Used Toyota Highlander for Sale nearPort Chester, NY
601 vehicles found
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,464
- Stock #:
- N512894
- VIN:
- 5TDJZRFH0HS512894
Sponsored by BMV Auto Group
2017 Toyota Highlander
XLE AWD
93,464 mi
$21,243
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 39,575
- Stock #:
- 540985
- VIN:
- 5TDGZRBH8MS540985
Sponsored Listing
2021 Toyota Highlander
XLE AWD
39,575 mi
$30,693
- 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:
- Celestialsilver
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 11,953
- Stock #:
- T590580R
- VIN:
- 5TDKDRBH4SS590580
Sponsored Listing
2025 Toyota Highlander
LE AWD
11,953 mi
$41,658
- 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:
- 2017
- 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:
- 118,150
- Stock #:
- 57192A
- VIN:
- 5TDJZRFH2HS392421
2017 Toyota Highlander
XLE AWD
118,150 mi
$19,635
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,464
- Stock #:
- N512894
- VIN:
- 5TDJZRFH0HS512894
2017 Toyota Highlander
XLE AWD
93,464 mi
$21,243
- 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:
- 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
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,930
- Stock #:
- N617671
- VIN:
- 5TDJZRFH2KS617671
2019 Toyota Highlander
XLE AWD
71,930 mi
$25,748
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 35,922
- Stock #:
- 41116
- VIN:
- 5TDKDRBH2PS042066
2023 Toyota Highlander
XLE AWD
35,922 mi
$36,326
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,484
- Stock #:
- P08081T
- VIN:
- 5TDKDRBH9PS022283
2023 Toyota Highlander
XLE AWD
38,484 mi
$34,054
- Year:
- 2012
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 270 hp 3.5L V6
- Exterior color:
- Shoreline Blue Pearl
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 5-Speed Automatic Overdrive
- Mileage:
- 82,816
- Stock #:
- UJ3000T
- VIN:
- 5TDDK3EH9CS119629
2012 Toyota Highlander
Limited AWD
82,816 mi
$16,495
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 74,298
- Stock #:
- U5369I
- VIN:
- 5TDJZRBH0MS152509
2021 Toyota Highlander
XSE AWD
74,298 mi
$31,451
- 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:
- 58,420
- Stock #:
- S025691U
- VIN:
- 5TDKDRBH6PS025691
2023 Toyota Highlander
XLE AWD
58,420 mi
$31,970
Recommended model year:
2024 Toyota Highlander
Shop 2024 Toyota Highlander »With 4,139 currently listed for sale and an average price of $39,141.00, 36.5% 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.
88.5% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features innovative design and family-friendly comfort, with advanced technologies and spacious three-row seating.
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 67,135
- Stock #:
- SK414A
- VIN:
- 5TDJZRFH0KS603042
-$800
2019 Toyota Highlander
XLE AWD
67,135 mi
$25,975
$25,175
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 107,969
- Stock #:
- U11040T
- VIN:
- 5TDJZRFH1KS964943
2019 Toyota Highlander
XLE AWD
107,969 mi
$21,969
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 52,215
- Stock #:
- T10701B
- VIN:
- 5TDGZRBH5MS153908
2021 Toyota Highlander
XLE AWD
52,215 mi
$30,894
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 28,860
- Stock #:
- 26B87A
- VIN:
- 5TDGZRBH6MS551130
-$990
2021 Toyota Highlander
XLE AWD
28,860 mi
$34,636
$33,646
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 29,709
- Stock #:
- YF2401A
- VIN:
- 5TDJZRFH4KS598959
2019 Toyota Highlander
XLE AWD
29,709 mi
$30,075
- 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:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 95,547
- Stock #:
- U30312
- VIN:
- 5TDKDRBH0PS007476
2023 Toyota Highlander
XLE AWD
95,547 mi
$28,164
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 112,391
- Stock #:
- 261320A
- VIN:
- 5TDJZRFHXHS395647
2017 Toyota Highlander
SE AWD
112,391 mi
$20,500
- 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:
- Shoreline Mist
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 98,595
- Stock #:
- 50867
- VIN:
- 5TDBZRFH0KS730362
2019 Toyota Highlander
LE Plus AWD
98,595 mi
$20,825
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 34,376
- Stock #:
- EL508524
- VIN:
- 5TDKDRBH1PS508524
2023 Toyota Highlander
XLE AWD
34,376 mi
$34,884
- 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
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 111,190
- Stock #:
- 10171SN
- VIN:
- 5TDBZRFH6KS736392
Sponsored Listing
2019 Toyota Highlander
LE AWD
111,190 mi
$19,170
FAQs
How much does the Toyota Highlander cost in Port Chester, NY?
How many Toyota Highlander vehicles in Port Chester, NY 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 4,139 currently listed for sale and an average price of $39,141.00, 36.5% 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.
88.5% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features innovative design and family-friendly comfort, with advanced technologies and spacious three-row seating.
Why it stands out
The 2024 Toyota Highlander stands out in the crowded midsize SUV market with its strong reputation for reliability, spacious interiors, and family-friendly features. The vehicle features an innovative unibody design that enhances fuel efficiency and driving dynamics, making it a favorite among families. It also includes a user-friendly infotainment system and a suite of advanced safety technologies. This model offers a comfortable ride, excellent handling, and an impressive amount of cargo space. The Highlander’s combination of upscale features and overall affordability solidifies its appeal to potential buyers looking for a versatile and dependable family vehicle.
Other model years to consider
- Average price: $36,279.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,691
- Average price: $16,094.00
- Good/great deal percentage: 34.3%
- User rating: 4.78 / 5
- Total listings: 1,198
- Average price: $33,550.00
- Good/great deal percentage: 34.9%
- User rating: 4.44 / 5
- Total listings: 4,964
These recommendations are based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2022 Toyota Highlander
- Expert review8/10
- MSRP$35,855-$49,960
- Avg. price$33,369
- User rating4.4444
2020 Toyota Highlander
- Expert review8/10
- MSRP$34,600-$48,800
- Avg. price$28,131
- User rating4.6
2021 Toyota Highlander
- Expert review8/10
- MSRP$35,085-$49,190
- Avg. price$30,230
- User rating4.8636
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