New & Used 2025 Toyota Highlander for Sale near Pittsfield, MA
189 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:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,530
- Stock #:
- PH79000
- VIN:
- 5TDKDRBH7SS579623
Sponsored by Westboro Toyota
2025 Toyota Highlander
XSE AWD
23,530 mi
Westborough, MA
83 mi away
Good Deal
$46,390
- 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
Sponsored Listing
2025 Toyota Highlander
XSE AWD
30,088 mi
Westborough, MA
83 mi away
Good Deal
$45,290
- 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:
- 28,784
- Stock #:
- PH79061
- VIN:
- 5TDKDRBH7SS583154
Sponsored Listing
2025 Toyota Highlander
XSE AWD
28,784 mi
Westborough, MA
83 mi away
Fair Deal
$45,789
- 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:
- 41,748
- Stock #:
- H72038A
- VIN:
- 5TDKDRBH8RS568110
Price drop
-$1,001
2024 Toyota Highlander
Platinum AWD
41,748 mi
West Springfield, MA
38 mi away
Great Deal
$41,772
$40,771
- 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:
- 23,600
- Stock #:
- P9025
- VIN:
- 5TDKDRBH6SS585848
2025 Toyota Highlander
XLE AWD
23,600 mi
Nashua, NH
94 mi away
Great Deal
$41,997
- 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
XLE AWD
19,959 mi
Smithfield, RI
97 mi away
Great Deal
$40,418
- 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:
- 39,600
- Stock #:
- 30572A
- VIN:
- 5TDKDRBH2RS541128
2024 Toyota Highlander
Platinum AWD
39,600 mi
Glens Falls, NY
63 mi away
Good Deal
$42,999
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,999
- Stock #:
- 26235NA
- VIN:
- 5TDKDRBH2RS537581
2024 Toyota Highlander
Limited AWD
37,999 mi
Putnam, CT
79 mi away
Good Deal
$41,900
- 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:
- Automatic
- Mileage:
- 38,581
- Stock #:
- 572488
- VIN:
- 5TDKDRBH0RS572488
2024 Toyota Highlander
XLE AWD
38,581 mi
Saratoga Springs, NY
51 mi away
Good Deal
$38,675
- 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:
- 65,111
- Stock #:
- PM78987
- VIN:
- 5TDKDRBH1RS553836
2024 Toyota Highlander
XSE AWD
65,111 mi
Westborough, MA
83 mi away
Fair Deal
$39,390
- 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:
- 12,399
- Stock #:
- E4150
- VIN:
- 5TDKDRBH5SS592354
Price drop
-$1,000
2025 Toyota Highlander
XLE AWD
12,399 mi
Pittsfield, MA
1 mi away
Good Deal
$45,567
$44,567
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 12,209
- Stock #:
- A163337
- VIN:
- 5TDKDRBH5SS587073
2025 Toyota Highlander
XLE AWD
12,209 mi
West Springfield, MA
38 mi away
Good Deal
$43,550
- 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:
- 19,938
- Stock #:
- MVPG1843585
- VIN:
- 5TDKDRBH7SS602582
2025 Toyota Highlander
XSE AWD
19,938 mi
Home delivery from Valley Stream, NY
Price includes $125 shipping
Great Deal
$38,492
CarGurus Analysis:
2025 Toyota Highlander
With 1,890 currently listed for sale and an average price of $41,999.00, 35.7% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
91.7% of 2025 Highlander models on CarGurus are accident free.
The 2025 Toyota Highlander continues to impress with its spacious and comfortable interior, available hybrid models, and strong reputation for safety and reliability.
