Used 2019 Toyota Highlander for Sale nearBoston, MA
Shop with transparent pricing.
Only show listings that include dealer fees- 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:
- Blueprint
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 74,870
- Stock #:
- KU1147A
- VIN:
- 5TDDZRBH5LS018350

-$600

Sponsored by McGovern Kia of Norwood
2020 Toyota Highlander
Limited AWD
74,870 mi
$30,095
$29,495
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Saddle Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 120,598
- Stock #:
- CH5025A
- VIN:
- 5TDJZRFH2KS742847

Sponsored Listing
2019 Toyota Highlander
XLE AWD
120,598 mi
$22,697
- Year:
- 2018
- Make:
- Toyota
- Model:
- Highlander
- Body type:
- SUV / Crossover
- Doors:
- 4 doors
- Drivetrain:
- All-Wheel Drive
- Engine:
- 295 hp 3.5L V6
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 114,113
- Stock #:
- Hig489321
- VIN:
- 5TDJZRFH4JS489321

Sponsored Listing
2018 Toyota Highlander
XLE AWD
114,113 mi
$21,095
- 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:
- 48,597
- Stock #:
- 80372A
- VIN:
- 5TDDZRFH8KS993448

2019 Toyota Highlander
Limited Platinum AWD
48,597 mi
$31,185
- 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:
- 93,153
- Stock #:
- JG3049B
- VIN:
- 5TDJZRFH6JS854629

2018 Toyota Highlander
XLE AWD
93,153 mi
$22,131
- 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:
- Automatic
- Mileage:
- 64,035
- Stock #:
- HLWTKS991999
- VIN:
- 5TDDZRFH2KS991999

-$1,300
2019 Toyota Highlander
Limited AWD
64,035 mi
$29,497
$28,197
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 102,221
- Stock #:
- U195279
- VIN:
- 5TDBZRFH0KS995279

2019 Toyota Highlander
LE AWD
102,221 mi
$21,276
- 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:
- 95,198
- Stock #:
- KU1142XA
- VIN:
- 5TDJZRFH1KS595923

2019 Toyota Highlander
XLE AWD
95,198 mi
$25,932
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black w/Silver Stitching
- Transmission:
- 8-Speed Automatic
- Mileage:
- 109,205
- Stock #:
- 2112
- VIN:
- 5TDJZRFH7KS612112

2019 Toyota Highlander
SE AWD
109,205 mi
$22,495
- 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:
- 108,899
- Stock #:
- 6029
- VIN:
- 5TDJZRFH6JS806029

2018 Toyota Highlander
XLE AWD
108,899 mi
$20,995
- 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:
- 87,085
- Stock #:
- CT8901A
- VIN:
- 5TDGZRBH2LS020201

2020 Toyota Highlander
XLE AWD
87,085 mi
$28,699
- 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:
- Gray
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 117,787
- Stock #:
- 813848
- VIN:
- 5TDJZRFH0JS813848

2018 Toyota Highlander
SE AWD
117,787 mi
$20,099
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 98,827
- Stock #:
- HL13374A
- VIN:
- 5TDBZRFH9KS932830

-$420
2019 Toyota Highlander
LE AWD
98,827 mi
$21,199
$20,779
CarGurus Analysis:
2019 Toyota Highlander
With 284 currently listed for sale near Boston, MA and an average price of $24,212.00, 29.6% of 2019 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Toyota Highlander 4.74 / 5 stars.
83.1% of 2019 Highlander models on CarGurus are accident free.
- 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:
- Green
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Beige)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 57,102
- Stock #:
- 505367
- VIN:
- 5TDHZRBH1LS505367

2020 Toyota Highlander
XLE AWD
57,102 mi
$30,586
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- Automatic
- Mileage:
- 111,550
- Stock #:
- AM0908 A
- VIN:
- 5TDBZRFH6KS960908

2019 Toyota Highlander
LE AWD
111,550 mi
$20,696
- 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:
- 76,070
- Stock #:
- 052502U
- VIN:
- 5TDJZRFH0KS611593

2019 Toyota Highlander
XLE AWD
76,070 mi
$25,495
- 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:
- Shoreline Blue Pearl
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- Automatic
- Mileage:
- 76,174
- Stock #:
- 07508
- VIN:
- 5TDBZRFH7KS732755

2019 Toyota Highlander
LE AWD
76,174 mi
$22,890
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Saddle Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 79,599
- Stock #:
- U8626
- VIN:
- 5TDDZRFH6KS941395

2019 Toyota Highlander
Limited AWD
79,599 mi
$27,570
- 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:
- Ooh La La Rouge Mica
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Saddle Tan)
- Transmission:
- Automatic
- Mileage:
- 80,353
- Stock #:
- 316821
- VIN:
- 5TDYZRFH4KS316821

2019 Toyota Highlander
Limited Platinum FWD
80,353 mi
$23,674
- 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:
- Green
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Transmission:
- Automatic
- Mileage:
- 81,658
- Stock #:
- 26266
- VIN:
- 5TDDZRFH1KS708170

