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New & Used 2026 Toyota Highlander for Sale near Gloucester, MA

73 results

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:
30,417
Stock #:
CM360
VIN:
5TDKDRBH5SS582861
Cement 2025 Toyota Highlander XSE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival
McGovern CJDR of Boston

Sponsored by McGovern CJDR of Boston

2025 Toyota Highlander

XSE AWD

30,417 mi

Medford, MA
26 mi away
Fair Deal

$46,228

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:
18,812
Stock #:
56581
VIN:
5TDKDRAH7SS554674
Silver 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

18,812 mi

Lynn, MA
19 mi away
Fair Deal

$35,995

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:
23,181
Stock #:
56622
VIN:
5TDKDRAH8SS554442
Blue 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

23,181 mi

Lynn, MA
19 mi away
Good Deal

$35,398

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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
27,825
Stock #:
S576363
VIN:
5TDKDRBH3SS576363
Midnight Black Metallic 2025 Toyota Highlander XSE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

XSE AWD

27,825 mi

Home delivery from Defiance, OH
Price includes $1,416 shipping
Great Deal

$43,070

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:
11,369
Stock #:
PM589245
VIN:
5TDKDRBH7SS589245
Cement 2025 Toyota Highlander XSE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

11,369 mi

Home delivery from Pleasantville, NJ
Price includes $568 shipping
Good Deal

$45,458

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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Red
Transmission:
8-Speed Automatic
Mileage:
15,938
Stock #:
D5191L
VIN:
5TDKDRBH6SS577264
White 2025 Toyota Highlander XSE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

15,938 mi

Home delivery from Dublin, OH
Price includes $1,002 shipping
Fair Deal

$46,933

CarGurus Analysis:

2026 Toyota Highlander

  • With 854 currently listed for sale and an average price of $50,225.00, 37.1% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 96.0% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander remains a strong contender in the midsize SUV market, with its spacious interior, available hybrid models, and a reputation for reliability.

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:
Gray
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
25,046
Stock #:
56595
VIN:
5TDKDRAH4SS553157
Gray 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

25,046 mi

Lynn, MA
19 mi away
Good Deal

$35,198

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
Transmission:
8-Speed Automatic
Mileage:
807
Stock #:
16913T
VIN:
5TDKDRBHXTS607643
Heavy Metal 2026 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Platinum AWD

807 mi

Woburn, MA
24 mi away
Fair Deal
Manufacturer certified

$55,199

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:
Blueprint
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,333
Stock #:
SS553904
VIN:
5TDKDRAH4SS553904
Blueprint 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE FWD

29,333 mi

Home delivery from Palmetto Bay, FL
Free home delivery
Great Deal

$33,898

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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
13,345
Stock #:
28720460
VIN:
5TDKDRBH2TS598307
Black 2026 Toyota Highlander XLE AWD SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XLE AWD

13,345 mi

Store transfer to Danvers, MA
Price includes $99 shipping
Fair Deal

$46,097

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:
Blueprint
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,759
Stock #:
SS554060
VIN:
5TDKDRAH5SS554060
Blueprint 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$1,100

 

2025 Toyota Highlander

LE FWD

24,759 mi

Home delivery from Palmetto Bay, FL
Free home delivery
Great Deal

$34,998

$33,898

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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
4,522
Stock #:
27785429
VIN:
5TDKDRBH4SS580549
White 2025 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

Platinum AWD

4,522 mi

Store transfer to Danvers, MA
Price includes $149 shipping
Fair Deal

$51,147

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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
6,867
Stock #:
28062597
VIN:
5TDKDRBH0TS595339
Gray 2026 Toyota Highlander Limited AWD SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Limited AWD

6,867 mi

Store transfer to Danvers, MA
Price includes $1,399 shipping
Fair Deal

$51,397

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:
18,812
Stock #:
56581
VIN:
5TDKDRAH7SS554674
Silver 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

LE FWD

18,812 mi

Lynn, MA
19 mi away
Fair Deal

$35,995

Page 1 of 4

CarGurus Analysis: 2026 Toyota Highlander

Image Not Available

Summary

  • With 854 currently listed for sale and an average price of $50,225.00, 37.1% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 96.0% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander remains a strong contender in the midsize SUV market, with its spacious interior, available hybrid models, and a reputation for reliability.

Why it stands out

The 2026 Toyota Highlander continues to build on its legacy as a practical and reliable midsize SUV. Known for its spacious and comfortable interior, the Highlander caters to families with ample legroom and cargo space. Its reputation for excellence in safety and reliability makes it a preferred choice among buyers looking for longevity in their vehicle. The availability of hybrid models also underscores its versatility, appealing to those seeking better fuel efficiency without compromising on size or comfort. Although it may lack excitement in driving dynamics—characterized by a soft suspension and less engaging steering—the Highlander excels in providing a smooth and quiet ride, which is a priority for many of its owners. Overall, the Highlander stands out for its practicality, advanced safety features, and strong resale values.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,234.00
    • Good/great deal percentage: 35.6%
    • User rating: 5 / 5
    • Total listings: 4,027
  • 2023 Toyota Highlander

    • Average price: $36,398.00
    • Good/great deal percentage: 34.1%
    • User rating: 4.75 / 5
    • Total listings: 4,613
  • 2022 Toyota Highlander

    • Average price: $33,757.00
    • Good/great deal percentage: 33.9%
    • User rating: 4.44 / 5
    • Total listings: 4,876

This analysis is based on CarGurus' proprietary market data from June 15, 2026, CarGurus experts' opinions, and generative AI.

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