- 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:
- Automatic
- Mileage:
- 64,206
- Stock #:
- 7581
- VIN:
- 5TDKDRBH5RS557033
New arrival
2024 Toyota Highlander
XLE AWD
64,206 mi
Worcester, MA
74 mi away
Good Deal
$35,895
- 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:
- 53,834
- Stock #:
- 28940099
- VIN:
- 5TDKDRBH4RS539798
2024 Toyota Highlander
LE AWD
53,834 mi
Store transfer to Albany, NY
Price includes $1,599 shipping
Fair Deal
$33,597
- 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:
- 3,572
- Stock #:
- 546639P
- VIN:
- 5TDKDRBH8RS546639
2024 Toyota Highlander
Platinum AWD
3,572 mi
Framingham, MA
92 mi away
Great Deal
$46,995
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,608
- Stock #:
- K5693A
- VIN:
- 5TDKDRBH7RS534045
2024 Toyota Highlander
XLE AWD
22,608 mi
Johnston, RI
99 mi away
Fair Deal
$43,899
- 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:
- 65,288
- Stock #:
- 534610C01
- VIN:
- 5TDKDRBH1RS534610
2024 Toyota Highlander
LE AWD
65,288 mi
Home delivery from Bedford, OH
Price includes $646 shipping
Great Deal
$28,938
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 18,050
- Stock #:
- 11682TB
- VIN:
- 5TDKDRBH7SS586720
New arrival
2025 Toyota Highlander
XLE AWD
18,050 mi
West Simsbury, CT
48 mi away
Fair Deal
$46,799
- 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:
- Black
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 12,595
- Stock #:
- 70058095
- VIN:
- 5TDKDRAH7RS051219
2024 Toyota Highlander
XLE FWD
12,595 mi
Store transfer to Albany, NY
Price includes $649 shipping
Fair Deal
$42,647
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 59,593
- Stock #:
- 56732
- VIN:
- 5TDKDRAH3RS050150
2024 Toyota Highlander
LE FWD
59,593 mi
Norwich, CT
88 mi away
Great Deal
$29,795
- 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:
- Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 23,516
- Stock #:
- 11647TB
- VIN:
- 5TDKDRBH4SS586982
2025 Toyota Highlander
XLE AWD
23,516 mi
West Simsbury, CT
48 mi away
Fair Deal
$45,299
- 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:
- 21,250
- Stock #:
- PH79013
- VIN:
- 5TDKDRBH1SS581500
Sponsored Listing
2025 Toyota Highlander
XSE AWD
21,250 mi
Westborough, MA
83 mi away
Fair Deal
$47,189
CarGurus Analysis: 2025 Toyota Highlander
Summary
With 1,890 currently listed for sale and an average price of $41,999.00, 35.7% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
91.7% of 2025 Highlander models on CarGurus are accident free.
The 2025 Toyota Highlander continues to impress with its spacious and comfortable interior, available hybrid models, and strong reputation for safety and reliability.
Why it stands out
The 2025 Toyota Highlander is a refined midsize SUV that balances comfort, spaciousness, and practicality. Its innovative design broke the mold for modern crossover SUVs when it was first introduced, and it continues to be a top choice among families. The Highlander offers a robust array of features, including an 8-inch touchscreen with Apple CarPlay and Android Auto, and impressive safety features like Toyota Safety Sense. The vehicle provides a smooth ride, excellent reliability, and is available in both gas and hybrid configurations, appealing to eco-conscious drivers and those seeking more efficiency. However, while it excels in comfort and utility, its driving dynamics can feel less engaging, making it more suited for those prioritizing a stress-free driving experience over sporty performance.
Other model years to consider
- Average price: $39,234.00
- Good/great deal percentage: 35.6%
- User rating: 5 / 5
- Total listings: 4,027
- Average price: $36,398.00
- Good/great deal percentage: 34.1%
- User rating: 4.75 / 5
- Total listings: 4,613
- 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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2025 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| LE FWD | $40,320 |
| Limited FWD | $47,575 |
| Limited AWD | $49,525 |
| LE AWD | $41,920 |
| Platinum AWD | $52,725 |
| XSE AWD | $47,140 |
| XLE AWD | $45,070 |
| XLE FWD | $43,470 |
2025 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2025 Toyota Highlander prices has changed over time.
