Used 2019 Toyota Highlander for Sale nearBoston, MA
285 vehicles found
See the total price upfront.
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:
- 78,010
- Stock #:
- AN5876AA
- VIN:
- 5TDJZRFH3KS617601
Sponsored by Audi Shrewsbury
2019 Toyota Highlander
XLE AWD
78,010 mi
$26,590
- 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
Sponsored Listing
2019 Toyota Highlander
SE AWD
109,205 mi
$22,495
- 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 (Tan)
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,597
- Stock #:
- 80372A
- VIN:
- 5TDDZRFH8KS993448
Sponsored Listing
2019 Toyota Highlander
Limited Platinum AWD
48,597 mi
$33,386
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 88,761
- Stock #:
- DP7133AB
- VIN:
- 5TDJZRFH0JS889926
2018 Toyota Highlander
XLE AWD
88,761 mi
$23,987
- 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:
- Automatic
- Mileage:
- 113,517
- Stock #:
- 513675
- VIN:
- 5TDGZRBH3LS513675
2020 Toyota Highlander
XLE AWD
113,517 mi
$25,055
- 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:
- 78,010
- Stock #:
- AN5876AA
- VIN:
- 5TDJZRFH3KS617601
2019 Toyota Highlander
XLE AWD
78,010 mi
$26,590
- 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:
- Ash
- Transmission:
- 8-Speed Automatic
- Mileage:
- 130,703
- Stock #:
- HM22287T
- VIN:
- 5TDBZRFH1JS813412
-$628
2018 Toyota Highlander
LE AWD
130,703 mi
$16,668
$16,040
- 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:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 82,671
- Stock #:
- 67423A
- VIN:
- 5TDBZRFH6JS905406
2018 Toyota Highlander
LE AWD
82,671 mi
$21,657
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 73,080
- Stock #:
- T15310C
- VIN:
- 5TDJZRFH8KS591917
2019 Toyota Highlander
XLE AWD
73,080 mi
$27,794
- 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:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 85,050
- Stock #:
- 599787A
- VIN:
- 5TDJZRFH2KS619274
2019 Toyota Highlander
XLE AWD
85,050 mi
$26,995
- 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:
- White (Blizzard Pearl)
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Almond
- Transmission:
- 8-Speed Automatic
- Mileage:
- 78,614
- Stock #:
- FV240
- VIN:
- 5TDJZRFH6KS590426
2019 Toyota Highlander
XLE AWD
78,614 mi
$27,962
- 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
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 138,124
- Stock #:
- R716789
- VIN:
- 5TDBZRFHXKS716789
2019 Toyota Highlander
LE Plus AWD
138,124 mi
$17,542
- 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:
- 91,128
- Stock #:
- KS611773
- VIN:
- 5TDJZRFH2KS611773
-$520
2019 Toyota Highlander
XLE AWD
91,128 mi
$24,492
$23,972
CarGurus Analysis:
2019 Toyota Highlander
With 283 currently listed for sale near Boston, MA and an average price of $24,520.00, 27.6% 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.
86.6% of 2019 Highlander models on CarGurus are accident free.
- 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:
- Midnight Black Metallic
- Combined gas mileage:
- 22 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 132,731
- Stock #:
- 20379A
- VIN:
- 5TDJZRFH7JS529505
2018 Toyota Highlander
XLE AWD
132,731 mi
$19,485
- 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:
- Black
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Transmission:
- 8-Speed Automatic
- Mileage:
- 97,255
- Stock #:
- LS034160
- VIN:
- 5TDBZRBH4LS034160
2020 Toyota Highlander
LE AWD
97,255 mi
$24,488
- 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
$33,386
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 48,755
- Stock #:
- 052502T
- VIN:
- 5TDHZRBH5LS052502
2020 Toyota Highlander
XLE AWD
48,755 mi
$30,995
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Gray
- Transmission:
- 8-Speed Automatic
- Mileage:
- 111,120
- Stock #:
- PX6923A
- VIN:
- 5TDGZRBH1LS044909
2020 Toyota Highlander
XLE AWD
111,120 mi
$25,094
- 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:
- 86,271
- Stock #:
- S267847M
- VIN:
- 5TDJZRFH7JS912022
2018 Toyota Highlander
XLE AWD
86,271 mi
$23,488
- 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:
- Magnetic Gray Metallic
- Combined gas mileage:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 64,763
- Stock #:
- U2000743
- VIN:
- 5TDDZRBH9LS011059
2020 Toyota Highlander
Limited AWD
64,763 mi
$31,470
- 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
- Transmission:
- Automatic
- Mileage:
- 104,222
- Stock #:
- 261099XA
- VIN:
- 5TDJZRFH1KS592973
2019 Toyota Highlander
XLE AWD
104,222 mi
$24,148
- 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:
- 23 MPG
- Fuel type:
- Gasoline
- Interior color:
- Black
- Transmission:
- 8-Speed Automatic
- Mileage:
- 114,463
- Stock #:
- LAW6115A
- VIN:
- 5TDBZRFH6KS991642
Sponsored Listing
2019 Toyota Highlander
LE AWD
114,463 mi
$20,572
CarGurus Analysis: 2019 Toyota Highlander
Summary
With 283 currently listed for sale near Boston, MA and an average price of $24,520.00, 27.6% 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.
