Used Toyota Highlander for Sale nearWilliamsburg, KY
963 vehicles found
See the total price upfront.
Only show listings that include dealer fees- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,398
- Stock #:
- 91346
- VIN:
- 5TDKDRAH6PS001408
Sponsored by Grayson BMW
2023 Toyota Highlander
L FWD
72,398 mi
$28,234
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 53,095
- Stock #:
- 813021
- VIN:
- 5TDJZRFH3JS813021
Sponsored Listing
2018 Toyota Highlander
XLE AWD
53,095 mi
$28,238
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,919
- Stock #:
- MX4354
- VIN:
- 5TDJZRFH2KS621204
Sponsored Listing
2019 Toyota Highlander
XLE AWD
71,919 mi
$26,748
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Blueprint
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,676
- Stock #:
- 082596A
- VIN:
- 5TDLZRAH7MS082596
2021 Toyota Highlander
XSE FWD
96,676 mi
$29,695
- 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:
- 65,456
- Stock #:
- S541866A
- VIN:
- 5TDJZRFH4HS453428
2017 Toyota Highlander
SE AWD
65,456 mi
$28,052
- 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:
- Celestial Silver Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 72,398
- Stock #:
- 91346
- VIN:
- 5TDKDRAH6PS001408
2023 Toyota Highlander
L FWD
72,398 mi
$28,234
- 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:
- Moon Dust
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 89,076
- Stock #:
- 46928A
- VIN:
- 5TDKDRAH4PS508954
-$1,004
2023 Toyota Highlander
Platinum FWD
89,076 mi
$33,991
$32,987
- Year:
- 2006
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 155 hp 2.4L I4
- Exterior color:
- [202] Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- White (Ivory cloth, leather)
- Transmission:
- Automatic
- Mileage:
- 63,094
- Stock #:
- 16701
- VIN:
- JTEGD21A960153390
![[202] Black 2006 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic](https://static.cargurus.com/images/forsale/2026/06/02/17/07/2006_toyota_highlander-pic-5462670087481483715-1024x768.jpeg?io=true&width=640&height=480&fit=bounds&format=jpg&auto=webp)
2006 Toyota Highlander
Base
63,094 mi
$11,950
- Year:
- 2013
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 187 hp 2.7L I4
- Exterior color:
- DKGREE
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 182,817
- Stock #:
- 045179
- VIN:
- 5TDZA3EH3DS045179
2013 Toyota Highlander
FWD
182,817 mi
$7,888
- 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:
- 95,410
- Stock #:
- MS093053
- VIN:
- 5TDBZRBHXMS093053
2021 Toyota Highlander
LE AWD
95,410 mi
$24,686
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 175,874
- Stock #:
- GP5499
- VIN:
- 5TDJZRFH1JS552021
-$1,400
2018 Toyota Highlander
XLE AWD
175,874 mi
$16,180
$14,780
- 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
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 120,693
- Stock #:
- 10258
- VIN:
- 5TDKKRFH5FS077277
2015 Toyota Highlander
XLE
120,693 mi
$16,498
- 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:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 120,466
- Stock #:
- 078625
- VIN:
- 5TDLZRBH3MS078625
2021 Toyota Highlander
XSE AWD
120,466 mi
$27,114
Recommended model year:
2024 Toyota Highlander
Shop 2024 Toyota Highlander »With 3,978 currently listed for sale and an average price of $39,108.00, 34.9% 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.
88.8% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it an excellent choice for families.
- Year:
- 2020
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Gray
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 119,456
- Stock #:
- 5202A
- VIN:
- 5TDGZRAH7LS005825
2020 Toyota Highlander
XLE FWD
119,456 mi
$22,299
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,919
- Stock #:
- MX4354
- VIN:
- 5TDJZRFH2KS621204
2019 Toyota Highlander
XLE AWD
71,919 mi
$26,748
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 109,370
- Stock #:
- 923793
- VIN:
- 5TDBZRFH6KS923793
2019 Toyota Highlander
LE AWD
109,370 mi
$20,698
- Year:
- 2021
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Black
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 93,337
- Stock #:
- FAD10046
- VIN:
- 5TDGZRAH1MS529442
2021 Toyota Highlander
XLE FWD
93,337 mi
$25,769
- 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:
- 39,285
- Stock #:
- A17933PHC
- VIN:
- 5TDKDRBH8PS041651
2023 Toyota Highlander
Platinum AWD
39,285 mi
$43,399
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Exterior color:
- Salsa Red Pearl
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 148,886
- Stock #:
- P01381A
- VIN:
- 5TDKZRFH4KS320406
-$1,000
2019 Toyota Highlander
SE FWD
148,886 mi
$20,393
$19,393
- 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:
- Moon Dust
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 37,904
- Stock #:
- T260535A
- VIN:
- 5TDKDRBH9PS527059
2023 Toyota Highlander
XLE AWD
37,904 mi
$38,988
- 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:
- Pearl
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Red
- Transmission:
- 8-Speed Automatic
- Mileage:
- 42,387
- Stock #:
- 28933
- VIN:
- 5TDKDRAH5PS030396
2023 Toyota Highlander
XSE FWD
42,387 mi
$39,623
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 25 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray (Graphite)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 36,479
- Stock #:
- 005129
- VIN:
- 5TDKDRAH0PS005129
2023 Toyota Highlander
L FWD
36,479 mi
$31,687
- 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:
- Red (Ruby Flare Pearl)
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 82,800
- Stock #:
- 037878
- VIN:
- 5TDHZRBH8LS037878
Sponsored Listing
2020 Toyota Highlander
XLE AWD
82,800 mi
$28,995
FAQs
How much does the Toyota Highlander cost in Williamsburg, KY?
