CoPilot AI-Assisted Car Shopping

 New Search
 Save
 Sort
 Share

Used 2020 Toyota Highlander for Sale in Sarasota, FL

Highlanders for Sale at Dealers

Filters
Price
Year
Mileage
Trim
2019 Toyota Highlander XLE FWD photo
Price Drop
2019 Toyota Highlander XLE FWD • Sarasota, FL
Gray • 3.5L V6 Engine
$24,000 • 60.2k miles
•••

Not Ranked

CoPilot AI: It’s an “A+” Buy

  • $500 Price Drop
  • Great Price - $2,112 Below Market
  • Motivation to Negotiate - High
More details
2020 Toyota Highlander Platinum AWD photo
Price Drop
New Find
2020 Toyota Highlander Platinum AWD • Sarasota, FL
White • 3.5L V6 Engine
$35,500 • 55.1k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $1,500 Price Drop
  • Fair Price - $658 Above Market
  • Very Low Mileage
More details
2020 Toyota Highlander Hybrid Limited AWD photo
New Find
2020 Toyota Highlander Hybrid Limited AWD • Bradenton, FL
Red • 2.5L I4 Engine
$35,447 • 50.9k miles • Certified
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $513 Below Market
  • Very Low Mileage
  • Dealer Rating - 4.3 stars
More details
2021 Toyota Highlander Hybrid Limited FWD photo
Price Drop
New Find
2021 Toyota Highlander Hybrid Limited FWD • Sarasota, FL
Red • 2.5L I4 Engine
$31,741 • 73.9k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • Fair Price - $766 Above Market
  • CARFAX: One Owner
  • Average Mileage
More details
2021 Toyota Highlander XLE AWD photo
Price Drop
2021 Toyota Highlander XLE AWD • Bradenton, FL
Gray • 3.5L V6 Engine
$28,166 • 66.9k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $327 Price Drop
  • Fair Price - $659 Below Market
  • CARFAX: One Owner
More details
2019 Toyota Highlander LE Plus FWD photo
New Find
2019 Toyota Highlander LE Plus FWD • Bradenton, FL
White • 3.5L V6 Engine
$24,998 • 73.7k miles
•••

Not Ranked

CoPilot AI: It’s a “D+” Buy

  • Below Average Mileage
  • Dealer Rating - 4.6 stars
More details
2021 Toyota Highlander Hybrid Limited FWD photo
New Find
2021 Toyota Highlander Hybrid Limited FWD • Bradenton, FL
Gray • 2.5L I4 Engine
$32,253 • 79.8k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $956 Below Market
  • Includes $699 Premium Upgrades
  • CARFAX: One Owner
More details
2021 Toyota Highlander Hybrid XLE AWD photo
Price Drop
2021 Toyota Highlander Hybrid XLE AWD • Venice, FL
Gray • 2.5L I4 Engine
$30,577 • 76.1k miles • Certified
•••

Not Ranked

CoPilot AI: It’s an “A-” Buy

  • $1,000 Price Drop
  • Good Price - $1,120 Below Market
  • Includes $722 Premium Upgrades
More details
2021 Toyota Highlander L FWD photo
Price Drop
2021 Toyota Highlander L FWD • Venice, FL
White • 3.5L V6 Engine
$23,093 • 90.4k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $2,595 Price Drop
  • Fair Price - $454 Above Market
  • CARFAX: One Owner
More details
2021 Toyota Highlander Limited FWD photo
New Find
2021 Toyota Highlander Limited FWD • St. Petersburg, FL
Gold • 3.5L V6 Engine
$32,990 • 57.5k miles
•••

Not Ranked

CoPilot AI: It’s an “A” Buy

  • Good Price - $1,581 Below Market
  • Includes $766 Premium Upgrades
  • CARFAX: One Owner
More details
2021 Toyota Highlander XLE FWD photo
Price Drop
2021 Toyota Highlander XLE FWD • St. Petersburg, FL
Gray • 3.5L V6 Engine
$29,691 • 38k miles
•••

Not Ranked

CoPilot AI: It’s an “A+” Buy

  • $300 Price Drop
  • Great Price - $2,622 Below Market
  • CARFAX: One Owner
More details
2019 Toyota Highlander LE Plus FWD photo
Price Drop
2019 Toyota Highlander LE Plus FWD • Pinellas Park, FL
White • 3.5L V6 Engine
$18,200 • 124.4k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $74 Price Drop
  • Fair Price - $22 Below Market
  • CARFAX: One Owner
More details
2020 Toyota Highlander LE AWD photo
New Find
2020 Toyota Highlander LE AWD • Pinellas Park, FL
Silver • 3.5L V6 Engine
$25,489 • 84.6k miles
•••

