Used 2019 Toyota Highlander for Sale near Winchester, VA
294 results
- 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:
- Predawn Gray Mica
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 6-Speed Automatic
- Mileage:
- 73,684
- Stock #:
- H043029
- VIN:
- 5TDZARFH9KS043029
-$600
Sponsored by Hyundai of Dundalk
2019 Toyota Highlander
LE FWD
73,684 mi
$22,799
$22,199
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 113,656
- Stock #:
- KS993861
- VIN:
- 5TDBZRFH6KS993861
Sponsored Listing
2019 Toyota Highlander
LE AWD
113,656 mi
$21,299
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 111,006
- Stock #:
- PN6553A
- VIN:
- 5TDJZRFH8KS713899
Sponsored Listing
2019 Toyota Highlander
XLE AWD
111,006 mi
$24,798
- 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 Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 158,675
- Stock #:
- CLV4323
- VIN:
- 5TDJZRFHXJS810035
2018 Toyota Highlander
XLE AWD
158,675 mi
$15,995
- 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:
- Shoreline Blue Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 88,910
- Stock #:
- 266160A
- VIN:
- 5TDJZRFH9JS827859
2018 Toyota Highlander
XLE AWD
88,910 mi
$23,990
- 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:
- 25,687
- Stock #:
- 26HT152A
- VIN:
- 5TDDZRFH5KS992516
2019 Toyota Highlander
Limited AWD
25,687 mi
$33,497
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 62,057
- Stock #:
- E818847A
- VIN:
- 5TDBZRFH7KS989009
2019 Toyota Highlander
LE AWD
62,057 mi
$25,485
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 71,884
- Stock #:
- 61305A
- VIN:
- 5TDJZRFH4JS810032
2018 Toyota Highlander
XLE AWD
71,884 mi
$26,297
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 69,266
- Stock #:
- MX4475
- VIN:
- 5TDBZRFH6KS953103
2019 Toyota Highlander
LE AWD
69,266 mi
$24,374
- 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:
- 80,498
- Stock #:
- A13075A
- VIN:
- 5TDBZRFH1KS927279
2019 Toyota Highlander
LE Plus AWD
80,498 mi
$22,074
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 45,528
- Stock #:
- 102617
- VIN:
- 5TDGZRBH8LS513185
2020 Toyota Highlander
XLE AWD
45,528 mi
$30,781
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- Automatic
- Mileage:
- 97,818
- Stock #:
- 25989
- VIN:
- 5TDDZRFHXJS858521
2018 Toyota Highlander
Limited Platinum AWD
97,818 mi
$26,390
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,814
- Stock #:
- P318419
- VIN:
- 5TDZZRFH5KS318419
2019 Toyota Highlander
LE Plus FWD
97,814 mi
$21,638
CarGurus Analysis:
2019 Toyota Highlander
With 2,640 currently listed for sale and an average price of $24,372.00, 34.4% of 2019 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Toyota Highlander 4.76 / 5 stars.
65.1% of 2019 Highlander models on CarGurus are accident free.
The 2019 Toyota Highlander is praised for its comfort, spaciousness, and reliability, along with a suite of safety features that enhance its appeal for family use.
