Used Toyota Highlander for Sale near Pittsfield, MA
616 results
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 83,438
- Stock #:
- C107744B
- VIN:
- 5TDJZRFH7KS579919
Sponsored by Key Chevrolet
2019 Toyota Highlander
XLE AWD
83,438 mi
$25,489
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,366
- Stock #:
- 26169A
- VIN:
- 5TDGZRBH5LS504010
Sponsored Listing
2020 Toyota Highlander
XLE AWD
35,366 mi
$32,310
- Year:
- 2023
- 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:
- 62,340
- Stock #:
- FEU7775A
- VIN:
- 5TDKDRBH2PS520065
-$1,275
Sponsored Listing
2023 Toyota Highlander
Platinum AWD
62,340 mi
$38,417
$37,142
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 138,666
- Stock #:
- NU10371T
- VIN:
- 5TDBZRFH1JS806282
2018 Toyota Highlander
LE Plus AWD
138,666 mi
$14,675
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 75,873
- Stock #:
- 26022A
- VIN:
- 5TDGZRBH0NS244635
2022 Toyota Highlander
XLE AWD
75,873 mi
$29,361
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Blue
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 135,113
- Stock #:
- 15C139B
- VIN:
- 5TDJKRFH6FS102120
2015 Toyota Highlander
XLE
135,113 mi
$15,486
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 19 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Sand Beige)
- Transmission:
- 5-Speed Automatic
- Mileage:
- 163,500
- VIN:
- 5TDBK3EH2DS274466
2013 Toyota Highlander
SE AWD
163,500 mi
$12,174
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Shoreline Blue Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,635
- Stock #:
- C50939A
- VIN:
- 5TDBZRFH1HS408547
2017 Toyota Highlander
LE Plus AWD
73,635 mi
$22,061
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 55,646
- Stock #:
- 26102A
- VIN:
- 5TDHZRBH4NS179731
2022 Toyota Highlander
XLE AWD
55,646 mi
$32,086
- Year:
- 2023
- 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:
- 67,024
- Stock #:
- 501024
- VIN:
- 5TDKDRBH3PS501024
2023 Toyota Highlander
XLE AWD
67,024 mi
$31,798
- Year:
- 2017
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 99,971
- Stock #:
- HL5512A
- VIN:
- 5TDJZRFH8HS513212
-$678
2017 Toyota Highlander
XLE AWD
99,971 mi
$22,220
$21,542
- Year:
- 2022
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 22,779
- Stock #:
- KN6577A
- VIN:
- 5TDGZRBH5NS594973
2022 Toyota Highlander
XLE AWD
22,779 mi
$37,272
- Year:
- 2015
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- White
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- 6-Speed Automatic
- Mileage:
- 157,311
- Stock #:
- 9027
- VIN:
- 5TDJKRFH0FS218395
2015 Toyota Highlander
XLE
157,311 mi
$14,495
Recommended model year:
2024 Toyota Highlander
Shop 2024 Toyota Highlander »With 4,033 currently listed for sale and an average price of $39,151.00, 36.1% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.
88.4% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander boasts an upgraded powertrain with improved fuel efficiency and a spacious interior that remains comfortable for family journeys.
