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Used 2020 Toyota Highlander for Sale near Massachusetts

255 results
Boston, MA
2020 Toyota Highlander XLE AWD Autobahn USA - Dedham

2020 Toyota Highlander

XLE AWD

64,860 miles

$28,600

Good Deal
Dedham, MA
11 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
64,860
Stock number:
DM5610
VIN:
5TDHZRBH1LS050813

Sponsored

2021 Toyota Highlander XLE AWD

2021 Toyota Highlander

XLE AWD

53,478 miles

$29,998

Great Deal
Framingham, MA
18 mi away
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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
53,478
Stock number:
CTB008140B
VIN:
5TDHZRBH8MS550663

Sponsored

2020 Toyota Highlander XLE AWD

2020 Toyota Highlander

XLE AWD

56,436 miles

$30,987

Fair Deal
Stratham, NH
45 mi away
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:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
56,436
Stock number:
P3558
VIN:
5TDGZRBHXLS501474

Sponsored

2019 Toyota Highlander XLE AWD

2019 Toyota Highlander

XLE AWD

80,070 miles

$22,988

Great Deal
Nashua, NH
35 mi away
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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
80,070
Stock number:
25321A
VIN:
5TDJZRFH8KS589455

2019 Toyota Highlander Limited AWD

2019 Toyota Highlander

Limited AWD

81,313 miles

$25,599

Great Deal
Abington, MA
19 mi away
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:
Midnight Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
81,313
Stock number:
30931
VIN:
5TDDZRFH5KS956292

2021 Toyota Highlander Limited AWD

2021 Toyota Highlander

Limited AWD

80,667 miles

$29,220

Good Deal
Nashua, NH
32 mi away
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:
Moondust
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
80,667
Stock number:
N6100A
VIN:
5TDDZRBH5MS106168

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2021 Toyota Highlander

XLE AWD

53,891 miles

$29,388

Good Deal
East Providence, RI
40 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
53,891
Stock number:
T25R449A
VIN:
5TDGZRBH5MS061116

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2020 Toyota Highlander

XLE AWD

44,092 miles

$29,998

Good Deal
Allston, MA
4 mi away
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:
White (Blizzard Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
44,092
Stock number:
BL393913A
VIN:
5TDGZRBHXLS049204

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2021 Toyota Highlander

XLE AWD

50,365 miles

$30,500

Good Deal
Johnston, RI
43 mi away
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:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
50,365
Stock number:
PHKB1767
VIN:
5TDHZRBH7MS139576

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2021 Toyota Highlander

XLE AWD

53,478 miles

$29,998

Great Deal
Framingham, MA
18 mi away
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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
53,478
Stock number:
CTB008140B
VIN:
5TDHZRBH8MS550663

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2019 Toyota Highlander

XLE AWD

18,135 miles

$28,910

Great Deal
North Attleboro, MA
31 mi away
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:
Black
Transmission:
8-Speed Automatic
Mileage:
18,135
Stock number:
HS20161A
VIN:
5TDJZRFH7KS579824

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2019 Toyota Highlander

LE Plus AWD

101,277 miles

$17,988

Great Deal
East Providence, RI
40 mi away
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:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
101,277
Stock number:
T25R515A
VIN:
5TDBZRFH9KS711583

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2019 Toyota Highlander

SE AWD

133,285 miles

$19,725

Good Deal
Weymouth, MA
10 mi away
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:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
133,285
Stock number:
KS562885
VIN:
5TDJZRFH8KS562885

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2020 Toyota Highlander

Limited AWD

38,240 miles

$32,198

Good Deal
Sudbury, MA
17 mi away
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:
Magnetic Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
38,240
Stock number:
B35569A
VIN:
5TDDZRBH1LS004980

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2019 Toyota Highlander

XLE AWD

70,983 miles

$24,900

Good Deal
Johnston, RI
43 mi away
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:
Black
Transmission:
8-Speed Automatic
Mileage:
70,983
Stock number:
K5038A
VIN:
5TDJZRFHXKS617756

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2019 Toyota Highlander

XLE AWD

142,846 miles

$17,847

Good Deal
Danvers, MA
14 mi away
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:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
142,846
Stock number:
KS587256
VIN:
5TDJZRFH3KS587256

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2021 Toyota Highlander

Platinum AWD

22,674 miles

$38,495

Good Deal
Topsfield, MA
20 mi away
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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Glazed Caramel
Transmission:
Automatic
Mileage:
22,674
Stock number:
5758
VIN:
5TDFZRBH9MS089271

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2019 Toyota Highlander

XLE AWD

51,123 miles

$27,998

Fair Deal
Hingham, MA
15 mi away
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:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
Automatic
Mileage:
51,123
Stock number:
H11640A
VIN:
5TDJZRFH3KS606288

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2019 Toyota Highlander

XLE AWD

84,235 miles

$23,980

Good Deal
North Attleboro, MA
31 mi away
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:
Black
Transmission:
8-Speed Automatic
Mileage:
84,235
Stock number:
A04249A
VIN:
5TDJZRFH4KS571793

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2019 Toyota Highlander

Limited Platinum AWD

37,111 miles

$31,500

Good Deal
Rockland, MA
16 mi away
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:
Ooh La La Rouge Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
37,111
Stock number:
KS939312
VIN:
5TDDZRFHXKS939312