- Year:
- 2019
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 120,746
- Stock #:
- 5TDBZRFH0KS743967
- VIN:
- 5TDBZRFH0KS743967
2019 Toyota Highlander
LE AWD
120,746 mi
$17,995
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 96,468
- Stock #:
- DX16868B
- VIN:
- 5TDJZRFH5KS585265
-$502
2019 Toyota Highlander
XLE AWD
96,468 mi
$24,449
$23,947
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 56,380
- Stock #:
- 144427
- VIN:
- 5TDJZRFH0JS546033
2018 Toyota Highlander
XLE AWD
56,380 mi
$28,495
- 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:
- Brown (Saddle Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 87,203
- Stock #:
- KS941260A
- VIN:
- 5TDDZRFH5KS941260
2019 Toyota Highlander
Limited AWD
87,203 mi
$28,203
- 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:
- Brown (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 52,246
- Stock #:
- G471724A
- VIN:
- 5TDDZRFH9KS987917
2019 Toyota Highlander
Limited Platinum AWD
52,246 mi
$33,898
- 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:
- Shoreline Mist
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 100,384
- Stock #:
- 600285
- VIN:
- 5TDBZRFH6JS875730
-$700
2018 Toyota Highlander
LE AWD
100,384 mi
$20,297
$19,597
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 181,998
- Stock #:
- 574009
- VIN:
- 5TDJZRFH9KS574009
-$2,000
2019 Toyota Highlander
SE AWD
181,998 mi
$18,742
$16,742
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 89,847
- Stock #:
- TGY493641
- VIN:
- 5TDDZRFH2JS493641
2018 Toyota Highlander
Limited Platinum AWD
89,847 mi
$25,683
- 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:
- White
- Combined gas mileage:
- 24 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 66,785
- Stock #:
- S006528
- VIN:
- 5TDYZRAH0LS006528
2020 Toyota Highlander
Limited FWD
66,785 mi
$30,498
- 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 Pearl
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Tan)
- Transmission:
- Automatic
- Mileage:
- 158,675
- Stock #:
- CLV4323
- VIN:
- 5TDJZRFHXJS810035
Sponsored Listing
2018 Toyota Highlander
XLE AWD
158,675 mi
$15,995
CarGurus Analysis: 2019 Toyota Highlander
Summary
With 2,640 currently listed for sale and an average price of $24,372.00, 34.4% of 2019 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Toyota Highlander 4.76 / 5 stars.
65.1% of 2019 Highlander models on CarGurus are accident free.
The 2019 Toyota Highlander is praised for its comfort, spaciousness, and reliability, along with a suite of safety features that enhance its appeal for family use.
Why it stands out
The 2019 Toyota Highlander excels in the midsize SUV category by offering a smooth ride and ample interior space, making it an ideal choice for families. This SUV combines the robust build and safety features consumers expect from Toyota with a comfortable atmosphere for all passengers. While the Highlander might not be the most exciting vehicle to drive due to its soft suspension and somewhat uninspiring steering, it makes up for this with its reliability and dependability. Indeed, the Highlander has earned top ratings for safety and quality over the years, sustaining its position as a favorite among family-oriented buyers. The 2019 model is particularly noted for its advanced safety technologies, spacious three-row seating, and a balanced blend of comfort and practicality that appeals to a wide range of users.
Other model years to consider
- Average price: $39,151.00
- Good/great deal percentage: 36.1%
- User rating: 5 / 5
- Total listings: 4,033
- 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
This analysis is based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.
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4.8 Overall rating
Filter by rating
Simone P
Reviewed a 2019 Toyota SE FWD on Aug 10, 2025
I just purchased a pre-owner Toyota Highlander. I picked the 2019 model because it is the last model year that had the rear window that opened independently from the lift gate. I missed that feature in my last two Honda CRV’s because the older (gen 1 &2) Honda CRV’s used to have that feature too. Both the CRV and Highlander have similar features and are both reliable and wonderful cars, which will last a long time. I just needed a larger car for my current needs. The Honda did get better gas mileage than the Toyota, but it was also a smaller SUV. I have owned different Honda CR-Vs for the last 30 years, and have been very happy with them. This is my first Toyota. The Highlander is very comfortable and roomy. My daughter really likes the captain’s seats in the back. I am very happy with the Highlander and plan to have it for many years.
Anonymous
Reviewed a 2019 Toyota Highlander on Sep 3, 2024
great combination of reliability, function and features and price. Has more than enough bells and whistles with great driveability and comfort
Dennis G
Reviewed a 2019 Toyota Limited AWD on Mar 27, 2025
Comfortable, strong and stylish. Plenty of room for wife's wheel chair, her and myself along with what ever else we need to transport. Did have a problem starting once after sitting 3 weeks unproven. Small portable starter was very handy, started right up. No issues since. Lot of safety reminders, clearance between you and car in front of you in cruse control, out of lane warning. Wish it had digital speed display. Nav works well. I have SiriusXM radio, killer sound.
