Used 2020 Toyota Highlander for Sale nearNew Haven, CT

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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:
98,682
Stock #:
TUC12930O
VIN:
5TDJZRFH8KS617660
Midnight Black Metallic 2019 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival
Shaker's Family Hyundai

Sponsored by Shaker's Family Hyundai

2019 Toyota Highlander

XLE AWD

98,682 mi

Watertown, CT
20 mi away
Fair Deal

$24,054

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:
51,248
Stock #:
46403UU
VIN:
5TDGZRBH3MS159576
Blue 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2021 Toyota Highlander

XLE AWD

51,248 mi

Riverhead, NY
29 mi away
Fair Deal
Manufacturer certified

$33,378

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

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:
Black
Transmission:
8-Speed Automatic
Mileage:
89,930
Stock #:
29142
VIN:
5TDCZRBHXMS530280
Celestial Silver Metallic 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2021 Toyota Highlander

L AWD

89,930 mi

Home delivery from Cambridge, OH
Price includes $693 shipping
Great Deal

$23,270

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:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
86,881
Stock #:
T159582U
VIN:
5TDHZRBH3MS159582
Magnetic Gray Metallic 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2021 Toyota Highlander

XLE AWD

86,881 mi

Home delivery from Avenel, NJ
Price includes $261 shipping
Great Deal

$26,619

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 $2,948 shipping
Fair Deal

$30,442

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:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
74,870
Stock #:
KU1147A
VIN:
5TDDZRBH5LS018350
Blueprint 2020 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2020 Toyota Highlander

Limited AWD

74,870 mi

Home delivery from Norwood, MA
Price includes $151 shipping
Good Deal

$29,446

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 $162 shipping
Fair Deal

$20,506

Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Ooh La La Rouge Mica
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Saddle Tan)
Transmission:
Automatic
Mileage:
80,353
Stock #:
316821
VIN:
5TDYZRFH4KS316821
Ooh La La Rouge Mica 2019 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2019 Toyota Highlander

Limited Platinum FWD

80,353 mi

Home delivery from Butler, NJ
Price includes $79 shipping
Great Deal

$23,558

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:
67,553
Stock #:
XAX-MS133063
VIN:
5TDDZRBH5MS133063
White 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2021 Toyota Highlander

Limited AWD

67,553 mi

Home delivery from Bloomfield, NJ
Price includes $350 shipping
Great Deal

$31,230

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:
Gray
Transmission:
Automatic
Mileage:
63,765
Stock #:
6257
VIN:
5TDHZRBH5LS516257
Celestial Silver Metallic 2020 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2020 Toyota Highlander

XLE AWD

63,765 mi

Home delivery from Little Ferry, NJ
Price includes $500 shipping
Great Deal

$28,294

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
Transmission:
Automatic
Mileage:
98,641
Stock #:
601861
VIN:
5TDJZRFH4KS601861
Black 2019 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2019 Toyota Highlander

SE AWD

98,641 mi

Home delivery from Irvington, NJ
Price includes $120 shipping
Great Deal

$21,365

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:
29,621
Stock #:
56811T
VIN:
5TDJZRFH4KS617882
Predawn Gray Mica 2019 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2019 Toyota Highlander

XLE AWD

29,621 mi

Bay Shore, NY
43 mi away
Good Deal
Third-party certified

$29,900

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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