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New & Used 2025 Toyota Highlander for Sale near Boston, MA

210 results

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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,964
Stock #:
TL36910A
VIN:
5TDKDRBH6RS537728
Blueprint 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Koch Rt. 2 Toyota

Sponsored by Koch Rt. 2 Toyota

2024 Toyota Highlander

Limited AWD

29,964 mi

Lancaster, MA
34 mi away
Fair Deal
Manufacturer certified

$43,493

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:
Black
Transmission:
8-Speed Automatic
Mileage:
39,011
Stock #:
56552A
VIN:
5TDKDRBH4RS546511
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2024 Toyota Highlander

XLE AWD

39,011 mi

Raynham, MA
31 mi away
Fair Deal
Manufacturer certified

$41,739

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
8 mi away
Good Deal

$35,499

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
8 mi away
Good Deal

$34,995

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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
59,545
Stock #:
28930971
VIN:
5TDKDRBH1RS528922
Gray 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

LE AWD

59,545 mi

Store transfer to Danvers, MA
Price includes $1,999 shipping
Fair Deal

$32,997

Year:
2024
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
Interior color:
Black
Transmission:
Automatic
Mileage:
19,959
Stock #:
260750A
VIN:
5TDKDRBH1RS543839
 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

XLE AWD

19,959 mi

Smithfield, RI
37 mi away
Great Deal
Manufacturer certified

$39,898

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
Mileage:
9,801
Stock #:
F7851A
VIN:
5TDKDRBH6RS573659
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive

 

2024 Toyota Highlander

Platinum AWD

9,801 mi

Seekonk, MA
40 mi away
Great Deal

$47,497

CarGurus Analysis:

2025 Toyota Highlander

  • With 153 currently listed for sale near Boston, MA and an average price of $44,123.00, 39.2% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 100% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander continues to excel in reliability and safety, featuring spacious seating and a hybrid option for better fuel efficiency.

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:
Midnight Black Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,876
Stock #:
M18674
VIN:
5TDKDRAH2SS551147
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

LE FWD

29,876 mi

Home delivery from Valley Stream, NY
Price includes $179 shipping
Great Deal

$32,167

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:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
28,921
Stock #:
28375787
VIN:
5TDKDRAH1RS054648
Gray 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2024 Toyota Highlander

XLE FWD

28,921 mi

Store transfer to Danvers, MA
Price includes $349 shipping
Good Deal

$38,347

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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
34,572
Stock #:
TW306092A
VIN:
5TDKDRBH8RS547581
Cypress 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Limited AWD

34,572 mi

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

$39,798

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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,842
Stock #:
NNU5755
VIN:
5TDKDRBH8RS534037

 

2024 Toyota Highlander

XLE AWD

20,842 mi

Home delivery from Upper Saddle River, NJ
Price includes $181 shipping
Great Deal

$38,176

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:
Blue
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
27,392
Stock #:
PG2813A
VIN:
5TDKDRBH7RS535468
Blue 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,500

 

2024 Toyota Highlander

Platinum AWD

27,392 mi

Plymouth, MA
36 mi away
Good Deal

$47,486

$45,986

Page 1 of 10

CarGurus Analysis: 2025 Toyota Highlander

Image Not Available

Summary

  • With 153 currently listed for sale near Boston, MA and an average price of $44,123.00, 39.2% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 100% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander continues to excel in reliability and safety, featuring spacious seating and a hybrid option for better fuel efficiency.

Why it stands out

The 2025 Toyota Highlander stands out for its blend of reliability, spaciousness, and safety, making it an attractive choice for families and safety-conscious buyers. With a reputation that dates back to its debut at the 2000 New York Auto Show, the Highlander has evolved to offer a comfortable ride, practical design, and generous seating capacity. Notably, it still maintains a 100% accident-free record within its listings, highlighting the model's overall reliability. While some may find it less exciting to drive compared to competitors, its solid track record for safety and economy leaves a lasting impression with potential buyers. The Highlander's spacious interiors and optional hybrid powertrain also provide an edge in practicality, especially for those prioritizing fuel efficiency without sacrificing capacity.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $41,229.00
    • Good/great deal percentage: 50.2%
    • User rating: 5 / 5
    • Total listings: 215
  • 2021 Toyota Highlander

    • Average price: $31,595.00
    • Good/great deal percentage: 40.0%
    • User rating: 4.86 / 5
    • Total listings: 280
  • 2016 Toyota Highlander

    • Average price: $18,166.00
    • Good/great deal percentage: 28.0%
    • User rating: 4.93 / 5
    • Total listings: 193

This analysis is based on CarGurus' proprietary market data from June 23, 2026, CarGurus experts' opinions, and generative AI.

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