2020 Toyota Highlander Platinum AWD • Milford, NH
Black • 3.5L V6 Engine
$29,465 • 93.2k miles
•••

#46 2019-2021 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $480 Below Market
  • Dealer Rating - 4.3 stars
More details
2019 Toyota Highlander LE AWD photo
8
2019 Toyota Highlander LE AWD • Walpole, MA
Silver • 3.5L V6 Engine
$23,975 • 48.3k miles
•••

#8 2019-2021 Toyota Highlander

CoPilot AI: It’s a “B+” Buy

  • Great Price - $2,989 Below Market
  • Includes $196 Premium Upgrades
  • Motivation to Negotiate - High
More details
2021 Toyota Highlander Hybrid XLE AWD photo
2021 Toyota Highlander Hybrid XLE AWD • Barnstable, MA
Silver • 2.5L I4 Engine
$32,200 • 65.3k miles
•••

#48 2019-2021 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $327 Below Market
  • CARFAX: One Owner
  • Below Average Mileage
More details
2021 Toyota Highlander XSE AWD photo
2021 Toyota Highlander XSE AWD • Sharon, MA
Black • 3.5L V6 Engine
$35,497 • 39.6k miles
•••

#65 2019-2021 Toyota Highlander

CoPilot AI: It’s a “C” Buy

  • Includes $1,231 Premium Upgrades
  • Very Low Mileage
  • Dealer Rating - 4.8 stars
More details
2019 Toyota Highlander Limited Platinum AWD photo
Price Drop
2019 Toyota Highlander Limited Platinum AWD • Mansfield, CT
Black • 3.5L V6 Engine
$31,985 • 47.8k miles
•••

#39 2019-2021 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • $1,000 Price Drop
  • Fair Price - $537 Above Market
  • Includes $173 Premium Upgrades
More details
2020 Toyota Highlander Hybrid XLE AWD photo
2020 Toyota Highlander Hybrid XLE AWD • Lexington, MA
Black • 2.5L I4 Engine
$27,768 • 103.1k miles
•••

#56 2019-2021 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $293 Above Market
  • Dealer Rating - 4.5 stars
More details
2021 Toyota Highlander XLE AWD photo
2021 Toyota Highlander XLE AWD • Holyoke, MA
Silver • 3.5L V6 Engine
$29,181 • 69.4k miles
•••

#53 2019-2021 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $71 Above Market
  • CARFAX: One Owner
  • Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander XLE AWD photo
2021 Toyota Highlander XLE AWD • North Attleborough, MA
Gray • 3.5L V6 Engine
$30,966 • 57.2k miles
•••

#42 2019-2021 Toyota Highlander

CoPilot AI: It’s a “B-” Buy

  • Fair Price - $716 Above Market
  • Below Average Mileage
  • Dealer Rating - 4.5 stars
More details
2019 Toyota Highlander XLE AWD photo
Price Drop
2019 Toyota Highlander XLE AWD • Raynham, MA
Blue • 3.5L V6 Engine
$26,539 • 85.9k miles • Certified
•••

#75 2019-2021 Toyota Highlander

CoPilot AI: It’s a “D+” Buy

  • $100 Price Drop
  • Below Average Mileage
  • Dealer Rating - 4.2 stars
More details
2019 Toyota Highlander LE Plus AWD photo
2019 Toyota Highlander LE Plus AWD • Lynn, MA
Gray • 3.5L V6 Engine
$20,465 • 102.2k miles
•••

#50 2019-2021 Toyota Highlander

CoPilot AI: It’s a “C+” Buy

  • Fair Price - $151 Below Market
  • Includes $137 Premium Upgrades
  • Average Mileage
More details
2019 Toyota Highlander SE AWD photo
2019 Toyota Highlander SE AWD • Auburn, MA
Black • 3.5L V6 Engine
$34,537 • 45.8k miles
•••

#88 2019-2021 Toyota Highlander

CoPilot AI: It’s a “D-” Buy

  • Includes $175 Premium Upgrades
  • Motivation to Negotiate - Very High
  • Very Low Mileage
More details
1-25 of 132 results
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2020 Toyota Highlander

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