Used 2019 Toyota Highlander for Sale nearWinchester, VA
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- 109,518
- Stock #:
- KS592461T
- VIN:
- 5TDJZRFH7KS592461
Sponsored by Priority Toyota Springfield
2019 Toyota Highlander
XLE AWD
109,518 mi
$22,328
- 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:
- Black
- Transmission:
- Automatic
- Mileage:
- 70,732
- Stock #:
- KTGTKS728871
- VIN:
- 5TDJZRFH6KS728871
-$1,000
Sponsored Listing
2019 Toyota Highlander
XLE AWD
70,732 mi
$27,995
$26,995
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-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:
- Automatic
- Mileage:
- 83,098
- Stock #:
- 1422
- VIN:
- 5TDZARFH6JS033508
Sponsored Listing
2018 Toyota Highlander
LE
83,098 mi
$20,460
- 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:
- Alumina Jade Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- Automatic
- Mileage:
- 50,748
- Stock #:
- T145441A
- VIN:
- 5TDDZRFH2JS899144
2018 Toyota Highlander
Limited Platinum AWD
50,748 mi
$31,790
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 58,760
- Stock #:
- 1316
- VIN:
- 5TDCZRBH4LS514543
2020 Toyota Highlander
L AWD
58,760 mi
$27,289
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,104
- Stock #:
- Y0111A
- VIN:
- 5TDDZRFH9JS899951
2018 Toyota Highlander
Limited AWD
97,104 mi
$26,198
- 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:
- Brown (Saddle Tan)
- Transmission:
- Automatic
- Mileage:
- 130,551
- Stock #:
- 00P2302A
- VIN:
- 5TDDZRFHXJS817774
2018 Toyota Highlander
Limited Platinum AWD
130,551 mi
$22,799
- 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:
- 8-Speed Automatic
- Mileage:
- 67,667
- Stock #:
- S26283A
- VIN:
- 5TDFZRBH9LS049657
2020 Toyota Highlander
Platinum AWD
67,667 mi
$34,894
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 107,130
- Stock #:
- O260627575T1
- VIN:
- 5TDJZRFH2JS833227
2018 Toyota Highlander
XLE AWD
107,130 mi
$22,509
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 38,851
- Stock #:
- KFP7069
- VIN:
- 5TDDZRFH2KS717069
2019 Toyota Highlander
Limited AWD
38,851 mi
$32,999
- 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:
- Silver
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 90,775
- Stock #:
- CA4978
- VIN:
- 5TDFZRBH2LS021912
2020 Toyota Highlander
Platinum AWD
90,775 mi
$29,990
- 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:
- Red
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Acv
- Transmission:
- Automatic
- Mileage:
- 88,786
- Stock #:
- 2992
- VIN:
- 5TDJZRFH8KS730914
2019 Toyota Highlander
SE AWD
88,786 mi
$22,900
- 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:
- 89,077
- Stock #:
- 266160A
- VIN:
- 5TDJZRFH9JS827859
2018 Toyota Highlander
XLE AWD
89,077 mi
$24,189
CarGurus Analysis:
2019 Toyota Highlander
With 2,697 currently listed for sale and an average price of $24,273.00, 32.6% 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.
65.6% of 2019 Highlander models on CarGurus are accident free.
The 2019 Toyota Highlander is praised for its comfort, spaciousness, and reliability, along with notable safety features and solid engine performance.
- 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
$20,897
- 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:
- 93,291
- Stock #:
- A257154
- VIN:
- 5TDJZRFHXKS620415
2019 Toyota Highlander
XLE AWD
93,291 mi
$25,298
- 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:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,518
- Stock #:
- 171022
- VIN:
- 5TDBZRFH6JS875775
2018 Toyota Highlander
LE Plus AWD
102,518 mi
$20,749
- 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:
- Automatic
- Mileage:
- 77,832
- Stock #:
- TGE587101
- VIN:
- 5TDJZRFH7KS587101
2019 Toyota Highlander
XLE AWD
77,832 mi
$25,598
- 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:
- Silver
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 113,610
- Stock #:
- 8A11800A
- VIN:
- 5TDDZRFH5KS987185
2019 Toyota Highlander
Limited Platinum AWD
113,610 mi
$26,628
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- Front-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:
- Automatic
- Mileage:
- 83,098
- Stock #:
- 1422
- VIN:
- 5TDZARFH6JS033508
2018 Toyota Highlander
LE
83,098 mi
$20,460
- 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:
- Automatic
- Mileage:
- 123,212
- Stock #:
- KWKTKS579767
- VIN:
- 5TDJZRFHXKS579767
-$500
2019 Toyota Highlander
XLE AWD
123,212 mi
$21,495
$20,995
- 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:
- Black
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 76,401
- Stock #:
- 612844
- VIN:
- 5TDJZRFH4KS612844
2019 Toyota Highlander
XLE AWD
76,401 mi
$25,299
- 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:
- 8-Speed Automatic
- Mileage:
- 140,740
- Stock #:
- BN00679
- VIN:
- 5TDJZRFHXJS872499
2018 Toyota Highlander
XLE AWD
140,740 mi
$20,188
- 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:
- Gray
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 53,159
- Stock #:
- TGE040278
- VIN:
- 5TDHZRBHXLS040278
Sponsored Listing
2020 Toyota Highlander
XLE AWD
53,159 mi
$28,784
CarGurus Analysis: 2019 Toyota Highlander
Summary
With 2,697 currently listed for sale and an average price of $24,273.00, 32.6% 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.