86.6% of 2019 Highlander models on CarGurus are accident free.
Why it stands out
The 2019 Toyota Highlander is a standout in the midsize SUV segment, known for its spaciousness, comfort, and reliability. Owners appreciate its safety features and engine performance, making it a practical choice for families. While some users have noted a desire for more rear seat space and mentioned its higher price point as a drawback, the Highlander remains a solid option for those prioritizing safety and comfort. The vehicle's strong reputation for reliability and its accident-free percentage of 86.6% further enhance its appeal. The Highlander also offers a smooth ride and a well-designed interior, making it a versatile choice for various driving needs.
Other model years to consider
- Average price: $40,638.00
- Good/great deal percentage: 49.2%
- User rating: 5 / 5
- Total listings: 236
- Average price: $30,799.00
- Good/great deal percentage: 38.2%
- User rating: 4.86 / 5
- Total listings: 280
- Average price: $36,459.00
- Good/great deal percentage: 56.1%
- User rating: 4.75 / 5
- Total listings: 239
This analysis is based on CarGurus' proprietary market data from July 7, 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 |
| 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 Groton: The city of Groton, MA has the highest average price at $24,568, indicating a strong demand or limited supply in that area.
- Lowest Prices in New Bedford: Conversely, New Bedford, MA offers the lowest average price at $23,807, suggesting a more competitive market or higher inventory levels.
- Inventory Variation: Cities like Worcester (293 listings) and Plymouth (229 listings) show a healthy inventory, which may contribute to more stable pricing around the regional average.
City-Level Pricing
| City | Total Listings | Avg Price |
|---|---|---|
| Groton, MA | 279 | $24,568 |
| Plymouth, MA | 229 | $25,445 |
| Worcester, MA | 293 | $24,699 |
| Providence, RI | 246 | $24,224 |
| Manchester, NH | 242 | $25,115 |
| Portsmouth, NH | 225 | $25,282 |
| New Bedford, MA | 211 | $23,807 |
| Chicopee, MA | 232 | $24,363 |
| Brattleboro, VT | 205 | $24,290 |
| Hartford, CT | 216 | $24,404 |
Pricing by Trim Packages
Key Insights
- XLE AWD is Most Common: The XLE AWD trim leads in inventory with 283 listings, indicating strong consumer preference for this configuration.
- Limited Trims Command Higher Prices: The Limited AWD trim, priced at $44,390 MSRP, reflects a premium offering with additional features, appealing to buyers seeking luxury.
- AWD vs. FWD Demand: AWD trims dominate the listings, suggesting a regional preference for all-weather capability, particularly in areas with variable climates.
Trim-Level Details
| Trim | Listings | MSRP | Drivetrain | Engine |
|---|---|---|---|---|
| XLE AWD | 283 | $41,180 | AWD | 3.5L 295 hp V6 |
| Limited AWD | 121 | $44,390 | AWD | 3.5L 295 hp V6 |
| LE AWD | 92 | $35,340 | AWD | 3.5L 295 hp V6 |
| SE AWD | 48 | $42,400 | AWD | 3.5L 295 hp V6 |
| XLE FWD | 45 | $39,720 | FWD | 3.5L 295 hp V6 |
| LE FWD | 42 | $33,880 | FWD | 3.5L 295 hp V6 |
| Limited FWD | 17 | $42,930 | FWD | 3.5L 295 hp V6 |
| Limited Platinum AWD | 31 | $47,510 | AWD | 3.5L 295 hp V6 |
Pricing Analysis by Model Year
Key Insights
- New Models at Premium Prices: The 2026 Toyota Highlander is priced at $51,298, reflecting a 10.6% premium over its MSRP, indicating strong demand for the latest model.
- Significant Depreciation for Older Models: The 2015 Highlander shows the steepest depreciation at -43.8% compared to its original MSRP, highlighting the rapid value loss typical of older vehicles.
- Best Value in Recent Models: The 2022 Highlander is priced at $34,145, which is -4.0% below its MSRP, making it an attractive option for buyers looking for a balance of price and features.
Model Year Pricing
| Model Year | Original MSRP | Avg Price | Price vs MSRP |
|---|---|---|---|
| 2026 | $46,270 | $51,298 | +10.6% |
| 2025 | $40,320 | $43,950 | +9.8% |
| 2024 | $39,270 | $40,011 | +1.9% |
| 2023 | $36,620 | $36,901 | +0.8% |
| 2022 | $35,855 | $34,145 | -4.0% |
| 2021 | $35,085 | $31,339 | -10.6% |
| 2020 | $34,600 | $28,005 | -19.3% |
| 2019 | $31,230 | $22,551 | -27.8% |
| 2018 | $30,630 | $19,803 | -35.4% |
| 2017 | $30,490 | $18,946 | -37.8% |
| 2015 | $29,765 | $16,713 | -43.8% |
These recommendations are based on CarGurus' proprietary market data from July 2, 2026, CarGurus experts' opinions, and generative AI.
FAQs
How much does the 2019 Toyota Highlander cost in Boston, MA?
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