2019 Toyota Highlander
Limited AWD
81,658 mi
$27,993
- 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:
- 78,961
- Stock #:
- TP8400A
- VIN:
- 5TDJZRFH6KS580849

2019 Toyota Highlander
XLE AWD
78,961 mi
$26,467
- 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:
- Brown (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 107,964
- Stock #:
- MA86582
- VIN:
- 5TDDZRFH5JS886582

2018 Toyota Highlander
Limited Platinum AWD
107,964 mi
$23,594
- 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:
- Predawn Gray Mica
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Brown (Saddle Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 79,599
- Stock #:
- U8626
- VIN:
- 5TDDZRFH6KS941395

Sponsored Listing
2019 Toyota Highlander
Limited AWD
79,599 mi
$27,570
CarGurus Analysis: 2019 Toyota Highlander

Summary
With 284 currently listed for sale near Boston, MA and an average price of $24,212.00, 29.6% of 2019 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
Favorably reviewed: Owners rated the 2019 Toyota Highlander 4.74 / 5 stars.
83.1% of 2019 Highlander models on CarGurus are accident free.
Why it stands out
The 2019 Toyota Highlander stands out as a family-focused midsize SUV that emphasizes comfort, practicality, and long-term dependability over flash. In Toyota’s third-generation Highlander, the redesign brought a sharper, more muscular shape, and the model gained more technology and active-safety features. That combination helped make it one of the more appealing choices for buyers who want a roomy, easygoing SUV with a strong reputation for reliability and resale value.
For 2019, the Highlander’s appeal also came from its broad range of everyday usefulness. It offered seating for up to eight, and the available safety equipment included adaptive cruise control, blind-spot monitoring with rear cross-traffic alerts, lane-keeping assist, and automatic emergency braking. Standard equipment included a 6.1-inch touchscreen, Bluetooth, a backup camera, USB ports, and 18-inch wheels. Powertrain choices included a 2.7-liter inline-four with 185 horsepower on the LE, a 3.5-liter V6 on other gas models, and a hybrid version that made an electrically assisted 280. The tradeoff is that this Highlander was never especially exciting to drive, and some buyers may also find the infotainment and interior materials less impressive than the rest of the package.
Other model years to consider
- Average price: $40,593.00
- Good/great deal percentage: 42.7%
- User rating: 5 / 5
- Total listings: 262
- Average price: $36,020.00
- Good/great deal percentage: 41.6%
- User rating: 4.75 / 5
- Total listings: 296
- Average price: $28,623.00
- Good/great deal percentage: 36.7%
- User rating: 4.86 / 5
- Total listings: 259
This analysis is based on CarGurus' proprietary market data from August 25, 2026, CarGurus experts' opinions, and generative AI.
4.8 Overall rating
Filter by rating
Tom T
Reviewed a 2019 Toyota Highlander on Aug 1, 2026
Comfortable and drives great! Very happy with the Toyota Highlander.
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.
2019 Toyota Highlander Trims
| Trim type | MSRP |
|---|---|
| Limited FWD | $42,930 |
| LE AWD | $35,340 |
| Limited Platinum AWD | $47,510 |
| 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: Boston, MA Market Report
Pricing by Nearby Locations
Market Area: Boston, MA
Key Insights
- Highest Prices in Brattleboro, VT: The market in Brattleboro commands the highest average price at $25,095, likely due to limited inventory and higher demand.
- Lowest Prices in Groton, MA: Groton offers the most competitive pricing at $24,331, indicating a more price-sensitive market with better inventory turnover.
- Stable Pricing Across Cities: Cities like Worcester ($24,262) and Providence ($24,270) show similar pricing, suggesting a balanced supply-demand dynamic in the region.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Brattleboro, VT | 208 | $25,095 |
| Plymouth, MA | 239 | $24,559 |
| Worcester, MA | 296 | $24,262 |
| Providence, RI | 258 | $24,270 |
| Manchester, NH | 243 | $23,823 |
| Portsmouth, NH | 228 | $23,665 |
| New Bedford, MA | 228 | $24,250 |
| Chicopee, MA | 246 | $23,813 |
| Hartford, CT | 234 | $23,840 |
| Groton, MA | 288 | $24,331 |
Pricing by Trim Packages
Key Insights
- AWD Trims Lead Inventory: The XLE AWD trim is the most common with 245 listings, reflecting strong demand for all-weather capability.
- Premium Pricing for Limited Trims: The Limited AWD trim, priced at $44,390 MSRP, is significantly higher than base trims, indicating a premium market segment.
- Value in Base Trims: The LE AWD trim, with 92 listings and a $35,340 MSRP, offers a competitive entry point for buyers seeking value without sacrificing features.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 245 | $41,180 | AWD | 3.5L 295 hp V6 |
| Limited AWD | 104 | $44,390 | AWD | 3.5L 295 hp V6 |
| LE AWD | 92 | $35,340 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 43 | $39,720 | FWD | 3.5L 295 hp V6 |
| LE FWD | 38 | $33,880 | FWD | 3.5L 295 hp V6 |
| Limited FWD | 15 | $42,930 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 46 | $47,510 | AWD | 3.5L 295 hp V6 |
