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

174 results
Pittsfield, MA
2024 Toyota Highlander XLE AWD White River Toyota

2024 Toyota Highlander

XLE AWD

7,183 miles

$42,000

Good Deal
Certified Pre-Owned
White River Junction, VT
95 mi away
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:
Automatic
Mileage:
7,183
Stock number:
K28601A
VIN:
5TDKDRBH4RS536206

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

28,545 miles

$37,200

Fair Deal
Acton, MA
93 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
28,545
Stock number:
TU534X
VIN:
5TDKDRBH2RS557863

Sponsored

2024 Toyota Highlander XLE AWD

2024 Toyota Highlander

XLE AWD

51,378 miles

$35,672

Good Deal
Wilbraham, MA
45 mi away
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:
51,378
Stock number:
RS533750T
VIN:
5TDKDRBH1RS533750

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

38,716 miles

$34,728

Fair Deal
Framingham, MA
95 mi away
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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
38,716
Stock number:
11400
VIN:
5TDKDRBHXRS538316

2024 Toyota Highlander XLE AWD

2024 Toyota Highlander

XLE AWD

20,682 miles

$38,914

Good Deal
Cheshire, MA
8 mi away
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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
20,682
Stock number:
H25-687AL
VIN:
5TDKDRBH0RS529916

2024 Toyota Highlander XLE AWD

2024 Toyota Highlander

XLE AWD

13,148 miles

$37,902

Great Deal
Certified Pre-Owned
Claremont, NH
77 mi away
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:
13,148
Stock number:
251591A
VIN:
5TDKDRBH8RS575140

Preparing for a close up...

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2024 Toyota Highlander

XLE AWD

19,936 miles

$38,998

Great Deal
Certified Pre-Owned
Westminster, VT
61 mi away
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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,936
Stock number:
T16016A
VIN:
5TDKDRBH9RS564373

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2024 Toyota Highlander

XLE AWD

34,335 miles

$36,400

Great Deal
Certified Pre-Owned
Smithfield, RI
97 mi away
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:
Black
Transmission:
Automatic
Mileage:
34,335
Stock number:
JD58684
VIN:
5TDKDRBH7RS558684

Preparing for a close up...

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2024 Toyota Highlander

Platinum AWD

9,115 miles

$45,990

Great Deal
Smithfield, RI
97 mi away
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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
9,115
Stock number:
AS1626A
VIN:
5TDKDRBH7RS569779

Preparing for a close up...

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2024 Toyota Highlander

XLE AWD

51,669 miles

$32,475

Great Deal
Waterbury, CT
64 mi away
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:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
51,669
Stock number:
51735AQ
VIN:
5TDKDRBH7RS567384

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2024 Toyota Highlander

Limited AWD

30,625 miles

$41,500

Good Deal
Johnston, RI
99 mi away
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:
30,625
Stock number:
R6672A
VIN:
5TDKDRBH3RS555779

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2024 Toyota Highlander

XLE AWD

26,312 miles

$37,800

Great Deal
Certified Pre-Owned
Lancaster, MA
79 mi away
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:
26,312
Stock number:
TL35349A
VIN:
5TDKDRBH6RS545439

Preparing for a close up...

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2025 Toyota Highlander

XLE AWD

8,226 miles

$43,566

Fair Deal
Certified Pre-Owned
Putnam, CT
79 mi away
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:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
8,226
Stock number:
PR3472
VIN:
5TDKDRBH3SS580946

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2024 Toyota Highlander

XLE AWD

16,195 miles

$41,097

Good Deal
Store transfer to Albany, NY
367 mi away • Price includes $99 shipping Price includes $99 shipping
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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
16,195
Stock number:
28151649
VIN:
5TDKDRBH1RS552346

Preparing for a close up...

