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Used 2021 Toyota Highlander for Sale nearOrlando, FL

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191 vehicles found

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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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
72,030
Stock #:
LS026072
VIN:
5TDGZRAH1LS026072
Black 2020 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
Greenway Dodge Chrysler Jeep

Sponsored by Greenway Dodge Chrysler Jeep

2020 Toyota Highlander

XLE FWD

72,030 mi

Orlando, FL
7 mi away
Good Deal

$24,985

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:
Black
Transmission:
Automatic
Mileage:
5,126
Stock #:
U03040
VIN:
5TDGZRAH3MS088767
Silver 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2021 Toyota Highlander

XLE FWD

5,126 mi

Home delivery from Brunswick, GA
Price includes $672 shipping
Great Deal

$34,278

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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
15,804
Stock #:
26291601
VIN:
5TDLZRAH4MS087531
Magnetic Gray Metallic 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
New arrival

 

2021 Toyota Highlander

XSE FWD

15,804 mi

Home delivery from Pembroke Pines, FL
Price includes $376 shipping
Great Deal

$35,672

CarGurus Analysis:

2021 Toyota Highlander

4.9

  • With 183 currently listed for sale near Orlando, FL and an average price of $30,659.00, 34.4% 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.

  • 100.0% of 2021 Highlander models on CarGurus are accident free.

  • The 2021 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it a top choice for families.

Research summarized using AI

 

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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
78,810
Stock #:
LS511812T
VIN:
5TDGZRAH8LS511812
Midnight Black Metallic 2020 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
New arrival

 

2020 Toyota Highlander

XLE FWD

78,810 mi

Home delivery from Jacksonville, FL
Price includes $199 shipping
Great Deal

$24,627

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:
Moon Dust
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
36,632
Stock #:
096047H
VIN:
5TDGZRBH0MS096047
Moon Dust 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$800

 

2021 Toyota Highlander

XLE AWD

36,632 mi

Home delivery from Jacksonville, FL
Price includes $242 shipping
Fair Deal

$34,136

$33,336

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:
Red
Transmission:
8-Speed Automatic
Mileage:
51,952
Stock #:
912
VIN:
5TDJZRAH3MS048517
Black 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2021 Toyota Highlander

XSE FWD

51,952 mi

Home delivery from Jacksonville, FL
Price includes $186 shipping
Fair Deal

$32,574

Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
295 hp 3.5L V6
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
73,895
Stock #:
S086453
VIN:
5TDZZRAH2MS086453
 2021 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2021 Toyota Highlander

LE FWD

73,895 mi

Store transfer to Orlando, FL
Price includes $50 shipping
Great Deal

$21,548

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:
Cockpit Red
Transmission:
8-Speed Automatic
Mileage:
46,500
Stock #:
83820
VIN:
5TDJZRBH5MS083820
Blueprint 2021 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2021 Toyota Highlander

XSE AWD

46,500 mi

Apopka, FL
11 mi away
Fair Deal
Third-party certified

$35,000

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 183 currently listed for sale near Orlando, FL and an average price of $30,659.00, 34.4% 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.

  • 100.0% of 2021 Highlander models on CarGurus are accident free.

  • The 2021 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it a top choice for families.

Why it stands out

The 2021 Toyota Highlander is a standout in the competitive three-row SUV market, known for its comfort, reliability, and family-friendly features. With a powerful 3.5-liter V6 engine producing 295 horsepower, it offers a smooth and predictable driving experience, making it ideal for family trips. The Highlander also boasts a high-quality interior with ample space for passengers and cargo, ensuring comfort on long journeys. Notably, it comes equipped with Toyota Safety Sense 2.5+, which includes advanced safety features like automatic emergency braking and adaptive cruise control, earning it a five-star safety rating from the NHTSA. While some may find its styling uninspired and the base engine underwhelming, the Highlander's overall value, especially in terms of safety and comfort, makes it a compelling choice for buyers.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $38,692.00
    • Good/great deal percentage: 45.0%
    • User rating: 5 / 5
    • Total listings: 180
  • 2023 Toyota Highlander

    • Average price: $34,528.00
    • Good/great deal percentage: 47.8%
    • User rating: 4.75 / 5
    • Total listings: 232
  • 2016 Toyota Highlander

    • Average price: $16,394.00
    • Good/great deal percentage: 19.2%
    • User rating: 4.93 / 5
    • Total listings: 99

This analysis is based on CarGurus' proprietary market data from July 7, 2026, CarGurus experts' opinions, and generative AI.

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