See more price trendsAVG Price
$41,942
0.7%
2025 Toyota Highlander
Index Price
$29,235
0.5%
All used vehicles
2025 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Price in Dallas: The highest average price is found in Dallas, TX ($42,263), likely influenced by demand for larger vehicles in urban settings.
- Lowest Average Price in Miami: Miami offers the lowest average price at $37,986, suggesting a more competitive market with potentially higher inventory turnover.
- Price Variance Across Regions: Cities like Boston ($44,316) and Washington, DC ($41,574) reflect a higher demand, correlating with urban population density and economic factors.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Boston, MA | 152 | $44,316 |
| Dallas, TX | 135 | $42,263 |
| New York, NY | 118 | $41,090 |
| Washington, DC | 96 | $41,574 |
| Atlanta, GA | 124 | $40,311 |
| Philadelphia, PA | 119 | $36,933 |
| Houston, TX | 166 | $38,249 |
| Los Angeles, CA | 159 | $38,632 |
| Miami, FL | 79 | $37,986 |
| Chicago, IL | 101 | $39,242 |
Pricing by Trim Packages
Key Insights
- XLE AWD is Most Common: The XLE AWD trim leads with 3,089 listings, showcasing a strong consumer preference for AWD features.
- Limited AWD Premium Positioning: The Limited AWD ($49,525 MSRP) is the highest priced trim, appealing to buyers seeking advanced luxury features.
- Base LE FWD Offers Best Accessibility: At $40,320 MSRP, the LE FWD is competitive, marked by its balance of features and price, making it an attractive option for budget-conscious shoppers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3089 | $45,070 | AWD | 2.4L 265 hp I4 |
| XLE FWD | 1352 | $43,470 | FWD | 2.4L 265 hp I4 |
| Limited AWD | 1177 | $49,525 | AWD | 2.4L 265 hp I4 |
| LE FWD | 805 | $40,320 | FWD | 2.4L 265 hp I4 |
| LE AWD | 789 | $41,920 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 704 | $47,140 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 558 | $52,725 | AWD | 2.4L 265 hp I4 |
| Limited FWD | 373 | $47,575 | FWD | 2.4L 265 hp I4 |
Pricing Analysis by Model Year
Key Insights
- New Car Premium Seen in 2026 Models: The 2026 Toyota Highlander is priced at $51,668, which is a remarkable 12.5% increase over its MSRP, indicating high consumer demand for the latest models.
- Decreasing Value with Age: Older models like the 2015 Highlander show significant depreciation at -42.2% from MSRP, suggesting that purchasing newer models could provide a better value proposition.
- 2022 Model Shows Stability: The 2022 Highlander, priced at $34,186, is -4.7% from MSRP, potentially representing a valuable option for buyers searching for near-new vehicles without steep depreciation.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,668 | +12.5% |
| 2024 Toyota Highlander | $39,270 | $39,368 | +0.3% |
| 2023 Toyota Highlander | $36,620 | $36,497 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $34,186 | -4.7% |
| 2021 Toyota Highlander | $35,085 | $30,885 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,989 | -16.2% |
| 2019 Toyota Highlander | $31,830 | $24,529 | -22.9% |
| 2018 Toyota Highlander | $31,230 | $22,686 | -27.5% |
| 2017 Toyota Highlander | $30,630 | $20,960 | -30.6% |
| 2016 Toyota Highlander | $30,490 | $19,184 | -37.1% |
| 2015 Toyota Highlander | $29,765 | $17,240 | -42.2% |
These recommendations are based on CarGurus' proprietary market data from June 18, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2025 Toyota Highlander cost in Pittsfield, MA?
The average 2025 Toyota Highlander costs about $41,942.03. The average price has decreased by -1.5% since last year. The 79 for sale near Pittsfield, MA on CarGurus, range from $28,938 to $54,998 in price.
How many 2025 Toyota Highlander vehicles in Pittsfield, MA have no reported accidents or damage?
79 out of 79 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 EV battery range).
What fuel types are available?
Gasoline engines are available.
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