Suzanne M
Reviewed a 2019 Toyota Highlander on Oct 11, 2024
It’s roomy, has all the bells and whistles. Nice smooth ride. Takes a little time to manipulate all the “bells and whistles”. Also aesthetically good .
2019 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Limited FWD | $42,930 |
| LE AWD | $35,340 |
| Limited Platinum AWD | $47,510 |
| Limited AWD | $44,390 |
| SE AWD | $42,400 |
| LE FWD | $33,880 |
| XLE FWD | $39,720 |
| XLE AWD | $41,180 |
2019 Toyota Highlander Price Trends
CarGurus tracks the prices of millions of used car listings every year. See how the average price of 2019 Toyota Highlander prices has changed over time.
See more price trends2019 Toyota Highlander Pricing Analysis
Pricing by Popular US Cities
Market Area: Nationwide
Key Insights
- Highest Prices in Chicago: The highest average price is found in Chicago, IL ($24,702), indicating a strong demand or limited supply in this urban area.
- Best Value in Miami: Miami, FL ($20,894) offers the lowest average prices, likely reflecting higher inventory and more competitive pricing in a warmer climate.
- Inventory vs. Pricing Relationship: Markets with lower inventory, such as New York (270 listings) and Washington, DC (259 listings), maintain higher average prices, suggesting demand is outpacing supply.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Chicago, IL | 215 | $24,702 |
| Philadelphia, PA | 229 | $24,388 |
| Washington, DC | 259 | $24,753 |
| Dallas, TX | 199 | $23,446 |
| Los Angeles, CA | 162 | $23,737 |
| Houston, TX | 195 | $23,770 |
| Atlanta, GA | 225 | $23,041 |
| Boston, MA | 281 | $24,943 |
| New York, NY | 270 | $22,281 |
| Miami, FL | 136 | $20,894 |
Pricing by Trim Packages
Key Insights
- AWD Trims Lead Inventory: The XLE AWD trim has the highest inventory with 3,124 listings, reflecting its popularity and demand for all-weather capability.
- Premium Trims at Significant Premium: The Limited Platinum AWD trim is priced at $47,510, offering a substantial premium over base trims, which influences buyer choices based on budget and features.
- Value in Base Trims: The LE AWD represents a value option with 782 listings and a reasonable MSRP of $35,340, appealing to buyers looking for essential features without luxury frills.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3124 | $41,180 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 1396 | $39,720 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 1239 | $44,390 | AWD | 3.5L 295 hp V6 |
| LE AWD | 782 | $35,340 | AWD | 3.5L 295 hp V6 |
| LE FWD | 781 | $33,880 | FWD | 3.5L 295 hp V6 |
| Limited FWD | 377 | $42,930 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 309 | $47,510 | AWD | 3.5L 295 hp V6 |
| SE AWD | 286 | $42,400 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- Strong Demand for Newer Models: The 2026 Toyota Highlander is priced at $51,688, indicating that new models command a premium, likely reflecting high demand and desirability.
- Significant Depreciation for Older Models: The 2015 Highlander shows a steep decline with current pricing at $17,323, illustrating the rapid depreciation experienced by older vehicles.
- Balanced Value in Recent Models: The 2022 model priced at $34,011 reflects less than significant depreciation, making it an attractive option for buyers looking for a nearly new vehicle at competitive pricing.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 Toyota Highlander | $45,870 | $51,688 | +12.7% |
| 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 | -16.6% |
| 2018 Toyota Highlander | $31,230 | $22,588 | -27.7% |
| 2017 Toyota Highlander | $30,630 | $20,971 | -31.5% |
| 2016 Toyota Highlander | $30,490 | $19,010 | -37.5% |
| 2015 Toyota Highlander | $29,765 | $17,323 | -41.7% |
These recommendations are based on CarGurus' proprietary market data from June 25, 2026, CarGurus experts' opinions, and generative AI.