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 130,703
- Stock #:
- HM22287T
- VIN:
- 5TDBZRFH1JS813412
2018 Toyota Highlander
LE AWD
130,703 mi
$17,286
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Shoreline Mist
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 89,043
- Stock #:
- G59359
- VIN:
- 5TDJKRFH1GS259359
2016 Toyota Highlander
XLE AWD
89,043 mi
$19,463
- Year:
- 2023
- 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:
- 8-Speed Automatic
- Mileage:
- 33,066
- Stock #:
- FEU7305A
- VIN:
- 5TDKDRBH0PS028201
2023 Toyota Highlander
XLE AWD
33,066 mi
$35,427
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,416
- Stock #:
- 261042A
- VIN:
- 5TDBZRBH6MS524035
2021 Toyota Highlander
LE AWD
62,416 mi
$27,819
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,366
- Stock #:
- 26169A
- VIN:
- 5TDGZRBH5LS504010
2020 Toyota Highlander
XLE AWD
35,366 mi
$32,310
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,010
- Stock #:
- AN5876AA
- VIN:
- 5TDJZRFH3KS617601
2019 Toyota Highlander
XLE AWD
78,010 mi
$26,194
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Celestial Silver Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 61,516
- Stock #:
- 26038A
- VIN:
- 5TDJZRFH6KS584268
2019 Toyota Highlander
XLE AWD
61,516 mi
$26,927
- Year:
- 2016
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Midnight Black Metallic
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic Overdrive
- Mileage:
- 100,550
- Stock #:
- N26395A
- VIN:
- 5TDJKRFH5GS265925
-$643
2016 Toyota Highlander
XLE AWD
100,550 mi
$20,280
$19,637
- Year:
- 2023
- 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:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,233
- Stock #:
- 11884
- VIN:
- 5TDKDRBH7PS016787
2023 Toyota Highlander
XLE AWD
37,233 mi
$36,907
- Year:
- 2023
- 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
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,837
- Stock #:
- U0300573
- VIN:
- 5TDKDRAH9PS018185
Sponsored Listing
2023 Toyota Highlander
LE FWD
52,837 mi
$30,029
FAQs
How much does the Toyota Highlander cost in Pittsfield, MA?
How many Toyota Highlander vehicles in Pittsfield, MA have no reported accidents or damage?
What fuel types are available?
4.7 Overall rating
Customers say
Overall, the Toyota Highlander has built a strong reputation across its model years for reliability, comfort, and family-friendly features. Drivers appreciate its spacious interiors and smooth rides, often highlighting its impressive safety features as a key asset. Many also enjoy the performance and power of the engines. However, some common criticisms include a lack of advanced infotainment options in older models, tight third-row seating, and varying cargo space depending on configuration. Overall, the Highlander is seen as a dependable choice for families and an excellent value in the SUV market.
AI generated from the text of customer reviews.
Filter by year
Filter by rating
What people say
Anonymous
Reviewed a 2024 Toyota XLE AWD on Dec 10, 2025
The 2024 Toyota Highlander XLE offers insane cabin room, comfort and luxury feel. The chassis makes an absolute smooth, dream and comfortable ride. Cabin rear chairs makes four adults feel like your in a Sequoia with room. Absolute beautiful and enjoyable ride and purchase
Julie W
Reviewed a 2021 Toyota Highlander on Jul 20, 2024
I loved my Highlander. I give my 2021 Toyota Highlander a 100 out of 10 on its safety. My car was a limited and it had most bells and whistles which I loved but what I loved most was that we all walked away from a collision where we were traveling 40 miles an hour and thanks to the safety design , we’re here.
Luong S
Reviewed a 2012 Toyota Base on Apr 26, 2026
This car's features are very good and have great value the only missing is it has only one key.
Sarah T
Reviewed a 2020 Toyota Highlander on Dec 7, 2025
It’s well-equipped, comfortable, and family-friendly SUV with strong safety tech, a smooth ride, and premium touches (thanks to the platinum trim) like a panoramic moonroof, leather seating, and 12” touchscreen. Its V6 offers solid power and decent fuel efficiency for a 3-row SUV, and overall it feels modern, quiet, and refined. It’s a great value if you want a reliable, upscale daily driver! The main thing it’s missing is more usable third-row and cargo space. The 3rd row is tight for adults and cargo behind it is limited. Otherwise, it’s a strong all-around pick and fits exactly what I was looking for. I would compare this to the Kia Telluride, Hyundai Palisade, Honda Pilot, and the Ford Explorer.
Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Platinum AWD | $53,925 |
| XLE AWD | $46,270 |
| XSE AWD | $48,340 |
| Limited AWD | $50,725 |
Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of Toyota Highlander prices has changed over time.
See more price trendsToyota Highlander Pricing Analysis
Pricing Analysis by Model Year
Key Insights
- Strong Demand for Newer Models: The 2026 Toyota Highlander is priced at $51,688, marking about +12.3% above MSRP, indicating robust demand for the latest model.
- Accelerated Depreciation in Older Models: The 2016 Highlander shows a steep depreciation of −37.8% compared to MSRP, reflecting the diminishing value of older models.