65.6% of 2019 Highlander models on CarGurus are accident free.
The 2019 Toyota Highlander is praised for its comfort, spaciousness, and reliability, along with notable safety features and solid engine performance.
Why it stands out
The 2019 Toyota Highlander continues to impress buyers with its blend of comfort, reliability, and spaciousness, making it a top choice in the midsize SUV segment. Its well-designed interior offers ample room for passengers and cargo, while the available hybrid model provides excellent fuel efficiency. The Highlander is equipped with a suite of safety features that enhance its appeal, ensuring peace of mind for families. Although it may not be the most exciting vehicle to drive, its smooth ride and dependable performance make it a practical option for those seeking a family-friendly SUV. The Highlander's strong reputation for reliability and safety further solidifies its position as a preferred choice among used SUVs.
Other model years to consider
- Average price: $39,125.00
- Good/great deal percentage: 34.0%
- User rating: 5 / 5
- Total listings: 3,719
- Average price: $36,026.00
- Good/great deal percentage: 34.3%
- User rating: 4.75 / 5
- Total listings: 4,322
- Average price: $30,397.00
- Good/great deal percentage: 34.5%
- User rating: 4.86 / 5
- Total listings: 3,221
This analysis is based on CarGurus' proprietary market data from July 20, 2026, CarGurus experts' opinions, and generative AI.
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 |
| Limited Platinum AWD | $47,510 |
| LE AWD | $35,340 |
| SE AWD | $42,400 |
| Limited AWD | $44,390 |
| 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 city of Chicago, IL ($25,080) has the highest average price, likely reflecting a combination of demand and inventory dynamics.
- Lowest Prices in New York: Conversely, New York, NY ($22,313) offers the lowest average price, suggesting a more price-sensitive market or higher inventory turnover.
- Inventory Variation: Cities like Philadelphia (235 listings) and Washington, DC (255 listings) show a healthy inventory, which may contribute to more stable pricing around the national average.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Chicago, IL | 211 | $25,080 |
| Philadelphia, PA | 235 | $24,563 |
| Washington, DC | 255 | $24,473 |
| Dallas, TX | 197 | $22,591 |
| Houston, TX | 197 | $23,305 |
| Los Angeles, CA | 160 | $23,327 |
| Miami, FL | 143 | $21,731 |
| Atlanta, GA | 226 | $21,642 |
| New York, NY | 263 | $22,313 |
Pricing by Trim Packages
Key Insights
- AWD Trims Dominate Listings: The XLE AWD (3,146 listings) is the most common trim, indicating strong demand for all-wheel-drive options.
- Price Range Across Trims: The Limited AWD ($44,390 MSRP) is the highest priced trim, reflecting a premium for additional features and luxury.
- Value in Base Trims: The LE FWD ($33,880 MSRP) offers a more budget-friendly option while still providing essential features, appealing to cost-conscious buyers.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 3146 | $41,180 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 1388 | $39,720 | FWD | 3.5L 295 hp V6 |
| Limited AWD | 1214 | $44,390 | AWD | 3.5L 295 hp V6 |
| LE FWD | 735 | $33,880 | FWD | 3.5L 295 hp V6 |
| LE AWD | 684 | $35,340 | AWD | 3.5L 295 hp V6 |
| Limited FWD | 368 | $42,930 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 312 | $47,510 | AWD | 3.5L 295 hp V6 |
| SE AWD | 304 | $42,400 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- New Models at a Premium: The 2026 Highlander is priced at $52,195, reflecting a 12.6% increase over its MSRP, indicating strong demand for the latest model.
- Depreciation Trends: Older models, particularly the 2015 Highlander, show significant depreciation, with an average price of $17,256, down 42.5% from its original MSRP.
- Best Value Years: The 2022 Highlander is priced at $33,752, representing a modest depreciation of -6.1%, making it a potentially attractive option for buyers seeking a balance of price and features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $46,270 | $52,195 | +12.6% |
| 2025 | $40,320 | $41,395 | +2.7% |
| 2024 | $39,270 | $39,217 | -0.1% |
| 2023 | $36,620 | $36,118 | -1.4% |
| 2022 | $35,855 | $33,752 | -6.1% |
| 2021 | $35,085 | $30,794 | -12.2% |
| 2020 | $34,600 | $28,502 | -17.7% |
| 2018 | $31,230 | $22,413 | -28.1% |
| 2017 | $30,630 | $21,000 | -31.7% |
| 2016 | $30,490 | $18,750 | -38.5% |
| 2015 | $29,765 | $17,256 | -42.5% |
These recommendations are based on CarGurus' proprietary market data from July 16, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2019 Toyota Highlander cost in Winchester, VA?
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What fuel types are available?
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