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Used 2021 Toyota Highlander for Sale near Hagerstown, MD

342 results

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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
51,426
Stock #:
20001
VIN:
5TDDZRBH7MS091639
Midnight Black Metallic 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival
Superior Motor Co

Sponsored by Superior Motor Co

2021 Toyota Highlander

Limited AWD

51,426 mi

Bel Air, MD
72 mi away
Fair Deal

$36,696

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:
Automatic
Mileage:
78,594
Stock #:
T766935A
VIN:
5TDGZRBH6MS073629
Magnetic Gray Metallic 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

Sponsored Listing

2021 Toyota Highlander

XLE AWD

78,594 mi

Suitland, MD
71 mi away
Fair Deal
Manufacturer certified

$31,392

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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
93,337
Stock #:
FAD10046
VIN:
5TDGZRAH1MS529442
Black 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$2,500

 

2021 Toyota Highlander

XLE FWD

93,337 mi

Home delivery from Fredericksburg, VA
Price includes $93 shipping
Great Deal

$27,088

$24,588

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:
Red
Transmission:
Automatic
Mileage:
71,213
Stock #:
121020
VIN:
5TDLZRBHXMS121020
Black 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2021 Toyota Highlander

XSE AWD

71,213 mi

Home delivery from Ocean, NJ
Free home delivery
Great Deal

$28,844

CarGurus Analysis:

2021 Toyota Highlander

4.9

  • With 3,229 currently listed for sale and an average price of $30,529.00, 35.0% 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.

  • 77.4% of 2021 Highlander models on CarGurus are accident-free.

  • The 2021 Toyota Highlander introduced advanced safety features under Toyota Safety Sense 2.5+, enhancing its reputation as a reliable family vehicle.

Research summarized using AI

 

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:
Celestial Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
Automatic
Mileage:
22,699
Stock #:
T261014A
VIN:
5TDGZRBH7NS588690
Celestial Silver 2022 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,370

 

2022 Toyota Highlander

XLE AWD

22,699 mi

Home delivery from Brunswick, OH
Price includes $895 shipping
Great Deal

$37,493

$36,123

Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Brown (Tan)
Transmission:
Automatic
Mileage:
66,785
Stock #:
S006528
VIN:
5TDYZRAH0LS006528
White 2020 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2020 Toyota Highlander

Limited FWD

66,785 mi

Home delivery from Houston, TX
Price includes $1,828 shipping
Great Deal

$30,552

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:
108,307
Stock #:
b148847
VIN:
5TDGZRBH8MS148847
Black 2021 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2021 Toyota Highlander

XLE AWD

108,307 mi

Home delivery from Alpharetta, GA
Price includes $525 shipping
Good Deal

$26,836

Page 1 of 16

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 3,229 currently listed for sale and an average price of $30,529.00, 35.0% 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.

  • 77.4% of 2021 Highlander models on CarGurus are accident-free.

  • The 2021 Toyota Highlander introduced advanced safety features under Toyota Safety Sense 2.5+, enhancing its reputation as a reliable family vehicle.

Why it stands out

The 2021 Toyota Highlander is a standout in the competitive three-row SUV segment, noted for its strong reputation for comfort and reliability. With a well-crafted interior that boasts high-quality materials, this vehicle offers an impressive ride quality that appeals to families. Improvements for the 2021 model include standard safety features that enhance its reputation as a secure choice for family transport. Although the base engine may feel uninspired compared to some competitors, the 295-horsepower V6 engine, along with its spacious interior and advanced technology, make it a compelling option. Drivers appreciate its smooth drive and generous safety features, positioned well above its rivals in the market.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,151.00
    • Good/great deal percentage: 36.1%
    • User rating: 5 / 5
    • Total listings: 4,033
  • 2023 Toyota Highlander

    • Average price: $36,362.00
    • Good/great deal percentage: 35.1%
    • User rating: 4.75 / 5
    • Total listings: 4,615
  • 2016 Toyota Highlander

    • Average price: $18,740.00
    • Good/great deal percentage: 33.6%
    • User rating: 4.93 / 5
    • Total listings: 1,846

This analysis is based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.

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