How many Toyota Highlander vehicles in Williamsburg, KY 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
- Significant Depreciation for Older Models: The 2016 Toyota Highlander shows the steepest decline, with a current average price of $18,897, reflecting a -38.5% depreciation from its original MSRP.
- Recent Models Retain Value: The 2026 model is currently priced at $51,737, which is +11.0% above its MSRP, indicating strong demand for the latest model.
- Best Value Year: The 2022 Highlander is priced at $33,940, representing a -5.1% depreciation, making it a potentially attractive option for buyers seeking a balance between price and features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $46,270 | $51,737 | +11.0% |
| 2025 Toyota Highlander | $40,320 | $41,573 | +3.1% |
| 2024 Toyota Highlander | $39,270 | $39,197 | -0.2% |
| 2023 Toyota Highlander | $36,620 | $36,418 | -0.6% |
| 2022 Toyota Highlander | $35,855 | $33,940 | -5.1% |
| 2021 Toyota Highlander | $35,085 | $30,923 | -12.0% |
| 2020 Toyota Highlander | $34,600 | $28,787 | -16.8% |
| 2019 Toyota Highlander | $31,830 | $24,537 | -22.9% |
| 2018 Toyota Highlander | $31,230 | $22,596 | -27.8% |
| 2017 Toyota Highlander | $30,630 | $20,935 | -31.6% |
| 2016 Toyota Highlander | $30,490 | $18,897 | -38.5% |
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in New York: The average price in New York, NY is $26,703, indicating a premium market likely driven by demand and limited supply.
- Lowest Prices in Chicago: Chicago, IL offers the lowest average price at $24,808, suggesting a more competitive market with higher inventory levels.
- Price Variation Across Cities: Cities like Dallas, TX and Philadelphia, PA show average prices of $26,745 and $29,400, respectively, indicating regional differences in demand and pricing strategies.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| New York, NY | 653 | $26,703 |
| Los Angeles, CA | 521 | $25,837 |
| Chicago, IL | 341 | $24,808 |
| Dallas, TX | 384 | $26,745 |
| Philadelphia, PA | 295 | $29,400 |
| Houston, TX | 385 | $25,025 |
| Miami, FL | 223 | $29,432 |
| Washington, DC | 486 | $27,474 |
| Atlanta, GA | 336 | $26,870 |
| Boston, MA | 635 | $28,044 |
Pricing by Trim Packages
Key Insights
- XLE AWD is the Most Common Trim: With 3,182 listings, the XLE AWD trim is the most prevalent, indicating strong consumer preference for this configuration.
- Premium Pricing for Limited AWD: The Limited AWD trim, priced at $50,725, commands a significant premium, reflecting its extensive feature set and luxury appeal.
- Feature-Rich Trims: All trims offer a robust set of features, with the Platinum AWD trim providing the highest level of luxury and technology, justifying its higher MSRP.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3,182 | $46,270 | AWD | 2.4L 265 hp I4 |
| Limited AWD | 1,221 | $50,725 | AWD | 2.4L 265 hp I4 |
| XSE AWD | 716 | $48,340 | AWD | 2.4L 265 hp I4 |
| Platinum AWD | 573 | $53,925 | AWD | 2.4L 265 hp I4 |
These recommendations are based on CarGurus' proprietary market data from July 2, 2026, CarGurus experts' opinions, and generative AI.
CarGurus recommends the 2024 Toyota Highlander
Summary
With 3,978 currently listed for sale and an average price of $39,108.00, 34.9% 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.
88.8% of 2024 Highlander models on CarGurus are accident free.
The 2024 Toyota Highlander features a spacious interior, advanced safety technology, and a smooth ride, making it an excellent choice for families.
Why it stands out
The 2024 Toyota Highlander continues to build on its reputation as a reliable and family-friendly SUV. With its spacious interior and comfortable seating for up to eight passengers, it caters to families who need room for both kids and cargo. The Highlander is equipped with a suite of advanced safety features, including Toyota Safety Sense, which enhances its appeal to safety-conscious buyers. Additionally, the Highlander's smooth ride and refined handling make it a pleasure to drive, while its strong reliability ratings ensure peace of mind for long-term ownership.
Other model years to consider
- Average price: $36,251.00
- Good/great deal percentage: 35.1%
- User rating: 4.75 / 5
- Total listings: 4,632
- Average price: $16,128.00
- Good/great deal percentage: 34.6%
- User rating: 4.78 / 5
- Total listings: 1,225
- Average price: $33,589.00
- Good/great deal percentage: 35.1%
- User rating: 4.44 / 5
- Total listings: 4,931
These recommendations are based on CarGurus' proprietary market data from July 6, 2026, CarGurus experts' opinions, and generative AI.
Recent expert test drives
2022 Toyota Highlander
- Expert review8/10
- MSRP$35,855-$49,960
- Avg. price$33,210
- User rating4.4444
2020 Toyota Highlander
- Expert review8/10
- MSRP$34,600-$48,800
- Avg. price$28,116
- User rating4.6
2021 Toyota Highlander
- Expert review8/10
- MSRP$35,085-$49,190
- Avg. price$30,310
- User rating4.8636
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