| SE AWD | 51 | $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 $53,988, reflecting a 16.7% premium over its MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2018 Highlander shows a steep decline, priced at $22,006, which is -29.0% from its original MSRP, highlighting rapid depreciation.
- Best Value in Recent Models: The 2022 Highlander is priced at $33,004, only -7.5% below MSRP, making it an attractive option for buyers looking for newer vehicles with less depreciation.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $46,270 | $53,988 | +16.7% |
| 2025 | $40,320 | $43,165 | +7.0% |
| 2024 | $39,270 | $41,085 | +4.6% |
| 2023 | $36,620 | $35,694 | -2.5% |
| 2022 | $35,855 | $33,004 | -7.5% |
| 2021 | $35,085 | $28,467 | -18.8% |
| 2020 | $34,600 | $27,643 | -20.1% |
| 2019 | $31,230 | $22,006 | -29.0% |
| 2018 | $30,630 | $20,250 | -33.9% |
| 2017 | $30,490 | $18,322 | -39.9% |
| 2015 | $29,765 | $17,146 | -42.5% |
These recommendations are based on CarGurus' proprietary market data from August 20, 2026, CarGurus experts' opinions, and generative AI.
How much does the 2019 Toyota Highlander cost?
| Metric | Value |
|---|---|
| Current Average Price | $24,114 |
| Year-Round Low | $23,073.25 |
| Year-Round High | $25,183.66 |
| Average Price a Year Ago | $25,182 |
| Change vs. Last Year | −4.24% |
Prices have softened 4.24% compared to this time last year, making it a favorable time to shop this model year.
There are 2,707 listings available, which suggests you have a solid amount of inventory to compare.
If you find a listing below $23,073.25, that's toward the low end of the year-round range and worth acting on quickly.
Is the 2019 Toyota Highlander a good car?
Yes — the 4.74/5 user rating points to strong owner satisfaction. Drivers consistently praise its comfort, spaciousness, and reliability, and many also like the safety features and engine performance. For you, that makes it a strong fit if you want a family-focused midsize SUV that prioritizes practicality and long-term dependability over flash. With 33.6% of listings marked as good or great deals, there are still opportunities to find value if you shop carefully.
Is the 2019 Toyota Highlander reliable?
Owners rate it 4.74/5, a strong signal of long-term satisfaction.
The user feedback also highlights reliability directly, along with comfort and spaciousness, which are the kinds of traits buyers usually want in a vehicle they plan to keep for years. That combination suggests you can expect a reassuring ownership experience if you choose a well-kept example.
For used buyers, the main long-term risk is paying too much for a vehicle with hidden wear, so condition and maintenance history matter a lot.
What should I look for when buying a used 2019 Toyota Highlander?
At 65.3% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
You should start with a vehicle history report so you can separate clean examples from ones with past damage. After that, put a pre-purchase inspection at the top of your list, especially if the price looks unusually attractive. Focus on overall condition, repair quality, and signs of wear that could affect long-term ownership.
Is now a good time to buy a used 2019 Toyota Highlander?
This looks like a moderate, selective buyer’s market, so you can shop with some leverage if you stay disciplined.
- Deal availability: 33.6% of listings are priced as good or great deals.
- Inventory: There are 2,707 listings available.
- Price trend: Prices have softened 4.24% compared with last year.
- Clean inventory: 65.3% of listings are accident-free.
If you find a listing below $23,073.25, that's toward the low end of the year-round range and worth acting on quickly.
What is the 2019 Toyota Highlander's resale value?
The current average of $24,114 sits slightly below last year's $25,182.
That price movement suggests the market has eased a bit, which can help you buy more confidently now, but it also means future resale gains may be more limited if prices keep softening. If you plan to sell later, a clean history and strong condition will matter more because buyers tend to reward well-kept examples in a market like this.
Vehicles with strong owner satisfaction ratings, like this model year's 4.74/5, tend to retain buyer demand, which supports resale value over time.
Should I buy a 2019 Toyota Highlander or consider a different year?
If you're weighing the 2019 against nearby model years, here's how to think about it:
Choose the 2019 if:
- 33.6% of listings are priced as good or great deals.
- At 65.3% accident-free, a meaningful share of listings has prior incidents — history verification is especially important.
- Price trend: Prices have softened 4.24% compared with last year.
- Owners rate it 4.74/5 — a strong satisfaction signal.
Consider the 2020 if:
- At $27,814, the 2020 costs more than the current year's $24,114 average.
- It adds a redesigned cabin with a more upscale, Lexus-like feel.
The bottom line: If you want the better value play, the 2019 is the smarter starting point because it combines a lower average price with strong owner satisfaction. If you’re willing to spend more for a newer redesign and a more upscale feel, the 2020 is the better upgrade path.
These recommendations are based on CarGurus' proprietary market data from August 21, 2026, CarGurus experts' opinions, and generative AI.
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