Not Ranked

CoPilot AI: It’s a “D” Buy

  • Average Mileage
  • Dealer Rating - 4.6 stars
More details
2021 Toyota Highlander XLE FWD photo
Price Drop
New Find
2021 Toyota Highlander XLE FWD • Pinellas Park, FL
Blue • 3.5L V6 Engine
$27,271 • 80.7k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $229 Price Drop
  • Fair Price - $449 Above Market
  • CARFAX: One Owner
More details
2021 Toyota Highlander LE FWD photo
Price Drop
2021 Toyota Highlander LE FWD • Pinellas Park, FL
White • 3.5L V6 Engine
$19,254 • 144.7k miles
•••

Not Ranked

CoPilot AI: It’s a “B-” Buy

  • $1,436 Price Drop
  • Fair Price - $249 Above Market
  • Motivation to Negotiate - Increasing
More details
2021 Toyota Highlander Platinum FWD photo
New Find
2021 Toyota Highlander Platinum FWD • Pinellas Park, FL
Blue • 3.5L V6 Engine
$38,734 • 38.7k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $465 Above Market
  • Very Low Mileage
  • Dealer Rating - 4.6 stars
More details
2021 Toyota Highlander Hybrid Platinum AWD photo
Price Drop
New Find
2021 Toyota Highlander Hybrid Platinum AWD • Clearwater, FL
Gray • 2.5L I4 Engine
$35,998 • 77.4k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $1,000 Price Drop
  • Fair Price - $728 Below Market
  • Average Mileage
More details
2019 Toyota Highlander XLE AWD photo
2019 Toyota Highlander XLE AWD • Clearwater, FL
Gray • 3.5L V6 Engine
$25,995 • 79.5k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • Fair Price - $523 Below Market
  • Includes $167 Premium Upgrades
  • Below Average Mileage
More details
2021 Toyota Highlander L FWD photo
Price Drop
New Find
2021 Toyota Highlander L FWD • Tampa, FL
Blue • 3.5L V6 Engine
$25,598 • 62k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $390 Price Drop
  • Fair Price - $187 Below Market
  • Below Average Mileage
More details
2020 Toyota Highlander Hybrid Limited FWD photo
Price Drop
2020 Toyota Highlander Hybrid Limited FWD • Punta Gorda, FL
Gray • 2.5L I4 Engine
$31,026 • 64.5k miles • Certified
•••

Not Ranked

CoPilot AI: It’s an “A-” Buy

  • $1,701 Price Drop
  • Good Price - $1,517 Below Market
  • CARFAX: One Owner
More details
2019 Toyota Highlander Limited AWD photo
Price Drop
2019 Toyota Highlander Limited AWD • Punta Gorda, FL
Brown • 3.5L V6 Engine
$23,500 • 100.8k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $254 Price Drop
  • Good Price - $815 Below Market
  • Motivation to Negotiate - Increasing
More details
2019 Toyota Highlander XLE FWD photo
New Find
2019 Toyota Highlander XLE FWD • Tampa, FL
White • 3.5L V6 Engine
$21,991 • 98.5k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • Fair Price - $154 Below Market
  • Average Mileage
  • Dealer Rating - 4.5 stars
More details
2020 Toyota Highlander Hybrid XLE FWD photo
Price Drop
2020 Toyota Highlander Hybrid XLE FWD • Tampa, FL
Gray • 2.5L I4 Engine
$31,494 • 55.5k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $465 Price Drop
  • Fair Price - $702 Below Market
  • CARFAX: One Owner
More details
2020 Toyota Highlander XLE FWD photo
Price Drop
2020 Toyota Highlander XLE FWD • Tampa, FL
Silver • 3.5L V6 Engine
$23,583 • 108.2k miles
•••

Not Ranked

CoPilot AI: It’s a “B” Buy

  • $169 Price Drop
  • Fair Price - $578 Above Market
  • Dealer Rating - 4.6 stars
More details
2021 Toyota Highlander Limited FWD photo
Price Drop
2021 Toyota Highlander Limited FWD • Tampa, FL
Red • 3.5L V6 Engine
$30,748 • 85k miles
•••

Not Ranked

CoPilot AI: It’s a “B+” Buy

  • $100 Price Drop
  • Fair Price - $257 Below Market
  • Includes $681 Premium Upgrades
More details
1-25 of 95 results

2020 Toyota Highlander

Mid-size Crossover
Seats
8
Fuel Economy
35City MPG
35Hwy MPG
NHTSA Rating Summary
Copilot Rating
Dimensions
Most Popular Models like Highlander
Toyota Highlander near Sarasota, FL
Other Years
Research More Models
View more SUVs

© 2026 CoPilot. All Rights Reserved.