Used 2021 Toyota Highlander for Sale near Delaware

Filters (3)

Location:

Only show listings in DE?

Include delivery listings?

263 vehicles found

Shop with transparent pricing.

Only show listings that include dealer fees
Year:
2022
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:
23 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
89,305
Stock #:
162016
VIN:
5TDHZRBH5NS162016
Gray 2022 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Naryan Auto Group Inc.

Sponsored by Naryan Auto Group Inc.

2022 Toyota Highlander

XLE AWD

89,305 mi

Philadelphia, PA
34 mi away
Fair Deal

$29,006

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:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
61,570
Stock #:
MS097828
VIN:
5TDFZRBH6MS097828
Black 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2021 Toyota Highlander

Platinum AWD

61,570 mi

Fairless Hills, PA
48 mi away
Fair Deal

$35,743

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:
70,471
Stock #:
WC2079A
VIN:
5TDGZRBH9MS554667
Blueprint 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$600

 

2021 Toyota Highlander

XLE AWD

70,471 mi

West Chester, PA
11 mi away
Good Deal

$30,484

$29,884

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:
Black
Transmission:
8-Speed Automatic
Mileage:
50,370
Stock #:
N5599C
VIN:
5TDGZRBH4MS527859
Midnight Black Metallic 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2021 Toyota Highlander

XLE AWD

50,370 mi

Home delivery from Torrington, CT
Price includes $480 shipping
Good Deal

$32,118

Year:
2022
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:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
132,765
Stock #:
NS223672
VIN:
5TDGZRBH0NS223672
Midnight Black Metallic 2022 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$2,438

 

2022 Toyota Highlander

XLE AWD

132,765 mi

Home delivery from East Windsor, NJ
Price includes $64 shipping
Great Deal

$23,858

$21,420

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Light Blue
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
65,826
Stock #:
l085625
VIN:
5TDZZRAH0MS085625
Light Blue 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2021 Toyota Highlander

LE FWD

65,826 mi

Home delivery from Alpharetta, GA
Price includes $618 shipping
Great Deal

$25,429

CarGurus Analysis:

2021 Toyota Highlander

4.9

  • With 3,226 currently listed for sale and an average price of $29,861, 34.9% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars and CarGurus experts gave it a 7.5 / 10.

  • 76.3% of 2021 Highlander models on CarGurus are accident free.

Research summarized using AI

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
87,176
Stock #:
RT0370R
VIN:
5TDGZRAH1MS060370
Gray 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2021 Toyota Highlander

XLE FWD

87,176 mi

Home delivery from Newark, NJ
Price includes $150 shipping
Good Deal

$26,147

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:
Gray
Transmission:
8-Speed Automatic
Mileage:
69,017
Stock #:
27465
VIN:
5TDDZRBHXLS049366
Blueprint 2020 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,495

 

2020 Toyota Highlander

Limited AWD

69,017 mi

Home delivery from Morristown, NJ
Price includes $91 shipping
Great Deal

$29,985

$28,490

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 Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
84,474
Stock #:
14530P
VIN:
5TDGZRBH3LS508184
Magnetic Gray Metallic 2020 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$650

 

2020 Toyota Highlander

XLE AWD

84,474 mi

Home delivery from Fredericksburg, VA
Price includes $216 shipping
Great Deal

$26,365

$25,715

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:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
27,750
Stock #:
553682
VIN:
5TDGZRBH0MS553682
Red (Ruby Flare Pearl) 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2021 Toyota Highlander

XLE AWD

27,750 mi

Home delivery from Edmonds, WA
Price includes $2,363 shipping
Fair Deal

$36,554

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:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
49,961
Stock #:
7131
VIN:
5TDHZRBH4MS107054
Silver 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2021 Toyota Highlander

XLE AWD

49,961 mi

Home delivery from Jacksonville, FL
Price includes $1,100 shipping
Great Deal

$30,988

CarGurus Analysis: 2021 Toyota Highlander

7.5
of 10
overall
Look and feel8/10
Technology7/10
Performance6/10
Safety10/10
Form & function7/10
Cost effectiveness7/10
Image Not Available

Summary

  • With 3,226 currently listed for sale and an average price of $29,861, 34.9% of 2021 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • Favorably reviewed: Owners rated the 2021 Toyota Highlander 4.86 / 5 stars and CarGurus experts gave it a 7.5 / 10.

  • 76.3% of 2021 Highlander models on CarGurus are accident free.

Why it stands out

The 2021 Toyota Highlander stands out as a family-focused three-row SUV that adds even more safety technology as standard equipment. It already benefits from strong name recognition and long-running popularity, and it enters its 20th year of production with a reputation that helps it remain near the top of its segment’s sales charts.

What makes it appealing is the way it balances comfort and practicality. The ride quality is a clear strength, and the cabin is described as comfortable and spacious. That said, it is not without drawbacks: the styling is uninspired, the base engine is underwhelming, and the technology is dated. Even so, for buyers who prioritize a smooth ride, a roomy interior, and added safety equipment, the 2021 Highlander has a straightforward family-hauling appeal.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,434
    • Good/great deal percentage: 34.3%
    • User rating: 5 / 5
    • Total listings: 3,067
  • 2023 Toyota Highlander

    • Average price: $35,146
    • Good/great deal percentage: 34.3%
    • User rating: 4.75 / 5
    • Total listings: 3,822
  • 2014 Toyota Highlander

    • Average price: $15,716
    • Good/great deal percentage: 33.1%
    • User rating: 4.78 / 5
    • Total listings: 1,218

This analysis is based on CarGurus' proprietary market data from September 21, 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.

Relevant articles

A better way to discover your best deal

Let us help you find a car you’ll love.