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New & Used 2025 Toyota Highlander for Sale nearUpton, MA

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211 vehicles found

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 SUV / Crossover All-Wheel Drive 8-Speed Automatic
McGovern CJDR of Boston

Sponsored by McGovern CJDR of Boston

2025 Toyota Highlander

XSE AWD

30,417 mi

Medford, MA
30 mi away
Fair Deal

$45,490

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:
30,088
Stock #:
PH79038
VIN:
5TDKDRBH0SS579527
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

Sponsored Listing

2025 Toyota Highlander

XSE AWD

30,088 mi

Westborough, MA
8 mi away
Good Deal

$45,290

$44,290

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 SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

18,812 mi

Lynn, MA
38 mi away
Fair Deal

$35,798

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Cypress
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
23,993
Stock #:
PT14174
VIN:
5TDKDRBH4RS564510
Cypress 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

 

2024 Toyota Highlander

XLE AWD

23,993 mi

Woburn, MA
33 mi away
Good Deal
Manufacturer certified

$42,534

$41,534

CarGurus Analysis:

2025 Toyota Highlander

  • With 1,953 currently listed for sale and an average price of $41,841.00, 37.1% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 91.9% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander offers a spacious and comfortable cabin, advanced safety features, and the option for hybrid models, making it a practical choice for families.

Research summarized using AI

 

Year:
2024
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
Mileage:
36,848
Stock #:
261228A
VIN:
5TDKDRBH2RS549701
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Platinum AWD

36,848 mi

Home delivery from Plattsburgh, NY
Price includes $395 shipping
Great Deal

$43,227

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 SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

23,181 mi

Lynn, MA
38 mi away
Good Deal

$35,198

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
38,081
Stock #:
NV561279
VIN:
5TDKDRBH2RS561279
Silver 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Limited AWD

38,081 mi

Home delivery from West Park, FL
Price includes $1,221 shipping
Great Deal

$38,252

Year:
2024
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:
30,488
Stock #:
U097
VIN:
5TDKDRBH6RS555730
Magnetic Gray Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

XLE AWD

30,488 mi

Home delivery from Woodbridge Township, NJ
Price includes $268 shipping
Great Deal

$37,866

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:
Automatic
Mileage:
19,457
Stock #:
G18585
VIN:
5TDKDRBH7SS588029
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

19,457 mi

Home delivery from Hempstead, NY
Price includes $146 shipping
Great Deal

$37,734

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metal
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
51,861
Stock #:
25052
VIN:
5TDKDRAH9RS527745
Midnight Black Metal 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2024 Toyota Highlander

XSE FWD

51,861 mi

Home delivery from Marietta, GA
Price includes $1,130 shipping
Fair Deal

$37,929

CarGurus Analysis: 2025 Toyota Highlander

Image Not Available

Summary

  • With 1,953 currently listed for sale and an average price of $41,841.00, 37.1% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 91.9% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander offers a spacious and comfortable cabin, advanced safety features, and the option for hybrid models, making it a practical choice for families.

Why it stands out

The 2025 Toyota Highlander continues to exemplify the strengths that have made it a popular choice among midsize SUVs. Its spacious interior and comfortable seating for up to seven passengers make it ideal for families on the go. The Highlander's well-rounded performance is enhanced by its hybrid model, which provides excellent fuel efficiency for its class. While it may not offer the most exciting driving dynamics or luxurious interiors compared to some competitors, its reputation for reliability and safety makes it a top contender in the segment. Additionally, the availability of advanced safety features further appeals to families looking for peace of mind on the road.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,141.00
    • Good/great deal percentage: 36.5%
    • User rating: 5 / 5
    • Total listings: 4,139
  • 2023 Toyota Highlander

    • Average price: $36,279.00
    • Good/great deal percentage: 35.1%
    • User rating: 4.75 / 5
    • Total listings: 4,691
  • 2014 Toyota Highlander

    • Average price: $16,094.00
    • Good/great deal percentage: 34.3%
    • User rating: 4.78 / 5
    • Total listings: 1,198

This analysis is based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.

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