Used 2020 Toyota Highlander for Sale near Massachusetts

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Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
88,359
Stock #:
62N00376A
VIN:
5TDHZRBH9MS557542
Blue 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2021 Toyota Highlander

XLE AWD

88,359 mi

Smithfield, RI
37 mi away
Good Deal
Manufacturer certified

$27,670

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
88,786
Stock #:
2992
VIN:
5TDJZRFH8KS730914
Red 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2019 Toyota Highlander

XLE AWD

88,786 mi

Home delivery from Penns Grove, NJ
Free home delivery
Great Deal

$22,500

CarGurus Analysis:

2020 Toyota Highlander

4.6

  • With 3,085 currently listed for sale and an average price of $27,826.00, 32.7% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it a 7.67 / 10.

  • 70.9% of 2020 Highlander models on CarGurus are accident free.

Research summarized using AI

Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Green
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
8-Speed Automatic
Mileage:
57,102
Stock #:
505367
VIN:
5TDHZRBH1LS505367
Green 2020 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2020 Toyota Highlander

XLE AWD

57,102 mi

Home delivery from Gallup, NM
Price includes $3,092 shipping
Fair Deal

$30,586

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Moon Dust
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Mileage:
51,008
Stock #:
P169312B
VIN:
5TDHZRBH9MS069949
Moon Dust 2021 Toyota Highlander SUV / Crossover All-Wheel Drive

 

2021 Toyota Highlander

XLE AWD

51,008 mi

Fitchburg, MA
40 mi away
Fair Deal

$33,191

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
128,649
Stock #:
R534482
VIN:
5TDBZRBH4MS534482
Blue 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2021 Toyota Highlander

LE AWD

128,649 mi

Home delivery from Warwick, RI
Price includes $98 shipping
Good Deal

$20,442

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
8-Speed Automatic
Mileage:
87,174
Stock #:
110988
VIN:
5TDDZRFH5KS962142
White (Blizzard Pearl) 2019 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2019 Toyota Highlander

Limited Platinum AWD

87,174 mi

Nashua, NH
39 mi away
Good Deal

$27,995

CarGurus Analysis: 2020 Toyota Highlander

7.7
of 10
overall
Look and feel7/10
Technology7/10
Performance6/10
Safety9/10
Form & function9/10
Cost effectiveness8/10
Image Not Available

Summary

  • With 3,085 currently listed for sale and an average price of $27,826.00, 32.7% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.6 / 5 stars and CarGurus experts gave it a 7.67 / 10.

  • 70.9% of 2020 Highlander models on CarGurus are accident free.

Why it stands out

The 2020 Toyota Highlander stands out by putting comfort ahead of flash. It was redesigned for 2020, and the result is a midsize three-row SUV that emphasizes silent operation, a soft ride, and a cosseting interior. The Highlander is described as the most comfortable midsize SUV, and its upper trims are said to feel and drive just like a Lexus, without the upcharge. That makes it appealing to buyers who want a family SUV that feels calm and upscale rather than exciting.

It also brings standard advanced safety features and a spacious cabin, two qualities that matter a lot in this segment. At the same time, the Highlander is not trying to win over drivers who value sharp responses or standout styling. Its handling is described as poor, and its styling as uninspired, so its strengths are clearly in comfort, space, and an easygoing character rather than driving enjoyment or visual drama.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,499.00
    • Good/great deal percentage: 35.9%
    • User rating: 5 / 5
    • Total listings: 3,198
  • 2023 Toyota Highlander

    • Average price: $35,505.00
    • Good/great deal percentage: 34.4%
    • User rating: 4.75 / 5
    • Total listings: 3,837
  • 2022 Toyota Highlander

    • Average price: $32,925.00
    • Good/great deal percentage: 34.0%
    • User rating: 4.5 / 5
    • Total listings: 4,296

This analysis is based on CarGurus' proprietary market data from August 24, 2026, CarGurus experts' opinions, and generative AI.

Read full review

*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.

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