Used 2021 Toyota Highlander for Sale nearColorado Springs, CO

Filters (3)

Location:

Only show listings in CO?

Include delivery listings?

171 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:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Beige)
Transmission:
8-Speed Automatic
Mileage:
65,864
Stock #:
55640
VIN:
5TDHZRBH8NS586483
Blue 2022 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Urban Motors Blue

Sponsored by Urban Motors Blue

2022 Toyota Highlander

XLE AWD

65,864 mi

Denver, CO
67 mi away
Fair Deal

$33,990

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 Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
98,453
Stock #:
NS167503
VIN:
5TDFZRBH9NS167503
Celestial Silver Metallic 2022 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,695

Sponsored Listing

2022 Toyota Highlander

Platinum AWD

98,453 mi

Colorado Springs, CO
9 mi away
Good Deal

$32,995

$31,995

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:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
60,536
Stock #:
S71540
VIN:
5TDHZRBHXNS590583
Silver 2022 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

Sponsored Listing

2022 Toyota Highlander

XLE AWD

60,536 mi

Englewood, CO
59 mi away
Fair Deal

$34,487

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 $476 shipping
Great Deal

$27,970

Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
63,109
Stock #:
NS121429
VIN:
5TDJZRAH8NS121429
Blueprint 2022 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2022 Toyota Highlander

XSE FWD

63,109 mi

Home delivery from Altus, OK
Price includes $628 shipping
Fair Deal

$35,070

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
84,141
Stock #:
158511
VIN:
5TDCZRBH5MS158511
 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2021 Toyota Highlander

L AWD

84,141 mi

Home delivery from Portland, OR
Price includes $1,527 shipping
Fair Deal

$25,817

CarGurus Analysis:

2021 Toyota Highlander

4.9

  • With 3,087 currently listed for sale and an average price of $29,842.00, 33.2% 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.

  • 76.8% 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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Red
Transmission:
Automatic
Mileage:
49,457
Stock #:
45850
VIN:
5TDLZRAH8MS045850
White 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2021 Toyota Highlander

XSE FWD

49,457 mi

Home delivery from Gallatin, TN
Price includes $1,014 shipping
Fair Deal

$33,503

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 $2,146 shipping
Good Deal

$32,536

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:
Red
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
95,608
Stock #:
U16986
VIN:
5TDHZRBH4LS049199
Red 2020 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2020 Toyota Highlander

XLE AWD

95,608 mi

Henderson, CO
72 mi away
Fair Deal

$28,093

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
89,272
Stock #:
4171
VIN:
5TDGZRAH2MS534598
Silver 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2021 Toyota Highlander

XLE FWD

89,272 mi

Home delivery from Arlington Heights, IL
Price includes $1,362 shipping
Good Deal

$26,252

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:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
99,557
Stock #:
26B97A
VIN:
5TDHZRBH0LS005507
Red (Ruby Flare Pearl) 2020 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2020 Toyota Highlander

XLE AWD

99,557 mi

Home delivery from Pierre, SD
Price includes $681 shipping
Fair Deal
Third-party certified

$26,784

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 3,087 currently listed for sale and an average price of $29,842.00, 33.2% 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.

  • 76.8% of 2021 Highlander models on CarGurus are accident free.

Why it stands out

The 2021 Toyota Highlander stands out as a familiar three-row family SUV that leans heavily on comfort and safety. It already sits near the top of the sales charts for its segment, and the Highlander name carries strong recognition as it enters its 20th year of production. For 2021, Toyota adds additional safety-feature technology as standard equipment, reinforcing the Highlander’s appeal to buyers who want a practical family vehicle with a reassuring feature set.

Behind that straightforward mission, the Highlander’s strengths are easy to understand: it offers a great ride quality, a comfortable cabin, and plenty of space. Those qualities make it especially appealing for families who value everyday usability over flash. At the same time, it is not the most exciting choice in the class. Its styling is uninspired, the base engine is underwhelming, and its technology is described as outdated, so shoppers looking for the latest performance or infotainment polish may find it less compelling than its core virtues suggest.

Owner feedback generally reinforces that picture. Drivers commonly praise the 2021 Toyota Highlander for its comfort, reliability, smooth ride, high-quality interior, spaciousness, and safety features. Some, however, have been disappointed by fuel economy and by limited configurability for certain settings, including the third-row seating and lane assist functions.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,350.00
    • Good/great deal percentage: 32.8%
    • User rating: 5 / 5
    • Total listings: 3,096
  • 2014 Toyota Highlander

    • Average price: $16,158.00
    • Good/great deal percentage: 34.3%
    • User rating: 4.78 / 5
    • Total listings: 1,165
  • 2016 Toyota Highlander

    • Average price: $18,238.00
    • Good/great deal percentage: 33.6%
    • User rating: 4.93 / 5
    • Total listings: 1,784

This analysis is based on CarGurus' proprietary market data from August 31, 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.

A better way to discover your best deal

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