New & Used 2026 Toyota Highlander for Sale nearSafety Harbor, FL

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Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
23,201
Stock #:
I550744
VIN:
5TDKDRAH4SS550744
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
Westshore Honda

Sponsored by Westshore Honda

2025 Toyota Highlander

LE FWD

23,201 mi

Tampa, FL
12 mi away
Good Deal

$34,869

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
8,627
Stock #:
O602537
VIN:
5TDKDRBH8TS602537
 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2026 Toyota Highlander

XLE AWD

8,627 mi

Holiday, FL
14 mi away
Fair Deal

$48,990

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blue
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
25,897
Stock #:
60718
VIN:
5TDKDRAH5SS554415
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

LE FWD

25,897 mi

Clearwater, FL
4 mi away
Fair Deal

$34,398

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
20,318
Stock #:
S005707A
VIN:
5TDKDRAH8SS556112
 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

XLE FWD

20,318 mi

Holiday, FL
14 mi away
Good Deal

$41,589

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,572
Stock #:
577767
VIN:
5TDKDRBHXSS577767
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

19,572 mi

Home delivery from Marietta, GA
Price includes $846 shipping
Fair Deal

$42,934

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
8,627
Stock #:
O602537
VIN:
5TDKDRBH8TS602537
 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

8,627 mi

Holiday, FL
14 mi away
Fair Deal

$48,990

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blue
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
6,305
Stock #:
F21190B
VIN:
5TDKDRAH1SS554038
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

XLE FWD

6,305 mi

Home delivery from Orlando, FL
Free home delivery
Fair Deal

$44,353

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
30,251
Stock #:
SS555637P
VIN:
5TDKDRAH6SS555637
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New arrival

 

2025 Toyota Highlander

XLE FWD

30,251 mi

New Port Richey, FL
15 mi away
Good Deal

$38,938

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Silver
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
25,420
Stock #:
60623
VIN:
5TDKDRAH2SS556087
Silver 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

25,420 mi

Clearwater, FL
4 mi away
Fair Deal

$34,449

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Cement
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
21,760
Stock #:
R86676
VIN:
5TDKDRBH8SS586676
Cement 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

21,760 mi

Home delivery from St. Augustine, FL
Price includes $308 shipping
Fair Deal
Manufacturer certified

$46,421

CarGurus Analysis:

2026 Toyota Highlander

  • With 787 currently listed for sale and an average price of $49,733.00, 31.3% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 94.8% of 2026 Highlander models on CarGurus are accident free.

Research summarized using AI

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blue
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
25,897
Stock #:
60718
VIN:
5TDKDRAH5SS554415
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

25,897 mi

Clearwater, FL
4 mi away
Fair Deal

$34,398

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Cement
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
22,746
Stock #:
R91947
VIN:
5TDKDRBH5SS591947
Cement 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

XSE AWD

22,746 mi

Home delivery from St. Augustine, FL
Price includes $308 shipping
Fair Deal
Manufacturer certified

$46,521

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Red
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
2,449
Stock #:
70074680
VIN:
5TDKDRBH4SS581328
Red 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

Platinum AWD

2,449 mi

Store transfer to Clearwater, FL
Price includes $1,999 shipping
Fair Deal

$50,997

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Glazed Caramel
Transmission:
8-Speed Automatic
Stock #:
2614690
VIN:
5TDKDRBHXTS614690
Midnight Black Metallic 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2026 Toyota Highlander

Platinum AWD

Home delivery from St. Augustine, FL
Price includes $308 shipping

New car

TSRP $56,427

$57,782

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Glazed Caramel
Transmission:
Automatic
Mileage:
5
Stock #:
TS614804
VIN:
5TDKDRBHXTS614804
Blueprint 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2026 Toyota Highlander

Platinum AWD

Pinellas Park, FL
11 mi away

New car

TSRP $58,035

$55,913

Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black (Blk Lth)
Transmission:
8-Speed Automatic
Stock #:
2614094
VIN:
5TDKDRBH5TS614094
Heavy Metal 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2026 Toyota Highlander

Limited AWD

Home delivery from St. Augustine, FL
Price includes $308 shipping

New car

TSRP $54,711

$56,160

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
20,318
Stock #:
S005707A
VIN:
5TDKDRAH8SS556112
 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

XLE FWD

20,318 mi

Holiday, FL
14 mi away
Good Deal

$41,589

CarGurus Analysis: 2026 Toyota Highlander

Image Not Available

Summary

  • With 787 currently listed for sale and an average price of $49,733.00, 31.3% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 94.8% of 2026 Highlander models on CarGurus are accident free.

Why it stands out

The 2026 Toyota Highlander stands out as a practical, comfort-focused midsize SUV that emphasizes everyday usability over excitement. Toyota’s current-generation Highlander is described as one of the most comfortable and practical vehicles on the market, with upscale styling and interior features, and it remains a strong choice for buyers who value a smooth ride, good cargo capacity, and a reputation for reliability and safety. It is also available with both gas and hybrid powertrains, giving shoppers a choice between conventional performance and better efficiency.

For 2026, all-wheel drive is standard across the lineup. The Highlander also comes with an 8-inch touchscreen, USB inputs, Apple CarPlay, Android Auto, and Amazon Alexa, along with Toyota Safety Sense. Cargo space is a major strength, with up to 84.3 cubic feet available with the seats folded down, and the model’s hybrid version can deliver 35 mpg combined. Those strengths help explain why the Highlander appeals to families looking for a well-rounded SUV that can handle daily duties with ease.

The tradeoff is that the Highlander is still not especially engaging to drive. The source describes it as lacking vigor, with soft suspension tuning and numb, uncommunicative steering, and it also notes that the third row is tiny. Even so, the 2026 Highlander’s blend of comfort, practicality, efficiency, and strong safety credentials makes it distinctive in a segment where many rivals try to be more adventurous but not necessarily more useful.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,269.00
    • Good/great deal percentage: 33.8%
    • User rating: 5 / 5
    • Total listings: 3,508
  • 2023 Toyota Highlander

    • Average price: $35,701.00
    • Good/great deal percentage: 34.0%
    • User rating: 4.75 / 5
    • Total listings: 4,191
  • 2022 Toyota Highlander

    • Average price: $33,146.00
    • Good/great deal percentage: 33.8%
    • User rating: 4.5 / 5
    • Total listings: 4,629

This analysis is based on CarGurus' proprietary market data from August 6, 2026, CarGurus experts' opinions, and generative AI.

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