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2019 Toyota Highlander

XLE AWD

95,683 miles

$23,399

Fair Deal
Methuen, MA
27 mi away
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
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
95,683
Stock number:
932730
VIN:
5TDJZRFH0KS932730

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  1. Home
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Overview
Reviews
FAQs

CarGurus Analysis: 2020 Toyota Highlander

Picture of 2020 Toyota Highlander

Summary

  • With 3,672 currently listed for sale on CarGurus and an average price of $28,162.50, 36.7% of 2020 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • Favorably reviewed: Owners rated the 2020 Toyota Highlander 4.5 / 5 stars and CarGurus experts gave it an 7.7 / 10.
  • 73.2% of 2020 Highlander models on CarGurus are accident free.
  • The 2020 Toyota Highlander excelled in providing a spacious and tranquil ride, featuring a premium-like interior that offered comfort comparable to luxury brands, while incorporating standard advanced safety features.

Why it stands out

The 2020 Toyota Highlander distinguished itself in the midsize three-row SUV segment with its exceptional passenger comfort and tranquil ride quality. Its redesigned interior offered a luxurious feel akin to that of higher-end Lexus models, making it a standout choice for families seeking both space and serenity during their journeys. While it may not have boasted the most exciting styling or handling, the Highlander excelled in providing a quiet, effortless driving experience, supported by standard advanced safety features that enhanced its appeal.

Other model years to consider

  • 2022 Toyota Highlander: This year offers $33,925.22 average price, 34% good/great deals, 4.6/5 user rating, 8.2/10 expert rating, 6,414 listings.
  • 2021 Toyota Highlander: This year offers $30,564.27 average price, 35% good/great deals, 4.8/5 user rating, 7.5/10 expert rating, 4,592 listings.
  • 2023 Toyota Highlander: This year offers $35,595.40 average price, 34% good/great deals, 4.4/5 user rating, 6,158 listings.

This analysis is based on CarGurus' proprietary market data from December 3, 2025, CarGurus experts' opinions, and generative AI.

4.5 Overall rating

(33 reviews)
Karen D
4.0
Reviewed a 2020 Toyota Highlander on Mar 11, 2024

The 2020 Toyota Highlander XLE drives great!! Very smooth ride and great acceleration. I loved how it could turn tight corners, like when pulling out onto a 4-lane road. A lot of great features. The sound system was ok, but realized it wasnt that great after comparing it to the 2021 Limited with JBL speakers. Wish it had the nicer sound system. There were two things I was very disappointed in. The seats seemed rather shallow, compared to the seats in my 2012 Limited Highlander. My friend and I both felt like we were sliding off the edge of the front seats. Does Toyota think that Americans are getting smaller? The other thing was that the visors were not long enough to come all the way out to the edge of the windshield. There was at least a two inch gap between the outside edge of the visor and the outside edge of the windshield!! What the heck were they thinking! Driving toward the sun in the late afternoon was terrible because the sun was in my eyes and there was nothing I could do about it. Again, my 2012 Highlander has this one beat because the visor is plenty long enough. What a stupid place to try to save a buck! Those two things have me looking at other vehicles because I dont want to settle for something that is uncomfortable, and when you pay 40K for a vehicle, it better be good in every aspect!

Anonymous
5.0
Reviewed a 2020 Toyota Highlander on Nov 07, 2020

Most comfortable riding vehicle that we have ever purchased. Great features and a great looking vehicle as well.

Kris B
5.0
Reviewed a 2020 Toyota Highlander on May 22, 2023

Absolutely love this car. Great comfortable family vehicle with plenty of space, and features

Lee W
4.0
Reviewed a 2020 Toyota Highlander on Feb 27, 2020

The ride was smooth, the Highlander is quick and very quiet. I loved many of the features it had, like the posted speed limit on the instrument cluster. What really disappointed me was the passenger seat comfort. The seat bottom only adjusts fron-to-rear, not up or down so I wasn’t as comfortable in it as I was the Hyundai Palisade or the Kia Telluride. It’s still a really good vehicle.

Becky S
5.0
Reviewed a 2020 Toyota Highlander on Nov 22, 2022

Just picked one up Saturday! Absolutely love it, love the features, everything about it. Love the 3 row seats for all the grandkids. Had a Lexus RX350, feel there very similar just a little more room in the Highlander. Levy’s very smooth driving though.

2020 Toyota Highlander FAQs

How much does the 2020 Toyota Highlander cost in Massachusetts?

The average 2020 Toyota Highlander costs about $28,015.43. The average price has decreased by -7.3% since last year. The 256 for sale near Massachusetts on CarGurus, range from $10,485 to $41,998 in price.

Is the 2020 Toyota Highlander a good car?

CarGurus experts gave the 2020 Toyota Highlander an overall rating of 7.7/10 and 2020 Toyota Highlander owners have rated the vehicle a 4.5/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many 2020 Toyota Highlander vehicles in Massachusetts have no reported accidents or damage?

256 out of 256 for sale near Massachusetts have no reported accidents or damage.

Is the 2020 Toyota Highlander safe?

CarGurus experts gave the 2020 Toyota Highlander a safety rating of 9/10.

What is the fuel economy of the 2020 Toyota Highlander?

Depending on the engine and options, the 2020 Toyota Highlander gets between 22 and 23 MPG (or MPGe).

What fuel types are available?

Gasoline engines are available.

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