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2024 Toyota Highlander

XLE AWD

7,183 miles

$42,000

Good Deal
Certified Pre-Owned
White River Junction, VT
95 mi away
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:
Automatic
Mileage:
7,183
Stock number:
K28601A
VIN:
5TDKDRBH4RS536206

Preparing for a close up...

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2024 Toyota Highlander

XLE AWD

68,608 miles

$32,507

Good Deal
West Springfield, MA
38 mi away
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:
68,608
Stock number:
AS1928A
VIN:
5TDKDRBH6RS567621

Preparing for a close up...

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2025 Toyota Highlander

XSE AWD

4,034 miles

$47,897

Fair Deal
Store transfer to Albany, NY
1,198 mi away • Price includes $899 shipping Price includes $899 shipping
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:
4,034
Stock number:
27945054
VIN:
5TDKDRBH3SS584057

Preparing for a close up...

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2024 Toyota Highlander

LE FWD

36,995 miles

$34,397

Fair Deal
Store transfer to Albany, NY
834 mi away • Price includes $399 shipping Price includes $399 shipping
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:
Silver
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
36,995
Stock number:
28103502
VIN:
5TDKDRAH3RS051587

Preparing for a close up...

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2024 Toyota Highlander

XLE AWD

62,270 miles

$35,197

Fair Deal
Store transfer to Albany, NY
474 mi away • Price includes $199 shipping Price includes $199 shipping
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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
62,270
Stock number:
27843462
VIN:
5TDKDRBH2RS530484

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

25,882 miles

$36,000

Fair Deal
White River Junction, VT
95 mi away
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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
25,882
Stock number:
PU3683
VIN:
5TDKDRBH6RS562127

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2025
  5. / Massachusetts
  6. / Pittsfield
Overview
FAQs

CarGurus Analysis: 2025 Toyota Highlander

Picture of 2025 Toyota Highlander

Summary

  • With 1,468 currently listed for sale on CarGurus and an average price of $44,752.00, 36.2% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • 93.5% of 2025 Highlander models on CarGurus are accident free.
  • The 2025 Toyota Highlander is a versatile midsize SUV offering a comfortable ride, impressive cargo space of up to 84.3 cubic feet, and advanced safety features, including Toyota Safety Sense as standard across all trims.

Why it stands out

The 2025 Toyota Highlander stands out in the midsize SUV segment due to its impressive combination of comfort, practicality, and advanced safety features. With up to 84.3 cubic feet of cargo space, it offers one of the best capacities in its class, making it ideal for families or those needing extra room. Additionally, its efficient hybrid powertrain delivers an impressive 35 mpg combined, providing significant fuel savings while maintaining a comprehensive suite of standard safety technologies through Toyota Safety Sense.

Other model years to consider

  • 2022 Toyota Highlander: This year offers $33,925.22 average price, 34% good/great deals, 4.6/5 user rating, 8.2/10 expert rating, 6,414 listings.
  • 2023 Toyota Highlander: This year offers $35,595.40 average price, 34% good/great deals, 4.4/5 user rating, 6,158 listings.
  • 2024 Toyota Highlander: This year offers $38,632.12 average price, 35% good/great deals, 4/5 user rating, 4,000 listings.

This analysis is based on CarGurus' proprietary market data from December 3, 2025, CarGurus experts' opinions, and generative AI.

2025 Toyota Highlander FAQs

How much does the 2025 Toyota Highlander cost in Pittsfield, MA?

The average 2025 Toyota Highlander costs about $44,695.58. The average price has decreased by -7.4% since last year. The 54 for sale near Pittsfield, MA on CarGurus, range from $26,613 to $52,376 in price.

How many 2025 Toyota Highlander vehicles in Pittsfield, MA have no reported accidents or damage?

50 out of 54 for sale near Pittsfield, MA have no reported accidents or damage.

What is the fuel economy of the 2025 Toyota Highlander?

Depending on the engine and options, the 2025 Toyota Highlander gets between 24 and 25 MPG (or MPGe).

What fuel types are available?

Gasoline engines are available.

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