- Best Value Years: The 2024 Highlander has a current average price of $39,398, only +0.3% above its MSRP, making it a strong candidate for value shopping.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,688 | +12.3% |
| 2025 Toyota Highlander | $40,320 | $41,521 | +3.0% |
| 2024 Toyota Highlander | $39,270 | $39,398 | +0.3% |
| 2023 Toyota Highlander | $36,620 | $36,512 | -0.3% |
| 2022 Toyota Highlander | $35,855 | $34,011 | -5.1% |
| 2021 Toyota Highlander | $35,085 | $30,884 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,914 | -16.4% |
| 2019 Toyota Highlander | $31,830 | $24,667 | -22.6% |
| 2018 Toyota Highlander | $31,230 | $22,588 | -27.8% |
| 2017 Toyota Highlander | $30,630 | $20,971 | -31.6% |
| 2016 Toyota Highlander | $30,490 | $19,010 | -37.8% |
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Major Urban Areas: Philadelphia, PA has the highest average price at $29,531, likely due to higher demand in dense urban areas.
- Best Value in Los Angeles: Los Angeles, CA offers a competitive average price of $26,139, showing lower pricing relative to some metropolitan areas.
- Strong Market Inventory: Cities like New York, NY and Boston, MA have significant listings (697 and 636 respectively), highlighting strong market activity and availability.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| New York, NY | 697 | $27,151 |
| Los Angeles, CA | 519 | $26,139 |
| Chicago, IL | 372 | $25,366 |
| Dallas, TX | 362 | $27,380 |
| Philadelphia, PA | 291 | $29,531 |
| Houston, TX | 374 | $25,720 |
| Miami, FL | 218 | $29,343 |
| Washington, DC | 465 | $26,757 |
| Atlanta, GA | 337 | $27,145 |
| Boston, MA | 636 | $28,250 |
Pricing by Trim Packages
Key Insights
- XLE AWD is the Most Popular Trim: With 3,124 listings, the XLE AWD represents the most common choice among consumers, indicating strong demand for this configuration.
- Price Range Among Trims: The Limited AWD trim, priced at $50,325, is the highest MSRP option and reflects a substantial increase in features and luxury compared to the base trim.
- AWD Preference: All available trims are AWD, aligning with consumer preferences for handling in various weather conditions.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3,124 | $45,870 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1,239 | $50,325 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 728 | $47,940 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 559 | $53,525 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from June 25, 2026, CarGurus experts' opinions, and generative AI.
CarGurus recommends the 2024 Toyota Highlander
Summary
With 4,033 currently listed for sale and an average price of $39,151.00, 36.1% of 2024 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2024 Toyota Highlander 5 / 5 stars.
88.4% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander boasts an upgraded powertrain with improved fuel efficiency and a spacious interior that remains comfortable for family journeys.
Why it stands out
The 2024 Toyota Highlander continues to uphold the reputation established by its predecessors, combining reliability with family-friendly features. Its spacious cabin provides ample comfort and versatility, making it suitable for various needs, from daily commutes to long road trips. One notable feature is the hybrid variant, offering excellent fuel efficiency without compromising on power, making it an appealing choice for eco-conscious buyers. Additionally, the Highlander’s strong safety ratings, bolstered by Toyota Safety Sense technology, ensure that families can travel with confidence.
Other model years to consider
- Average price: $36,362.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,615
- Average price: $30,529.00
- Good/great deal percentage: 35.0%
- User rating: 4.86 / 5
- Total listings: 3,229
- Average price: $18,740.00
- Good/great deal percentage: 33.6%
- User rating: 4.93 / 5
- Total listings: 1,846
These recommendations are based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2022 Toyota Highlander
- Expert review8/10
- MSRP$35,855-$49,960
- Avg. price$33,270
- User rating4.4444
2020 Toyota Highlander
- Expert review8/10
- MSRP$34,600-$48,800
- Avg. price$28,300
- User rating4.6
2021 Toyota Highlander
- Expert review8/10
- MSRP$35,085-$49,190
- Avg. price$30,294
- User rating4.8636
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